Title: Book the Best Hotels with INDOOR POOL in Uptown - Upper Duval in 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)

# Find Hotels with an Indoor Pool in Uptown - Upper Duval, FL from CA $378

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## Check availability on Uptown - Upper Duval Hotels with an Indoor Pool

Tonight

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

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

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976473524&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Uptown - Upper Duval hotels with an indoor pool

![Suite, 1 Bedroom, Ocean View (Spacious | King)](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f.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)

![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)

### The Laureate Key West

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

New Town

9.0/10

Wonderful

(1007)

"Nice place to stay!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Baohua

CA $301

CA $378 total

includes taxes & fees

Dec 18 - Dec 19

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

![1 bedroom, premium bedding, pillowtop beds, minibar](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/effa9f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/384120f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/ca393344.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)

Old Town Key West

9.8/10

Exceptional

(581)

"Great place!!"

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

Joel

CA $453

CA $602 total

includes taxes & fees

Dec 18 - Dec 19

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

![Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat) | Exterior](https://images.trvl-media.com/lodging/23000000/22500000/22493000/22492921/953ce744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/23000000/22500000/22493000/22492921/ce0c63e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat) | Outdoor pool](https://images.trvl-media.com/lodging/23000000/22500000/22493000/22492921/0f8e1482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat)](https://images.trvl-media.com/lodging/23000000/22500000/22493000/22492921/bdff1ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suite Dreams Inn by the Beach

[](https://www.expedia.ca/Key-West-Hotels-Suite-Dreams-Inn-By-The-Beach.h22492921.Hotel-Information)

Old Town Key West

8.4/10

Very good

(53)

"The property has a lovely old-Key-West charm, and the yard is truly special with a peaceful, soulful atmosphere. The hosts were kind and welcoming, which we appreciated. However, there was a constant musty/moldy smell inside the house that never went away and even transferred to our clothes. Strong essential oils were used to try to mask the odor, but they were overwhelming and caused headaches. The towels and sheets were also quite worn and could use replacing. With improved air quality, deep...

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

NIKOLAY

CA $318

CA $378 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-Suite-Dreams-Inn-By-The-Beach.h22492921.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/38c43601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, Patio, Pool View](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/35f44104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/666fa05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, Patio, Pool View | Private kitchen](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/d4816f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contra House Key West

[](https://www.expedia.ca/Key-West-Hotels-Contra-House-Key-West.h120752386.Hotel-Information)

Old Town Key West

CA $1,582

CA $2,331 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-West-Hotels-Contra-House-Key-West.h120752386.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=2025-12-31&endDate=2026-01-01&regionId=553248635976473524&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true)

## Top Uptown - Upper Duval Hotel Reviews

## Frequently asked questions

### What is there to do in Uptown - Upper Duval?

### Why should I choose a hotel with an indoor pool for my stay in Uptown - Upper Duval?

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