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 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-10-29&endDate=2025-10-30&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-10-30&endDate=2025-10-31&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

This 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)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-11-07&endDate=2025-11-09&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)

![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)

![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/17000000/16210000/16203000/16202992/0fcf571b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Stock Island

9.0/10

Wonderful

(1725)

"Superb place and nice staff."

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

Nehal

CA $212

CA $320 total

includes taxes & fees

Nov 16 - Nov 17

[](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

(1033)

"Really great hotel !"

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

Vincent

CA $281

CA $404 total

includes taxes & fees

Nov 19 - Nov 20

[](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)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/e32d7e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheeca Lodge & Spa

Matecumbe

9.2/10

Wonderful

(1262)

"This resort was amazing!"

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

Paul

CA $194

CA $312 total

includes taxes & fees

Oct 30 - Oct 31

[](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)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/1b169515.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)

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

Old Town Key West

8.4/10

Very good

(410)

"Yes property is in an excellent location and the rooms and common areas were very good. "

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

Dale

CA $326

CA $451 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)

![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/f7052b1b.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

(1029)

"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 9 - Nov 10

[](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)

![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)

![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)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

8.6/10

Excellent

(2830)

"A great place to stay!"

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

Jerri

CA $204

CA $331 total

includes taxes & fees

Oct 30 - Oct 31

[](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)

![Marina](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/9585f19f.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)

![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

(1005)

"Excellent for relaxation "

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

Leismy

CA $143

CA $206 total

includes taxes & fees

Oct 30 - Oct 31

[](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)

![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)

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

### 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 $417

CA $532 total

includes taxes & fees

Oct 30 - Oct 31

[](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)

![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/05817b8b.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)

![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)

### Seashell Motel

Old Town Key West

7.8/10

Good

(1009)

"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 $198

CA $223 total

includes taxes & fees

Oct 30 - Oct 31

[](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)

![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)

![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)

![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

(1001)

"Very nice place to stay in the keys "

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

Yamilka

CA $367

CA $489 total

includes taxes & fees

Nov 4 - Nov 5

[](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=2025-11-12&endDate=2025-11-13&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](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

10/10 Excellent

"I was very pleased with the resort. It’s a quiet hidden gem with a friendly and helpful staff. I would love to stay here again."

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

![Hampton Inn Key Largo Manatee Bay](//images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233_y.jpg)

### Hampton Inn Key Largo Manatee Bay

10/10 Excellent

"Lovely pool and waterfront area. Well maintained and clean."

[](https://expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.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

"peaceful"

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

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

### Reefhouse Resort & Marina

10/10 Excellent

"Everything including the spa was fantastic. "

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

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

### Cheeca Lodge & Spa

10/10 Excellent

"A few problems with the room, ex. Coffee maker, sink in bathroom, shower, but over all excelent "

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

![Holiday Inn Key Largo by IHG](//images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg)

### Holiday Inn Key Largo by IHG

10/10 Excellent

"Everything was cleaning and good working order staff was wonderful."

[](https://expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information)

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

### Marina Del Mar Resort and Marina

10/10 Excellent

"My stay at Marina del Mar was a pleasure with helpful and friendly staff, a beautiful and comfortable room and great view from the balcony. I will definitely return and make Marina del Mar my home while in Key Largo!"

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

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

### Hawks Cay Resort

10/10 Excellent

"Clean, super friendly staff, knowledgeable and keen to help. Fabulous food. Beautiful pools. And so close to the dolphin connection facility. Priceless memories."

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

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

### Lime Tree Bay Resort

10/10 Excellent

"Staff very nice ,clean rooms ,food very good,the only bad thing is there’s no beach. "

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

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