Find Luxury Hotels in Islamorada, FL
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Compare Islamorada Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Cheeca Lodge & Spa
Cheeca Lodge & Spa
9.0 out of 10, Wonderful, (1079)
The price is AED 731
AED 1,070 total
includes taxes & fees
28 May - 29 May

Amara Cay Resort
Amara Cay Resort
8.8 out of 10, Excellent, (1199)
The price is AED 740
AED 1,077 total
includes taxes & fees
8 Jun - 9 Jun

Drop Anchor
Drop Anchor
8.8 out of 10, Excellent, (1000)
The price is AED 547
AED 744 total
includes taxes & fees
19 May - 20 May

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
9.0 out of 10, Wonderful, (22)
The price is AED 934
AED 1,294 total
includes taxes & fees
1 Jun - 2 Jun

Creekside Inn Islamorada
Creekside Inn Islamorada
8.0 out of 10, Very Good, (1002)
The price is AED 590
AED 664 total
includes taxes & fees
15 Jun - 16 Jun

Chesapeake Beach Resort
Chesapeake Beach Resort
9.2 out of 10, Wonderful, (1460)
The price is AED 625
AED 909 total
includes taxes & fees
26 May - 27 May

Conch On Inn Motel
Conch On Inn Motel
7.6 out of 10, Good, (488)

Casa Morada
Casa Morada
9.4 out of 10, Exceptional, (396)
The price is AED 1,221
AED 1,511 total
includes taxes & fees
19 May - 20 May
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.
Find out more about Islamorada
Find out more about Islamorada
Recent reviews of Islamorada hotels
Recent reviews of Islamorada hotels

Chesapeake Beach Resort
5/5 Excellent
"Everything was amazing just the a/c was not cold enough it gets warm even with fan on "
A verified traveler stayed at Chesapeake Beach Resort
Posted 2 days ago
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More Hotel Options in Islamorada
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Hotels near popular Islamorada Attractions
- Hotels near Anne's Beach
- Hotels near Bud n' Mary's Dive Center
- Hotels near Founders Park
- Hotels near Florida Keys Brewing Co.
- Hotels near Islamorada County Park
- Hotels near Windley Key Fossil Reef Geological State Park
- Hotels near Sunset Drive Beach
- Hotels near Robbie’s of Islamorada
- Hotels near History of Diving Museum
- Hotels near Islamorada Brewery & Distillery
Islamorada Hotels by Star Rating
Explore more hotels
- Breezy Palms Resort
- The Islands of Islamorada
- Sunset Inn
- Treasure Harbor
- La Jolla Resort
- Drop Anchor
- Pines & Palms Resort
- Sands of Islamorada
- Islander Bayside Villas and Boatslips
- Casa Morada
- Ragged Edge Resort & Marina
- The Caribbean Resort
- The Ocean View Inn & Pub
- OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards
- Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25
- WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
- Beach Residence / Private overwater dock / Heated Pool / Mahi Key
- Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
- Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal
- Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views