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Drop Anchor
Drop Anchor
8.8 out of 10, Excellent, (1002)
The price is SAR 1,106
SAR 1,376 total
includes taxes & fees
9 Apr - 10 Apr

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, (14)
The price is SAR 1,081
SAR 1,466 total
includes taxes & fees
5 May - 6 May

La Jolla Resort
La Jolla Resort
9.0 out of 10, Wonderful, (1003)
The price is SAR 747
SAR 946 total
includes taxes & fees
13 Apr - 14 Apr

Chesapeake Beach Resort
Chesapeake Beach Resort
9.0 out of 10, Wonderful, (1424)
The price is SAR 698
SAR 996 total
includes taxes & fees
9 Apr - 10 Apr

Pines & Palms Resort
Pines & Palms Resort
9.2 out of 10, Wonderful, (984)
The price is SAR 897
SAR 1,216 total
includes taxes & fees
7 Apr - 8 Apr

Islander Resort
Islander Resort
9.0 out of 10, Wonderful, (1011)
The price is SAR 928
SAR 1,280 total
includes taxes & fees
27 Apr - 28 Apr

Breezy Palms Resort
Breezy Palms Resort
8.6 out of 10, Excellent, (440)
The price is SAR 430
SAR 679 total
includes taxes & fees
7 Apr - 8 Apr

Amara Cay Resort
Amara Cay Resort
8.8 out of 10, Excellent, (1210)
The price is SAR 1,007
SAR 1,383 total
includes taxes & fees
4 May - 5 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
"Wonderful hotel, always great to be in the Florida Keys."
A verified traveler stayed at Chesapeake Beach Resort
Posted 12 hours ago
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More Hotel Options in Islamorada
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- Hotels with Free Parking in Islamorada
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- Luxury Hotels in Islamorada
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- Resorts & Hotels with Spas in Islamorada
- Romantic Hotels in Islamorada
- Scuba Diving in Islamorada
- Shopping Hotels in Islamorada
More Accommodation Types 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 Windley Key Fossil Reef Geological State Park
- Hotels near Islamorada County Park
- Hotels near History of Diving Museum
- Hotels near Islamorada Brewery & Distillery
- Hotels near Sunset Drive Beach
- Hotels near Robbie’s of Islamorada
Islamorada Hotels by Star Rating
Explore more hotels
- Coconut Cove Resort and Marina
- Breezy Palms Resort
- The Islands of Islamorada
- Sunset Inn
- La Jolla Resort
- Drop Anchor
- Pines & Palms Resort
- Ragged Edge Resort & Marina
- Sands of Islamorada
- Beach Residence / Private overwater dock / Heated Pool / Mahi Key
- Islander Bayside Villas and Boatslips
- Casa Morada
- The Caribbean Resort
- OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards
- Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
- 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!
- The Ocean View Inn & Pub
- 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks
- Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
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