Title: 10 Best Hotels in Uptown - Upper Duval, Key West for 2026 | Expedia.ca

[Uptown - Upper Duval Travel Guide](https://expedia.ca/Key-West-Uptown-Upper-Duval.dx553248635976473524)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Uptown - Upper Duval Car Rentals](https://expedia.ca/Car-Rentals-In-Uptown-Upper-Duval.d553248635976473524.Car-Rental-Guide)[Uptown - Upper Duval Vacations](https://expedia.ca/Uptown-Upper-Duval.d553248635976473524.Destination-Travel-Guides)

![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Hotels in Uptown - Upper Duval, Key West 

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## Go beyond your typical stay in Uptown - Upper Duval

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=OCEAN_VIEW)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=SPA_ON_SITE)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=POOL)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&travelerType=family_friendly)

Resort

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=HOTEL_RESORT)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=APART_HOTEL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=HOT_TUB)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=PETS)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=APARTMENT)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=CONDO)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=WATER_PARK)

House­boat

[](https://www.expedia.ca/Hotel-Search?destination=Uptown+-+Upper+Duval%2C+Key+West%2C+Florida%2C+United+States+of+America&regionId=553248635976473524&latLong=24.548889%2C-81.796766&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=HOUSE_BOAT)

## Check prices for these dates

Tonight

[Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Uptown - Upper Duval hotels

![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/a2bf0992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/46602c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 1 Queen Bed, City View, Annex Building | Private kitchen](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/c002f8c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/581dcd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Douglas House

[](https://www.expedia.ca/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information)

Uptown - Upper Duval

9.6/10

Exceptional

(220)

"Great location! Clean rooms. Friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brad

CA $190

CA $235 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information)

![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fountain](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/b4576547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/69828d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/4eda9d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southernmost Beach Resort and Guesthouses

[](https://www.expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

Uptown - Upper Duval

8.8/10

Excellent

(2915)

"Great stay with an actual beach which is rare in Key West. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $285

CA $422 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/2b7e8bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed (ADULT ONLY)](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/ee1be58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/34b65216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/db77bb38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Southernmost Inn - Adults Only

[](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information)

Uptown - Upper Duval

8.2/10

Very good

(1204)

"Great stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary Ellen

CA $165

CA $248 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/83ae09e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/b0c5a846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/d3daa4c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/799c47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southwinds Motel

[](https://www.expedia.ca/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information)

Uptown - Upper Duval

8.8/10

Excellent

(1237)

"Everyone was so nice, great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Holly

CA $214

CA $287 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/b515d08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/02b8eaa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/eb7f9b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Reach Key West, Curio Collection by Hilton

[](https://www.expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information)

Uptown - Upper Duval

8.4/10

Very good

(1003)

"Great view, amazing room and friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristine

CA $328

CA $452 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information)

![Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/9dea706f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mansion Room #106 - Ocean View w/ Direct Pool Access - Adults Only](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/4498aa15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/d08fe38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/853cc84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southernmost House

[](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information)

Uptown - Upper Duval

9.4/10

Exceptional

(1002)

"Great place with excellent staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Willie

CA $373

CA $548 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/8aacf584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury 2 bedroom Bi-level Garden View Suite | Balcony view](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/5fa9c353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/a99e5d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/c395702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Santa Maria Suites

[](https://www.expedia.ca/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information)

Uptown - Upper Duval

9.6/10

Exceptional

(1000)

"Awesome place we loved it"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Josh

CA $536

CA $697 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information)

![King Suite Pool View](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/0be5a7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/bbb6c4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/0a96de9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/9a87faac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kona Kai Oasis

[](https://www.expedia.ca/Key-West-Hotels-An-Island-Oasis.h1635855.Hotel-Information)

Uptown - Upper Duval

8.2/10

Very good

(588)

"It’s soo beautiful place to stay and everything is nearby "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Murali sai tejeswar

