Explore 120 Luxury Hotels in Florida Keys
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Best Luxury Hotels in Florida Keys
H2O Suites - Adults Only
1212 Simonton Street, Key West, FL
$409 nightly
The price is $460 total per night from Nov 30 to Dec 1
$460 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the laundry service. There's a gym on site, and ...
9.8/10 Exceptional! (573 reviews)
Great staff, spacious room, clean grounds
Reviewed on Nov 3, 2025
The Marker Key West Harbor Resort
200 William Street, Key West, FL
Fully refundableReserve now, pay when you stay
$295 nightly
The price is $332 total per night from Dec 2 to Dec 3
$332 total
Dec 2 - Dec 3
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
9/10 Wonderful! (1,001 reviews)
Everything was good.
Reviewed on Nov 8, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
$245 nightly
The price is $276 total per night from Nov 11 to Nov 12
$276 total
Nov 11 - Nov 12
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
9/10 Wonderful! (1,255 reviews)
It was absolutely beautiful and the staff was always super nice!
Reviewed on Nov 8, 2025
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $178 total per night from Nov 16 to Nov 17
$178 total
Nov 16 - Nov 17
Total with taxes and fees
The private beach and marina are among the highlights at this motel. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Enjoy ...
9/10 Wonderful! (1,002 reviews)
Excellent service and ammenities. We enjoyed our stay, very personable resort and we took pleasure in getting to know the other patrons at the pool. The Resort is in the perfect central location, we travelled to both Islamorada and Key West a couple of days. A fishing charter picked us up right at ...
Reviewed on Nov 8, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $234 total per night from Nov 17 to Nov 18
$234 total
Nov 17 - Nov 18
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
8.8/10 Excellent! (1,732 reviews)
Excellent
Reviewed on Nov 7, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
$242 nightly
The price is $272 total per night from Nov 30 to Dec 1
$272 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
8.6/10 Excellent! (2,854 reviews)
We loved our stay at Southernmost Beach Resort so much that we added an extra day to our trip! Alan was so helpful in getting us set up initially, and then working out adding another night in the same room. We walked everywhere since the resort is in such a great location and we loved utilizing all ...
Reviewed on Nov 5, 2025
Kingsail Resort
7050 Overseas Highway, Marathon, FL
$98 nightly
The price is $110 total per night from Nov 23 to Nov 24
$110 total
Nov 23 - Nov 24
Total with taxes and fees
A marina and an outdoor pool are featured at this smoke-free motel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, ...
8.4/10 Very Good! (1,031 reviews)
Yes I enjoyed myself
Reviewed on Nov 5, 2025
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
$307 nightly
The price is $346 total per night from Dec 1 to Dec 2
$346 total
Dec 1 - Dec 2
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
8.2/10 Very Good! (424 reviews)
Room was nice and clean, very welcoming and accommodating. Food was delicious!
Reviewed on Nov 7, 2025
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.
More 4 star hotels in Florida Keys
The Islands of Islamorada
82779 Old Hwy, Islamorada, FL
$749 nightly
The price is $843 total per night from Nov 11 to Nov 12
$843 total
Nov 11 - Nov 12
Total with taxes and fees
9.6/10 Exceptional! (68 reviews)
5 star hotels in Florida Keys
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$245 nightly
The price is $276 total per night from Nov 11 to Nov 12
$276 total
Nov 11 - Nov 12
Total with taxes and fees
9/10 Wonderful! (1,255 reviews)
Florida Keys Luxury Hotels
Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Florida Keys luxury hotels are the plush oasis you’ve been looking for.
Choose from the best luxury hotels in Florida Keys to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.
We want you to enjoy your next vacation in style and the top luxury resorts in Florida Keys will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Florida Keys, and plan your next opulent escape.
Florida Keys hotels essential information
Accommodation | 8,403 hotels |
|---|---|
Lowest Price | $110 |
Highest Price | $843 |
Popular hotels | Oceans Edge Key West Resort, Hotel & Marina, The Marker Key West Harbor Resort, Cheeca Lodge & Spa, Casa Marina Key West, Curio Collection by Hilton, Kingsail Resort, Southernmost Beach Resort and Guesthouses, Parmer's Resort, H2O Suites - Adults Only |
Popular Luxury Stays in Florida Keys
Recent Florida Keys Hotel Reviews By Fellow Wanderers
Chesapeake Beach Resort
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Beautiful location. The room was very comfortable and clean. The ocean view room with a balcony was perfect. The continental breakfast was great. I would highly recommend staying here. "
A verified traveler stayed at Chesapeake Beach Resort
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