Hotels in Islamorada, FL

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Harbor Lights

2. Harbor Lights

84951 Old HwyIslamorada, FL 33036

(305) 664-3611

From Business: Property Location With a stay at Harbor Lights, you'll be centrally located in Islamorada, steps from Windley Key Fossil Reef Geological State Park and minutes fr…

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Cheeca Lodge & Spa

3. Cheeca Lodge & Spa

(2)
BBB Rating: A+

81801 Overseas HwyIslamorada, FL 33036

(305) 664-4651

Even this is bit expensive; I and my whole family have really great time there. All the rooms were great and beds were comfortable. Great room-servi…

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Drop Anchor Resort & Marina

4. Drop Anchor Resort & Marina

84959 Old HwyIslamorada, FL 33036

(305) 664-4863

From Business: Property Location With a stay at Drop Anchor Resort and Marina in Islamorada, you'll be minutes from Windley Key Fossil Reef Geological State Park and close to Th…

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La Jolla Resort

5. La Jolla Resort

82216 Overseas HwyIslamorada, FL 33036

(305) 664-9213

From Business: Property Location A stay at La Jolla Resort places you in the heart of Islamorada, convenient to History of Diving Museum and Hurricane Monument. This hotel is wi…

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Islander Bayside Townhomes

6. Islander Bayside Townhomes

81450 Overseas HwyIslamorada, FL 33036

(305) 664-0082

From Business: In the heart of Islamorada amid lush tropical foliage sits twenty-five charming, contemporary cottages and 14 boat slips known as Islander Resort,'s Bayside Townh…

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7. David Curry

82681 Overseas HwyIslamorada, FL 33036

(305) 204-4399
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8. Days Inn and Suites Key Islamorada

82749 Overseas HwyIslamorada, FL 33036

(305) 664-3681
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The Moorings Village

9. The Moorings Village

123 Beach RdIslamorada, FL 33036

(305) 664-4708

From Business: Property Location With a stay at The Moorings Village in Islamorada, you'll be on the waterfront and minutes from Hurricane Monument, and close to History of Divi…

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10. Oceanside Isle

69500 Overseas HwyIslamorada, FL 33036

(305) 664-0706
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11. Kon -Tiki Resort

81200 Overseas HwyIslamorada, FL 33036

(305) 664-4702

From Business: Ever been somewhere and feel there's something very important you have to do? Maybe it's fishing or scuba diving or nothing at all. The subtropical ambiance of th…

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Islander Resort

12. Islander Resort

82100 Overseas HwyIslamorada, FL 33036

(305) 664-2031

Recently stayed here on a fishing trip. Rooms were clean with a full stove and fridge. Had a screened patio to sit out on. Pool was nice. We took o…

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13. Lookout Lodge Resort

87770 Overseas HwyIslamorada, FL 33036

(305) 852-9915

From Business: Lookout Lodge Resort is designed to be your home in Islamorada while in the upper Florida Keys area. 1 & 2 bedroom suites with beach front sunset views are our sp…

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14. Sunset Inn

82200 Overseas HwyIslamorada, FL 33036

(305) 664-3454
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Chesapeake Beach Resort

15. Chesapeake Beach Resort

83409 Overseas HwyIslamorada, FL 33036

(305) 664-4662

Stayed in a room with 2 double beds and a balcony with a great ocean view. We had a four night stay and didn't want to leave. It's in a good locatio…

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16. Ocean House

BBB Rating: A+

82885 Old HwyIslamorada, FL 33036

(305) 664-4844

From Business: Due to the unfortunate circumstances of Hurricane Irma the Ocean House will be closed until further notice. We have suffered major damage from the storm, once the…

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Pines and Palms Resort and Cottages

17. Pines and Palms Resort and Cottages

80401 Old HwyIslamorada, FL 33036

(305) 664-4343

From Business: Property Location When you stay at Pines & Palms Resort in Islamorada, you'll be on the waterfront and convenient to Bud n' Mary's Dive Center and Hurricane Monum…