[](https://www.expedia.ca/Key-West-Hotels-An-Island-Oasis.h1635855.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/5e9e36b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/e63ab6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/fbbbecd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/4d0009a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Orchid Key Inn - Adults Only

[](https://www.expedia.ca/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information)

Uptown - Upper Duval

9.8/10

Exceptional

(1001)

"Great location and amazing staff!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charles

CA $340

CA $383 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information)

![Deluxe Suite, 1 King Bed, Private Pool | View from room](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/b744fec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/d854c1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/8bca03c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, minibar](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/44a19a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### H2O Suites - Adults Only

[](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information)

Uptown - Upper Duval

9.8/10

Exceptional

(580)

"Great place!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joel

CA $414

CA $559 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/8221e4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/0a35d627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/550119ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/8b4bb60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Breeze by Brightwild Off-street Parking

[](https://www.expedia.ca/Key-West-Hotels-Sea-Breeze-By-Brightwild-Off-Street-Parking.h109003038.Hotel-Information)

Uptown - Upper Duval

CA $483

CA $989 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Key-West-Hotels-Sea-Breeze-By-Brightwild-Off-Street-Parking.h109003038.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003097/11e53d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003097/99dbf9e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003097/7f39a81b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003097/a2065d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Keys Please by Brightwild Pool Steps to Duval

[](https://www.expedia.ca/Key-West-Hotels-Keys-Please-By-Brightwild-Pool-Steps-To-Duval.h109003097.Hotel-Information)

Uptown - Upper Duval

CA $971

CA $1,757 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Key-West-Hotels-Keys-Please-By-Brightwild-Pool-Steps-To-Duval.h109003097.Hotel-Information)

![2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/948eecb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![49-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/4777ebf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/1fec5fac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Perry Hotel & Marina Key West

[](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information)

Stock Island, 6.1 km from Uptown - Upper Duval

9.4/10

Exceptional

(1169)

"Will be staying here every single time we visit! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca

CA $191

CA $298 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information)

![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/ffbb5429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/c6252245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/e235d199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree Resort by Hilton Grand Key - Key West

[](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

4.9 km from Uptown - Upper Duval

8.0/10

Very good

(1012)

"Very very nice stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chloe

CA $176

CA $245 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

![Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/d5aad7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/470ffe1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/ee750f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Key West / The Keys Collection

[](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)

New Town, 5 km from Uptown - Upper Duval

8.0/10

Very good

(1144)

" Dry friendly and good breakfast and excellent value for money "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meenakshi

CA $177

CA $238 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)

![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/99dc8f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/b166f8e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/f896e9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parrot Key Hotel & Villas

[](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

Northside Resort, 3.1 km from Uptown - Upper Duval

9.0/10

Wonderful

(1188)

"Great hotel"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrice

CA $258

CA $369 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 2 Queen Beds, Balcony (Luis)](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/d05ef6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/c957f1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/305f8d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Havana Cabana at Key West 

[](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

New Town, 4.3 km from Uptown - Upper Duval

8.8/10

Excellent

(1724)

"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

alec lawrence

CA $212

CA $330 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/137c65ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/6cf9bef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/acfeb5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Opal Key Resort & Marina, Key West

[](https://www.expedia.ca/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

Old Town Key West, 1.5 km from Uptown - Upper Duval

9.2/10

Wonderful

(1019)

"Great staff, comfortable stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah

CA $386

CA $489 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/2f1f2895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![NYAH Private Balcony Room 6 Single Beds | Balcony view](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/a350e3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/eb10500d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NYAH Key West - Adults Only

[](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information)

Historic Seaport, 1.2 km from Uptown - Upper Duval

7.8/10

Good

(1005)

"Great little hotel in the heart of Old Town."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $131

CA $210 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information)

![Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/c082f6dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/6abe86ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Ocean View (Spacious | King) | Private kitchen](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/0b833848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Laureate Key West

[](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)

New Town, 4.5 km from Uptown - Upper Duval

9.0/10

Wonderful

(1000)

"Our favorite place to stay in Key West!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin

