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)

![Higgs Beach which includes a beach and tropical scenes as well as a large group of people](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find luxury hotels in Florida Keys

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## Check availability on Florida Keys Luxury Hotels

Tonight

[Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-14&endDate=2025-12-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-15&endDate=2025-12-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

## Our top choices for Florida Keys luxury hotels

![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907.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/17000000/16210000/16203000/16202992/0fcf571b.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)

![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/5714c59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Stock Island

9.0/10

Wonderful

(1751)

"Clean room, great and friendly staff, great pools, easy parking, everything was great "

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

Zidan

CA $222

CA $333 total

includes taxes & fees

Dec 17 - Dec 18

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

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

![Balcony](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a15e99ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a383df35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/1e9c6159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Marker Key West Harbor Resort

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

Key West Historic District

9.2/10

Wonderful

(1007)

"Fantastic staff, great breakfast"

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

Kelly

CA $284

CA $406 total

includes taxes & fees

Dec 16 - Dec 17

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

![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/b210c979.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)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/387633fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheeca Lodge & Spa

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

Matecumbe

9.2/10

Wonderful

(1268)

"It was awesome, great service, staff members are helpful, clean and tidy room with excellent views!"

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

Sami

CA $271

CA $398 total

includes taxes & fees

Dec 16 - Dec 17

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

![Suite, 1 King Bed, Lanai, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/7df2a82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/4caaa3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/1b169515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Old Town Key West

8.4/10

Very good

(470)

"beautiful Hotel! "

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

iria

CA $467

CA $608 total

includes taxes & fees

Dec 15 - Dec 16

[](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)

![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/7746aa15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Double Room, 2 Double Beds, Lanai (Kitchenette) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/e0fd07a6.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)

### Kingsail Resort

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

Marathon

8.6/10

Excellent

(1040)

"Great customer service, the lady at the desk was really nice to us. Clean room and we truly enjoyed staying here for our trip "

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

Nur Ameera Sabrina binti

CA $135

CA $151 total

includes taxes & fees

Dec 17 - Dec 18

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

![Couples treatment rooms, facials, massages](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e.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)

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/1441613f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/3bfd19eb.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)

Old Town Key West

8.8/10

Excellent

(2929)

"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 $259

CA $392 total

includes taxes & fees

Dec 18 - Dec 19

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

![Exterior](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/bc839964.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)

![Suite, 1 Bedroom, Kitchen, Sea Facing](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/680528cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/75ac6ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parmer's Resort

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

Summerland Key

9.0/10

Wonderful

(1001)

"Room was clean and comfortable."

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

Barbara K

CA $185

CA $253 total

includes taxes & fees

Dec 15 - Dec 16

[](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)

![Courtyard](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/384120f9.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)

![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/d854c1ae.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 $426

CA $572 total

includes taxes & fees

Dec 16 - Dec 17

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

![Standard Room, 1 King Bed, Private](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/ba85a206.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)

![Standard Room, 1 King Bed, Private](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/a29fea5b.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/da721a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seashell Motel

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

Old Town Key West

7.8/10

Good

(1000)

"Great and clean place!"

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

Alina

CA $226

CA $254 total

includes taxes & fees

Dec 16 - Dec 17

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

![Exterior](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8c74658c.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)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/ba58782b.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/d9cc2f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Playa Largo Resort & Spa, Autograph Collection

[](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information)

Rock Harbor

8.8/10

Excellent

(1002)

"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."

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

Scott

CA $453

CA $586 total

includes taxes & fees

Dec 15 - Dec 16

[](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=2025-12-28&endDate=2025-12-29&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

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

### Chesapeake Beach Resort

10/10 Excellent

"Excellent !!!!!"

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

![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg)

### Bayside Inn Key Largo

10/10 Excellent

"Nice affordable property with an excellent restaurant next door which provides a discount for people staying at the hotel. Not a lot of amenities, but good price and decent room for Key Largo."

[](https://expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information)

![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg)

### Lime Tree Bay Resort

10/10 Excellent

"Great place "

[](https://expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information)

![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg)

### Marina Del Mar Resort and Marina

10/10 Excellent

"Great for the Keys"

[](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information)

![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg)

### Amara Cay Resort

10/10 Excellent

"very nice staff, quiet and comfortable"

[](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

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

### The Pelican Key Largo Cottages

10/10 Excellent

"Great staff, very welcoming, the accommodations were very clean. We did see manatees while we were there which was magical. "

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

![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://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

"Staff was amazing and process was fast and painless"

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

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

### Waterside Suites & Marina

10/10 Excellent

"Love the area "

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

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

### Hawks Cay Resort

10/10 Excellent

"Beautiful balcony and porch views. "

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

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