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Find Luxury Hotels in Long Key, FL

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Check availability on Long Key Luxury Hotels

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

Our top choices for Long Key luxury hotels

1. Hawks Cay Resort

Hawks Cay Resort
Marathon
AED 681
AED 1,049 total
includes taxes & fees
4 Oct - 5 Oct
Hawks Cay Resort

2. Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club
Marathon
AED 643
AED 900 total
includes taxes & fees
27 Oct - 28 Oct
Grassy Flats Resort & Beach Club

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
AED 520
AED 854 total
includes taxes & fees
29 Sep - 30 Sep
Cheeca Lodge & Spa

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Florida Keys resort offers private beach paradise with upscale rooms, coastal activities, and luxurious relaxation.
AED 528
AED 863 total
includes taxes & fees
4 Oct - 5 Oct
Amara Cay Resort

5. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
  • Seaside elegance awaits at this Islamorada resort with 3 pools, diverse dining, and a marina.
AED 761
AED 1,125 total
includes taxes & fees
6 Oct - 7 Oct
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

6. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
  • Indulge in beachfront serenity with 5 outdoor pools, full-service spa, and private balconies overlooking the Florida Keys coast.
AED 678
AED 979 total
includes taxes & fees
29 Sep - 30 Sep
Isla Bella Beach Resort & Spa

7. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Marathon
  • Oceanfront luxury in Marathon offers private beach, spa services, 4 pools, and spectacular nightly sunsets.
AED 539
AED 745 total
includes taxes & fees
11 Oct - 12 Oct
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

8. Islander Resort

Islander Resort
Matecumbe
  • Beachfront luxury awaits at Florida Keys haven with private shores, poolside bars, and lavish lanai rooms.
AED 1,009
AED 1,404 total
includes taxes & fees
27 Oct - 28 Oct
Islander Resort

9. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
Marathon
  • Indulge in oceanfront splendor at this Florida Keys resort with 5 pools, private beach, and full-service spa treatments.
AED 1,392
AED 1,793 total
includes taxes & fees
29 Sep - 30 Sep
Villas At Hawks Cay Resort

10. Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
Marathon
  • Beachfront luxury offers 3 pools, private beach access, and spa treatments blending tranquility with Keys charm.
AED 673
AED 992 total
includes taxes & fees
19 Oct - 20 Oct
Tranquility Bay Beachfront Hotel and Resort
View all properties

Top Long Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Very beautiful place. Besides breakfast but we didn't stay hungry. Beside that, everything was perfect"
Roy 2-night trip
Posted 5 hours ago
Chesapeake Beach Resort
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 7 hours ago
Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"All was nice!!"
Luis 1-night trip
Posted 8 hours ago
Amara Cay Resort
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"The property was meticulously clean. The staff was more than helpful if you needed something everyone was very kind. The only thing I object is the parking fee of $20 a day. I don’t see why we should pay $20 a day on their property when we’re staying there other than that, everything was fine. The buffet breakfast was really good. The food was hot and clean. The place was clean and my service dog was safe there if I had to leave them for a little while to do something, I wasn’t worried about it. I’m Social Security. It was very tight. I stayed there many times before I never had a problem."
Thomas 3-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Family friendly"
Victor 4-night trip
Posted 2 days ago
Hawks Cay Resort
Fiesta Key RV Resort

Fiesta Key RV Resort

8/10 Good
"The location is very clean and well kept, very family friendly. The staff and maintenance team not so attentive to needs, the cottage had outlets that did not work and a porch light that did not work, they came a the second request and did not fix it. The restaurant was never opened."
Reynier 4-night trip
Posted 1 month ago
Fiesta Key RV Resort

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Long Key?
Use Expedia to help you arrange a flight to Marathon, FL (MTH-Florida Keys Marathon) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a vacation, so we make it easy to get what you want to make your stay relaxing and comfortable. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Long Key has to offer. During your visit, you might want to enjoy the snorkeling and kayaking which Long Key is known for.
When can I expect good weather in Long Key?
Planning for the weather is a good way to make your trip to Long Key relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Long Key is 36 inches.
What's there to see and do in Long Key?
Take in some sights and attractions while you're in Long Key by visiting Long Key State Park, Fiesta Key, and Anne's Beach. If you have spare time during your trip, you might want to make a stop at Robbie's of Islamorada and Bud n' Mary's Dive Center.