CA $248

CA $318 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-24&endDate=2025-12-25&regionId=553248635976473524&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas and neighborhoods for the activities you enjoy most. [Learn more about Uptown - Upper Duval](https://www.expedia.ca/Key-West-Uptown-Upper-Duval.dx553248635976473524)

- Old Town Key West
- Key West Historic District
- Downtown Key West
- New Town
- Historic Seaport

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498452-key-west-historic-district.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497971-south-beach-fm.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497713-ernest-hemingway-home-and-museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191157-Key-West.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498451-key-west-historic-district.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976481920)

![Old Town Key West map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:wf%7BtCxlirNcOoFdBuIrUgOyc%40ux%40%7CaB_jAzAhBqDb%5CeAlb%40R%7Ee%40nCbSuD%60HmBOoA%7BEkNvERfEgInGmEdG_%5CvG&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=LCLdVLmr2WjAaJQhudM9SKuLv1s=)

### Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/339000/339914-Audubon-House-And-Tropical-Gardens.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497734-saint-mary-star-of-the-sea.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497713-ernest-hemingway-home-and-museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497326-custom-house-museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497554-ernest-hemingway-home-and-museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6281809)

![Key West Historic District map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7Bj%7CtCltjrNo%40%5DsBiHy%40qJ%60CgArCShBx%40%7EE%60%40jA%7CDWbGcCjCkAWuCpBoAP&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=lctS1bondGVoNYJiq0d5eq-igYY=)

### Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6281809)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63795-Florida-Keys.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Embassy Row](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135077-Washington-Dc.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Key West](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191149-Key-West.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Key West showing street scenes and cycling](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191152-Key-West.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![South Florida](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191156-Key-West.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976470405)

![Downtown Key West map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:s%7DztCvjhrNwHyN%60%5EkVxH%60Oc%5EbV&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=xAuunLuruWExWExa_qZqKzf0ioM=)

### Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976470405)

![](https://mediaim.expedia.com/destination/9/1fcb30338150b9f6e4b06a071a60583e.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://mediaim.expedia.com/destination/9/6a504574b46037d3f8db367f445ca105.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://mediaim.expedia.com/destination/9/f5617dfc12f4953b2b78b35abeb0dbd8.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://mediaim.expedia.com/destination/9/fe54009485c8898b7009ec741c6c9929.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://mediaim.expedia.com/destination/9/f6e0efb87465a1cdfd371bd23a239b58.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976480351)

![New Town map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ay%7BtCxjdrNgGy%5CkHnFaA%60MgEsBS_g%40eXae%40oVqj%40mByh%40zDyMzGsCd%60%40sKj%5BlwAdOkDg%40bVcF%3FbB%60JnGxf%40tVmDx%40hHw%40h%40fDrGam%40nc%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=JHIqW8MYqJ-eA9V48nlCoRIvVTk=)

### New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976480351)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497487-mallory-square.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497495-mallory-square.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340506-Historic-Seaport-Key-West.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340519-Historic-Seaport-Key-West.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497630-mallory-square.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976383502)

![Historic Seaport map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:wv%7BtCfeirNgNwDoFwRHiA%7EDaBzDkEwJsS%7C%40oK%60%40KcBeDvJ_Hlc%40%60y%40oUpOgBhI&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=idBIwzjwQ_zzTEijhXLrCRJKKoM=)

### Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Key West Historic Seaport. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976383502)

## Top Uptown - Upper Duval Hotel Reviews

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"They went the extra mile! Was a lovely stay"

[](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Southwinds Motel](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/83ae09e3_y.jpg)

### Southwinds Motel

10/10 Excellent

"Really sweet little place with fantastic beach access. The beach is a block away but the hotel provides free towels and long chairs with umbrellas. Nice cuban deli across the street. Close to Duval but without its busy-ness. "

[](https://expedia.ca/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information)

![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg)

### The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"Great view, amazing room and friendly staff"

[](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information)

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg)

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Beautiful room and amazing reception staff of Annette, Sara, Jody and Richardo. They were very accommodating. "