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Lasiesta and Marina Resort

18. Lasiesta and Marina Resort

80241 Overseas Highway Mile Marker 80.2 OceansideIslamorada, FL 33036

(305) 664-2132

From Business: Property Location Located in Islamorada, La Siesta Resort & Marina is by the ocean and convenient to Bud n' Mary's Dive Center and Hurricane Monument. This beach …

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19. Fisher Inn Resort & Marina

84951 Old HwyIslamorada, FL 33036

(305) 664-3611

From Business: The all-new Fisher Inn Resort & Marina offers guests a modern, stylish, and comfortable place to stay while visiting Islamorada. Experience an authentic Florida K…

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Smuggler's Cove Resort and Marina

20. Smuggler's Cove Resort and Marina

85500 Overseas HwyIslamorada, FL 33036

(305) 664-5564

From Business: Property Location With a stay at Smuggler's Cove Resort and Marina in Islamorada, you'll be convenient to Windley Key Fossil Reef Geological State Park and Theate…

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Topsiders Resort

21. Topsiders Resort

75500 Overseas HwyIslamorada, FL 33036

(305) 664-8031

From Business: Property Location With a stay at Topsider Resort in Islamorada, you'll be on the waterfront and close to Anne's Beach and Lignumvitae Key Botanical State Park. Th…

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22. Caloosa Cove Resort Islamorada FL

73801 Overseas HwyIslamorada, FL 33036

(305) 664-8811

From Business: Caloosa Cove Resort has had a major upgrade since Hurricane Irma. We are an Oceanfront Resort in Islamorada at Mile Marker 73.8. All rooms have ocean views, endle…

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23. Hadley House Resort

82749 Overseas HwyIslamorada, FL 33036

(305) 664-3681
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24. Key Lantern Motel and Blue Fin Inn

82160 Overseas HwyIslamorada, FL 33036

(305) 664-8709
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The Caribbean Resort

25. The Caribbean Resort

117 Carroll StIslamorada, FL 33036

(305) 664-2235

From Business: Welcome to The Caribbean Resort of Islamorada, Florida, home to some of the best fishing and diving in the Florida Keys. Nestled in the heart of the fishing capit…

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26. Breezy Palms Resort

80015 Overseas HwyIslamorada, FL 33036

(305) 664-2361

From Business: A two and a half acre property located in Islamorada Florida at MM 80. Breezy Palms is a family friendly Oceanfront Resort. We have a marina that hold 28 boats up…

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Pelican Cove Resort

27. Pelican Cove Resort

84457 Old HwyIslamorada, FL 33036

(305) 664-4435

Stayed here and it was great. Everyone that goes to the Keys should stay here.

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28. Ragged Edge Resort

86 1/2 OceansideIslamorada, FL 33036

(305) 852-5389
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29. Days Inn

82749 Overseas HwyIslamorada, FL 33036

(305) 664-3681
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Helpful Reviews 
Cheeca Lodge & Spa
Bobby C. rated

Even this is bit expensive; I and my whole family have really great time there. All the rooms were great and beds were comfortable. Great room-services. Also the food was very delicious at the restaurant. The ground is clean and tidy and very well designed.

Cheeca Lodge & Spa
Robert B. rated

We stayed for a week. We had a great time in this area. My wife is tired of going to Miami and found the area to have many things to do and see for the whole week. We were met by very friendly people both on and off the resort. I enjoyed going to the lobby and getting a Starbucks and watching the sunrise everyday. I resort was in terrific condition and we enjoyed ourselves thoroughly. We look forward to coming back again.

Post Card Inn Beach Resort And Marina At Holiday Isle
wendi.j.altman rated
Amazing week!

Grounds were perfect! We snorkled right off the beach. Beautiful bonfires every night. The staff was amazing, we tried to tip them and they wouldn't accept tips! The ONLY complaint was the bartender in the Tiki Bar was stingy with the pour...it was NOT free pour.