Title: Book the Best Florida Keys LUXURY Hotels - Upscale Hotels in Florida Keys | Expedia.ca

  

[Florida Keys Travel Guide](https://expedia.ca/Florida-Keys.dx6023765)[Hotels in Florida Keys](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Vacation Rentals in Florida Keys](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[Flights to Florida Keys](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Things to do in Florida Keys](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)[Florida Keys Car Rentals](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[Florida Keys Vacation Packages](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides)

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# Find luxury hotels in Florida Keys

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## Check availability on Florida Keys Luxury Hotels

Tonight

[Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-10-22&endDate=2025-10-23&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-10-23&endDate=2025-10-24&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

This weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

## Top Florida Keys Luxury Hotels

![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/15e67a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/85db56ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/d55ace8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Stock Island

9.0/10

Wonderful

(1723)

"Superb place and nice staff."

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

Nehal

CA $201

CA $307 total

includes taxes & fees

Oct 29 - Oct 30

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

![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a156943e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Harbor View King with Balcony | View from property](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/7692f964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/e32c81ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Marker Key West Harbor Resort

Key West Historic District

9.2/10

Wonderful

(1031)

"Really great hotel !"

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

Vincent

CA $234

CA $351 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/981feca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/79d31a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/9b929f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheeca Lodge & Spa

Matecumbe

9.2/10

Wonderful

(1244)

"This resort was amazing!"

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

Paul

CA $166

CA $282 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/2f4b002e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/7826c1a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/bd916166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

8.4/10

Very good

(404)

"The location at the water is great. The restaurant on the beach with amazing live music was marvelous."

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

Verena

CA $246

CA $360 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![Premium Room, 1 King Bed, Lanai, Lagoon View (Kitchenette) | View from room](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/96bf2fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/04fa303d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/4ad7fbce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Double Room, 2 Double Beds, Lanai (Kitchenette)](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/c75bd841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kingsail Resort

Marathon

8.6/10

Excellent

(1027)

"Setting was great"

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

Galen

CA $123

CA $138 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Marathon-Hotels-Kingsail-Resort.h1775568.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)

![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)

![Breakfast, lunch, dinner served; American cuisine, beach views ](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/8f43a3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

8.6/10

Excellent

(2810)

"A great place to stay!"

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

Jerri

CA $224

CA $355 total

includes taxes & fees

Oct 26 - Oct 27

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

![Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/a69616f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/9585f19f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/0a8ded52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parmer's Resort

Summerland Key

9.0/10

Wonderful

(1003)

"Excellent laid back property. Close to a good restaurant "

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

Jane

CA $156

CA $221 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.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)

![Premier Suite, 1 King Bed, Private Pool | View from room](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/320d50ca.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)

![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)

### H2O Suites - Adults Only

Old Town Key West

9.8/10

Exceptional

(570)

"Had a great stay! Property is very nice and conveniently located. Would definitely stay again."

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

dwight

CA $418

CA $534 total

includes taxes & fees

Oct 26 - Oct 27

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

![Standard Room, 2 Double Beds | View from room](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/9136f8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/a45cbb4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/196bb410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/8d5dc7d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seashell Motel

Old Town Key West

7.8/10

Good

(1007)

"The room was very small but very clean and well maintained."

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

Nicole Noel

CA $183

CA $206 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Key-West-Hotels-Seashell-Motel-Key-West-Hostel.h7107973.Hotel-Information)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/92d23e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 3 Bedrooms, Pool Access, Bay View (Balcony/Patio, Private Pool) | Beach](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/10dd6c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8f8fe319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Playa Largo Resort & Spa, Autograph Collection

Key Largo

9.0/10

Wonderful

(1000)

"Very nice place to stay in the keys "

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

Yamilka

CA $334

CA $453 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.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=2025-11-06&endDate=2025-11-07&regionId=6023765&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true)

## Find out more about Florida Keys

### Florida Keysand its attractions for luxury travelers

The Florida Keys offer a unique blend of luxury and adventure, perfect for discerning travellers seeking both relaxation and excitement. Begin your journey in Key West, where the vibrant sunset celebrations at Mallory Square provide a picturesque backdrop for an evening of fine dining and local art. For an adrenaline rush, explore the pristine waters off the coast of Islamorada, renowned for deep-sea fishing and luxury charters that cater to every need. At the Dolphin Research Center in Grassy Key, families can enjoy unforgettable interactions with dolphins, ensuring a memorable experience for both children and adults alike. The serene beauty of Dry Tortugas National Park, accessible via seaplane or ferry, invites you to discover its stunning coral reefs and historic Fort Jefferson, all while enjoying a secluded picnic on sun-kissed beaches. When it comes to accommodation, the lavish resorts in Key Largo stand out, offering private beach access, world-class spas, and gourmet restaurants, ensuring every aspect of your stay is tailored to perfection. Here, you can unwind in opulent surroundings while soaking up the natural beauty that surrounds you.

## Top Florida Keys Hotel Reviews

![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg)

### Cheeca Lodge & Spa

10/10 Excellent

"Nice room with everything you need."

[](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Baker's Cay Resort Key Largo, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent

"We had the absolute best fall break vacation here and will most definitely be back"

[](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

![Hawks Cay Resort](//images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg)

### Hawks Cay Resort

10/10 Excellent

"Fantastic family resort. Like most of the Keys the properties are older but they’ve done a great job renovating the resort. Salt and Ash and Angler Ale had great food. We will likely go back. "

[](https://expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information)

![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

10/10 Excellent

"Resort offered alot considering it was somewhat smaller. Excellent staff and rooms/amenities..will definitely go back. "

[](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Waterside Suites & Marina](//images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg)

### Waterside Suites & Marina

10/10 Excellent

"Absolutely fantastic! Just what we needed. Quiet. Clean. Relaxing. We originally booked at another hotel in the Everglades and decided to not stay at that location due to the cleanliness and quickly found Waterside within minutes of checking our Expedia app. So glad that we made to last minute decision. "

[](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information)

![Tranquility Bay Beachfront Hotel and Resort](//images.trvl-media.com/lodging/1000000/120000/117100/117099/a50ca43c_y.jpg)

### Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent

"We enjoyed our stay"

[](https://expedia.ca/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information)

![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg)

### Islander Resort

10/10 Excellent

"Beautiful place. Would go back again."

[](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)

![Reefhouse Resort & Marina](//images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg)

### Reefhouse Resort & Marina

10/10 Excellent

"Great resort and great stay"

[](https://expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information)

![The Pelican Key Largo Cottages](//images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg)

### The Pelican Key Largo Cottages

10/10 Excellent

"Staff was very accommodating, We were there for our 48th anniversary. Asked to change reservation to a beach front cottage. They were very accommodating moved us to a beach front cottage, king size bed full kitchen. They gave us a bottle of wine to celebrate. Room change was easy no hassle "

[](https://expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information)

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