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![The Southernmost Inn - Adults Only](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/2b7e8bad_y.jpg)

### The Southernmost Inn - Adults Only

10/10 Excellent

"Great little Gem for sure. "

[](https://expedia.ca/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information)

![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg)

### DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Our Birthday Club recently stayed at the resort while in town celebrating our Sister Audrey's 60th Birthday. The resort staff were very friendly and accommodating. The front desk team were helpful, the shuttle drivers were friendly and went the extra mile to make sure we got to our destinations, the pool area was beautiful, we felt like we were on a resort in the Caribbean. The bar staff were nice and fun and the breakfast buffet was delicious and had lots of variety. The wait staff were super nice and attentive. I almost forgot, the famous warm cookies did not disappoint!! Lastly, our balcony with the pool view was spacious, had a ceiling fan and provided a great view of the resort courtyard and pool. Overall, our stay was great. We would recommend this resort to others. "

[](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg)

### Beachside Resort & Residences

10/10 Excellent

"Great view and unit was large and very clean. "

[](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

![H2O Suites - Adults Only](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/b744fec6_y.jpg)

### H2O Suites - Adults Only

10/10 Excellent

"Room and service were great. Friendly, accommodating staff. Very nice facility "

[](https://expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information)

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg)

### Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"Very nice clean and big room. Great view over the pools and harbor."

[](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

## Frequently asked questions

### What other neighbourhoods are similar to Uptown - Upper Duval?

> Historic Seaport is an excellent choice for those who appreciate being close to the water and enjoy nautical activities. It's home to a large marina, offering various boat trips, fishing charters, and water sports. The area is very walkable, with many seafood restaurants and bars lining the docks, particularly along Greene Street and Front Street.
> 
>   
> Couples often find Historic Seaport appealing for its relaxed, yet refined, ambiance. You can enjoy fresh seafood with harbour views, take romantic sunset sails, or simply stroll along the boardwalks, watching the boats come and go. It offers a slightly more tranquil setting than the busiest parts of Duval Street while still being within easy reach of attractions.
> 
>   
> Old Town, to the west of Duval Street, provides a similar historical feel to Uptown but with a broader mix of architectural styles, including many grand Victorian homes. It's a largely residential area, featuring tree-lined streets and well-maintained gardens. This neighbourhood is ideal for those who prefer a quieter base but still want to be close to the action.
> 
>   
> Solo travellers who appreciate exploring on foot will enjoy Old Town. It's great for leisurely walks, discovering hidden lanes, and admiring the architecture. Many guesthouses and boutique hotels are located within these streets, providing a peaceful retreat after a day of sightseeing.

### What are the best hotels in Uptown - Upper Duval that travellers recommend?

> The 4-star Gardens Hotel, with an outstanding 9.8 rating, is known for its beautiful, clean rooms and friendly, kind staff. Guests particularly enjoy the wonderful breakfast and the beautiful garden. It is conveniently located 1.1 km from Simonton Beach and 0.8 km from Key West Butterfly and Nature Conservatory.
> 
>   
> The 4-star The Reach Key West, Curio Collection by Hilton, rated 8.4, features a private beach and a poolside bar. Guests frequently praise the friendly, great staff, nice, clean rooms, and excellent location. It is very close to Simonton Beach, just 0.1 km away, and 0.3 km from Key West Butterfly and Nature Conservatory.
> 
>   
> Southernmost House, a 4-star hotel with a 9.4 rating, offers a private pool and champagne service. Its amazing, helpful staff and beautiful, clean rooms are often highlighted. The hotel is perfectly located, 0.3 km from Simonton Beach and 0.1 km from Key West Butterfly and Nature Conservatory.
> 
>   
> Another excellent choice is the 4-star Casa Marina Key West, Curio Collection by Hilton, rated 8.4\. This resort offers a private beach, massages on the beach, and beautiful, big rooms. The friendly, amazing staff and great amenities are often mentioned by guests. It is situated 0.3 km from Simonton Beach and 0.7 km from Key West Butterfly and Nature Conservatory.
> 
>   
> Finally, the 4-star Southernmost Beach Resort and Guesthouses, with an 8.6 rating, provides a private pool and a beachfront restaurant. Guests appreciate the friendly, helpful staff and the nice, clean rooms. It is very close to Key West Butterfly and Nature Conservatory, just 0.0 km away, and 0.3 km from Simonton Beach.

