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Find Luxury Hotels in Long Key, FL

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Check availability on Long Key Luxury Hotels

Tonight
26 Sep - 27 Sep
Tomorrow
27 Sep - 28 Sep
Next weekend
2 Oct - 4 Oct
In two weeks
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
25 Oct - 26 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 534
AED 869 total
includes taxes & fees
29 Sep - 30 Sep
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
27 Sep - 28 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 894
AED 1,274 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
27 Sep - 28 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

Islander Resort

Islander Resort

8/10 Good
"I liked the fact that our rear outside seating area was quite private because of the trees and bushes growing around the property. Very peaceful and also just a couple of minutes walk from the sea."
norman 4-night trip
Posted 12 hours ago
Islander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"I liked the breakfast. One pool was being worked on and the pool workers helped themselves to the free breakfast. Some of them stood in the coffee and drink area and ate their free breakfast. The tree trimmers took up some of relaxing areas and they were noisy. The cleaning staff and the front desk staff were very good. The breakfast cook was friendly. The spa was hot but no jet action. We probably won’t be coming back. Thanks"
William 3-night trip
Posted 15 hours ago
Chesapeake Beach Resort
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"Very professional and courteous! Great room, pool area and breakfast!"
Phillip 1-night trip
Posted 16 hours ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Very lovely stay, everyone who worked there was super friendly!"
Angela 2-night trip
Posted 19 hours ago
Lime Tree Bay Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Siempre bueno"
Claudia 3-night trip
Posted 19 hours ago
Tranquility Bay Beachfront Hotel and Resort
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"The resort was beautiful. The food was good but pricey. We loved having the option to have the food/drinks delivered by the pool. The bed was comfortable and the Cabana room was very convenient to have right next to the adult pool area. Our only issue was the AC fluctuated a bit and a few nights it got too cold (one of our neighbors room was way too warm so it could have been worse). And the hot water wasn't really hot enough to take a decent shower. But overall we felt these were minor issues and the staff was so amazing we felt well taken care of otherwise."
Tonya 4-night trip
Posted 2 days ago
Hawks Cay Resort
Kingsail Resort

Kingsail Resort

10/10 Excellent
"We had a great stay. Our only issue was the chairs provided with the table were very uncomfortable."
Sondra 5-night trip
Posted 2 days ago
Kingsail 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.