A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Find 5 Star Hotels in Florida Keys from $217

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Check availability on Florida Keys 5 Star Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Florida Keys 5-star hotels

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A tropical resort with a swimming pool, palm trees, and a waterfall.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
$193 nightly
$217 total
Sep 30 - Oct 1
Total with taxes and fees
Cheeca Lodge & Spa
An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.
A beach with white chairs and kayaks, palm trees, and a clear view of the ocean.
An aerial view of a resort with a large building, a beach, and a pier in the background.
A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.

2. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
United States
Andrew
$258 nightly
$290 total
Sep 29 - Sep 30
Total with taxes and fees
Isla Bella Beach Resort & Spa
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A pool area with clear blue water, white lounge chairs, and palm trees.
A gated entrance to a resort with palm trees and a clear sky.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

3. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
$514 nightly
$577 total
Sep 30 - Oct 1
Total with taxes and fees
The Islands of Islamorada
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Florida Keys.
Reefhouse Resort & Marina

Reefhouse Resort & Marina

103800 Overseas Hwy Key Largo FL
$239 nightly
$264 total
Sep 29 - Sep 30
Total with taxes and fees
Reefhouse Resort & Marina
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

97000 Overseas Hwy Key Largo FL
$315 nightly
$354 total
Oct 1 - Oct 2
Total with taxes and fees
8.6/10 Excellent! (1,183 reviews)
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL
$255 nightly
$286 total
Oct 5 - Oct 6
Total with taxes and fees
Hawks Cay Resort
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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.

Learn more about Florida Keys

Snorkel crystal-clear waters teeming with colorful fish, then feast on fresh-caught lobster at a laid-back waterfront shack. Drive the scenic Overseas Highway, stopping at Key West's Ernest Hemingway Home and Dry Tortugas National Park for island adventures.

See all hotels in Florida Keys
A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Top Florida Keys Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"We booked this last minute traveling through the keys on our way to Key West. It was a fantastic place to stay. The staff were so friendly and helpful and the property was beautiful. Highly recommend. I hope we can come back and stay longer next time."
Rebecca 1-night trip
Posted 17 hours ago
Cheeca Lodge & Spa
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"Every thing was excellent"
DARIEL 2-night trip
Posted 17 hours ago
Isla Bella Beach Resort & Spa

Find out more about Florida Keys

Ready for an incredible adventure? Add an extra layer of luxury on your next trip to Florida Keys by treating yourself to the best of the best when it comes to lodging. It's an ideal combination. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Florida Keys so popular in the last year. There's no reason to delay a getaway to Florida Keys any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Florida Keys and get ready to be pampered like never before. Don't wait any longer!

Get a Great Deal on 5-Star Hotels in Florida Keys

You'll have a fantastic time at one of these 5-star hotels. Exceptional service, delicious meals, and personalized service are all waiting for you. Our numerous hotels in the area will ensure you find the perfect space to kick back after a long day. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What creature comforts do you want in your lodging? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A reflexology treatment that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here.

Ready for experiences outside your hotel room? We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Florida Keys are waiting for you to relax after a busy day. Ready to learn more? Then check out our listings and pick the perfect accommodation for your needs.

Your Getaway Starts Today

Numerous visitors make Florida Keys the place to vacation. Why not join their ranks? If you've been dreaming about a vacation set here, then go ahead and book it. A surge in interest means these great hotel rooms will go quickly. Your great getaway is just a mouse-click away. Choose one of Expedia's Florida Keys 5-star hotels today and soothe yourself in luxe surroundings tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Florida Keys?
The amount you pay for a 5-star hotel in Florida Keys can vary depending on the time of year you travel and how long you plan to be away, among other factors. Use our price per night filter and other search tools to score the best deal on a luxurious stay.
  • Search for the lowest price per night from $264
What makes a hotel 5 stars in Florida Keys?
In Florida Keys, a hotel needs to provide a specific level of upscale amenities to earn a 5-star rating. These may include gourmet restaurants, saunas and spas, on-site gyms, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their outstanding service. You'll enjoy things like concierge services, nightly turn-down services and in-room massage. Some may even offer special touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Florida Keys?
Expedia's filters are the best way to narrow down what you're looking for. Select "5-star" and "All inclusive" to see the most luxurious properties in Florida Keys where your meals, room, activities and entertainment are included in the price. At these stays, your vacation is absolute indulgence from the moment you put down your suitcase.

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