### What are the best family hotels in Uptown - Upper Duval?

> The 4-star Hyatt Centric Key West Resort and Spa, with an impressive 9.0 rating, offers a wonderful experience for families. It provides amenities such as kids' meals, free cribs, a refreshing pool, and connecting rooms for added convenience. Guests frequently praise the friendly and great staff, comfortable and clean rooms, and a nice, clean pool. It is also conveniently located near Mallory Square, just 0.4 km away.
> 
>   
> Another great option is the Eden House, boasting a 3.5-star rating and a 9.0 review score. This hotel offers free amenities for children, sofa beds, and free cribs, making it very accommodating for families. Reviewers often highlight the friendly and helpful staff, beautiful and great rooms, a nice pool, and excellent service. It is located 0.5 km from Schooner Western Union.
> 
>   
> The 4-star La Concha Key West, Autograph Collection, also with a 9.0 rating, is a fantastic choice. Families will appreciate the kids' meals, free cribs, a pool, sofa beds, and suites. The location is frequently described as excellent and great, and guests often mention the amazing staff and delicious food. It is situated 0.6 km from Mallory Square.

### What are the best spa hotels in Uptown - Upper Duval?

> The 4-star Hyatt Centric Key West Resort and Spa, with an excellent 9.0 rating, offers a full-service spa with a wide range of treatments including deep tissue massage, body scrubs, aromatherapy, and hot stone massage. They also provide couples treatment rooms and offer manicures and pedicures. The resort is conveniently located near the Ernest Hemingway Home and Museum and the Harry S. Truman Little White House. Guests consistently praise the friendly staff and comfortable, clean rooms.
> 
>   
> Another excellent choice is the 4-star Pier House Resort & Spa, also rated 9.0\. This resort features an extensive spa with services such as hot stone massage, body wraps, Thai massage, and thalassotherapy treatments. The spa is onsite and available daily, ensuring guests can easily schedule their preferred treatments. Its location is highly rated by guests, and it's just a short stroll from the Ernest Hemingway Home and Museum.
> 
>   
> The 4-star Ocean Key Resort - A Noble House Resort, boasting an impressive 9.2 rating, provides a full-service spa with daily availability. Their extensive menu includes Thai massage, deep tissue massage, body scrubs, and facial treatments. The resort is praised for its clean and lovely rooms, excellent staff, and superb location.

### Which beach resorts in Uptown - Upper Duval do travellers love?

> The 4-star Ocean Key Resort - A Noble House Resort, with an outstanding 9.2 rating, is particularly loved. It boasts a full-service spa with a wide array of treatments including Thai massage, deep tissue massage, and aromatherapy. Its location is excellent for beach access and it's very close to Mallory Square, just 0.1 km away.
> 
>   
> Another excellent choice is the 4-star Hyatt Centric Key West Resort and Spa, rated 9.0\. Guests appreciate its convenient location with nearby ocean and beach access. It's also just 0.4 km from Mallory Square.
> 
>   
> The 4-star Pier House Resort & Spa, also with a 9.0 rating, is highly praised for its private beach access and ocean views. It features a full-service spa offering various massages and treatments, including hot stone massage and body wraps. This resort is also very close to Mallory Square, at just 0.2 km away.
> 
>   
> The 4-star [Casa Marina Key West, Curio Collection by Hilton](https://www.expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information), rated 8.4, offers a private beach and a full-service spa with couples treatment rooms and aromatherapy. It is conveniently close to Simonton Beach, just 0.3 km away.
> 
>   
> Finally, The 4-star Reach Key West, Curio Collection by Hilton, with an 8.4 rating, also offers a private beach and ocean views. This resort features an outdoor pool with a poolside bar and is just 0.1 km from Simonton Beach.

