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Compare rooms and suites by Benchmark in Islamorada with rates, reviews, and availability. Most hotels are fully refundable.
Recent reviews of Islamorada hotels
Recent reviews of Islamorada hotels

Cheeca Lodge & Spa
5/5 Excellent
"Anna and the front desk staff were absolutely amazing! During my daughter and son in law (newlyweds ) stay they were treated like royalty! Service at the outside tiki bar was impeccable, second to none! Incredible stay for my daughter‘s one day honeymoon!! We will never forget our experience at Cheeca Lodge!! Absolutely lovely!!"
A verified traveler stayed at Cheeca Lodge & Spa
Posted 20 hours ago
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Islamorada Hotels by Brand
Hotels in Islamorada Neighborhoods
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
More Hotel Options in Islamorada
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- Scuba Diving in Islamorada
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More Accommodation Types in Islamorada
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