### What hotels in Uptown - Upper Duval offer free breakfast?

> The 3.5-star Almond Tree Inn Hotel - Adults Only, with an outstanding 10.0 rating, provides a complimentary continental breakfast. Guests frequently praise the excellent and amazing breakfast, along with the comfortable and clean rooms. It is conveniently located near Simonton Beach (0.7 km) and the Key West Butterfly and Nature Conservatory (0.5 km).
> 
>   
> The 4-star The Gardens Hotel, rated 9.8, offers a free cooked breakfast. Travellers consistently highlight the wonderful breakfast, beautiful and clean rooms, and the friendly staff. The hotel is situated close to Mallory Square (1.0 km) and Simonton Beach (1.1 km).
> 
>   
> Another excellent option is the 3.5-star Orchid Key Inn - Adults Only, which has a 9.8 rating and provides a free continental breakfast. Guests often praise the great and amazing breakfast, beautiful and clean rooms, and the convenient location. It is also close to Simonton Beach (0.7 km) and the Key West Butterfly and Nature Conservatory (0.4 km).
> 
>   
> Simonton Court Historic Inn & Cottages, with a 9.8 rating, also includes a complimentary continental breakfast. Guests frequently mention the amazing staff, superb location, and beautiful rooms. The inn is a short distance from Mallory Square (0.5 km) and Simonton Beach (1.5 km).
> 
>   
> Lastly, the 3.5-star Artist House Key West, rated 9.8, offers a free buffet breakfast. Visitors often note the good breakfast and exceptional rooms. It is located near Mallory Square (0.6 km) and the Key West Butterfly and Nature Conservatory (1.2 km).

### What are the top pet-friendly hotels in Uptown - Upper Duval?

> The 4-star Gardens Hotel, with an outstanding 9.8 rating, is a fantastic choice for travellers with pets. They permit dogs and provide food and water bowls, ensuring your furry friend is comfortable. Guests consistently praise the beautiful, clean rooms, the friendly and kind staff, and the central location. The breakfast is described as wonderful, and the gardens are particularly beautiful. Simonton Beach is just 1.1 km away, and the Key West Butterfly and Nature Conservatory is 0.8 km from the hotel.
> 
>   
> Another highly-rated option is the 3.5-star Artist House Key West, also with an impressive 9.8 rating. This hotel is also dog-friendly and provides food and water bowls. Visitors frequently highlight the excellent and friendly staff, and the breakfast is noted as good. The rooms are described as exceptional. Mallory Square is conveniently close at 0.6 km.
> 
>   
> The 3-star The Garden House, rated 9.2, welcomes dogs and provides food and water bowls. Guests appreciate the easy-to-find and great location, and the breakfast is often described as superb and great. The rooms are comfortable and quiet, while the staff is noted as helpful and amazing. The pool is also mentioned as comfortable. Mallory Square is 0.7 km away.
> 
>   
> The 4-star Pier House Resort & Spa, with a 9.0 rating, is another excellent pet-friendly option, allowing dogs and providing food and water bowls. Its location is frequently described as excellent and great, and the staff are friendly and helpful. The rooms are comfortable and clean, and the food is consistently rated as excellent and great. The pool is also highlighted as great and lovely. Mallory Square is a mere 0.2 km from the resort.
> 
>   
> Finally, Winslow's Bungalows - Key West Historic Inns, a 4-star property with a 9.2 rating, is also pet-friendly, providing food and water bowls. This hotel features a lovely outdoor pool with sun loungers and a poolside bar. Guests frequently praise the friendly and helpful staff, and the breakfast is described as great and delicious. The rooms are comfortable and clean, and the location is superb and convenient. The bar is also noted as fantastic and amazing. Simonton Beach is 0.7 km away.

### What are the top boutique hotels in Uptown - Upper Duval?

> The 3.5-star Almond Tree Inn Hotel - Adults Only, with an exceptional 10.0 rating, offers a delightful boutique experience. Guests frequently highlight the friendly and helpful staff, comfortable and clean rooms, and a superb location. It provides complimentary continental breakfast and features an outdoor pool with sun loungers and a poolside bar. It is conveniently located just 0.2 km from the Ernest Hemingway Home and Museum.
> 
>   
> Another excellent choice is the 3.5-star Orchid Key Inn - Adults Only, rated 9.8\. This boutique hotel also offers complimentary breakfast and features an inviting outdoor pool with a poolside bar and sun loungers. Travellers consistently praise the amazing and friendly staff, beautiful and clean rooms, and its convenient location, which is also just 0.2 km from the Ernest Hemingway Home and Museum.
> 
>   
> The 3.5-star Eden House, boasting a 9.0 rating, provides suites and a lovely outdoor pool area with sun loungers, umbrellas, and a poolside bar. Guests appreciate the friendly and helpful staff, beautiful rooms, and its great location. While it has a heated pool available by reservation, it is also near the beach.
> 
>   
> The Pegasus International Hotel, rated 8.2, is another boutique option in a historical district. It offers complimentary continental breakfast and free self-parking, which is a great convenience. Visitors often praise its convenient location, clean and big rooms, and the extremely helpful staff. It is just 0.4 km from the Ernest Hemingway Home and Museum.

### What are the most romantic hotels in Uptown - Upper Duval for couples?

> The 4-star Gardens Hotel, with an outstanding 9.8 rating, offers a truly romantic experience. Couples can enjoy dining with garden views, champagne service, and rooms featuring rainfall showerheads, premium bedding, Egyptian cotton sheets, and designer toiletries. Some rooms also include a fireplace or private pool, and there's a poolside bar and a winery tasting room on site. It is conveniently located just 0.3 km from the Ernest Hemingway Home and Museum.
> 
>   
> The 3.5-star Marquesa Hotel, also rated 9.8, provides a lovely setting for couples. Many rooms offer a furnished balcony, patio, or terrace, superb for enjoying a quiet moment together. Guests frequently praise the beautiful rooms and the hotel's peaceful location. It is situated 0.6 km from the Ernest Hemingway Home and Museum.
> 
>   
> Another excellent choice for couples is the 3.5-star Orchid Key Inn - Adults Only, which holds a 9.8 rating. This hotel provides complimentary breakfast and features an outdoor pool with sun loungers and a poolside bar. Some rooms even have a private hot tub, adding an extra touch of romance. It is very conveniently located, just 0.2 km from the Ernest Hemingway Home and Museum.

### When is the best time to go to Uptown - Upper Duval?

> During these months, you'll experience warm, sunny days with lower humidity, making it ideal for exploring the area's outdoor attractions and enjoying its special environment. This period avoids the hotter, more humid summer months and the higher chance of tropical storms.
> 
>   
> Couples looking for a relaxing getaway will find this period superb for strolling along Upper Duval Street, visiting the historic homes, or enjoying the outdoor dining options. The comfortable weather allows for leisurely exploration without the intensity of the summer heat.
> 
>   
> For those interested in outdoor activities like cycling or water sports, the cooler, drier weather ensures a more comfortable and enjoyable experience.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Uptown - Upper Duval hotel booking with Expedia?

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- [Honeymoon Resorts and in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Honeymoon-Hotels.0-n553248635976481920-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Early Check-in in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Hotel-With-Early-Check-In.0-n553248635976481920-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Hotel-With-Pool.0-n553248635976481920-0-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with a Lazy River in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Hotels-With-A-Lazy-River.0-n553248635976481920-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels)
- [Hotels with Bar in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Hotels-With-Bar.0-n553248635976481920-0-tHotelswithBar.Travel-Guide-Filter-Hotels)
- [Hotels with Free Airport Shuttle in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976481920-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Hotels with Free Breakfast in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Hotels-With-Free-Breakfast.0-n553248635976481920-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Hotels-With-Hot-Tubs.0-n553248635976481920-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Hotels-With-Kitchenettes.0-n553248635976481920-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Hotels with Tennis Courts in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Hotels-With-Tennis-Courts.0-n553248635976481920-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-LGBT-Friendly-Hotel.0-n553248635976481920-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Luxury-Hotel.0-n553248635976481920-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Mountain Hotels in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Mountain-Hotels.0-n553248635976481920-0-tMountainHotels.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Oceanfront-Hotels.0-n553248635976481920-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Pet-Friendly-Hotel.0-n553248635976481920-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Romantic-Hotel.0-n553248635976481920-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Scuba Diving Hotels in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Scuba-Diving-Vacations.0-n553248635976481920-0-tscubadivingvacations.Travel-Guide-Filter-Hotels)
- [Shopping Hotels in Old Town Key West ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels-Shopping-Hotel.0-n553248635976481920-0-tShoppingHotel.Travel-Guide-Filter-Hotels)
- [Old Town Key West Hotels ](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels.0-n553248635976481920-0.Travel-Guide-Filter-Hotels)
- [Hotels near Papa's Pilar Rum Distillery Hemingway Rum Company ](https://www.expedia.ca/Papas-Pilar-Rum-Distillery-Hemingway-Rum-Company-Hotels.0-l870999656931368960-0.Travel-Guide-Filter-Hotels)
- [Hotels near Schooner Western Union ](https://www.expedia.ca/Schooner-Western-Union-Hotels.0-l6069261-0.Travel-Guide-Filter-Hotels)
- [Hotels near Simonton Beach ](https://www.expedia.ca/Simonton-Beach-Hotels.0-l553248621532652611-0.Travel-Guide-Filter-Hotels)
- [Hotels near South Beach ](https://www.expedia.ca/South-Beach-Hotels.0-l6246827-0.Travel-Guide-Filter-Hotels)
- [Hotels near Southernmost Point ](https://www.expedia.ca/Southernmost-Point-Hotels.0-l501380-0.Travel-Guide-Filter-Hotels)
- [Hotels near Studios of Key West ](https://www.expedia.ca/Studios-Of-Key-West-Hotels.0-l553248621532652634-0.Travel-Guide-Filter-Hotels)
- [The Meadows Hotels ](https://www.expedia.ca/The-Meadows-Key-West-Hotels.0-n553248635976482006-0.Travel-Guide-Filter-Hotels)
- [Truman Annex Hotels ](https://www.expedia.ca/Truman-Annex-Key-West-Hotels.0-n553248635976473207-0.Travel-Guide-Filter-Hotels)
- [White St. Gallery Hotels ](https://www.expedia.ca/White-St-Gallery-Key-West-Hotels.0-n553248635976470715-0.Travel-Guide-Filter-Hotels)
- [White Street Gallery District Hotels ](https://www.expedia.ca/White-Street-Gallery-District-Key-West-Hotels.0-n553248635976482119-0.Travel-Guide-Filter-Hotels)

- [Flights to Key West ](https://www.expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)

- [Duval Street ](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
- [Visit Bahama Village ](https://www.expedia.ca/Key-West-Bahama-Village.dx553248621533115696)
- [Visit Downtown Key West ](https://www.expedia.ca/Key-West-Downtown-Key-West.dx553248635976470405)
- [Key West Lighthouse and Keeper's Quarters Museum ](https://www.expedia.ca/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction)
- [Key West Vacations ](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides)
- [South Beach ](https://www.expedia.ca/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)
- [Southernmost Point ](https://www.expedia.ca/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction)
- [All inclusive Vacation Packages Key West ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)

- [Things to do in Key West ](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)

- [Book Hotels in Uptown - Upper Duval on Expedia.com ](https://www.expedia.com/Uptown-Upper-Duval-Key-West-Hotels.0-n553248635976473524-0.Travel-Guide-Filter-Hotels)