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Hotels in Islamorada

Choose from 2226 Islamorada Hotel Deals

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
  • 25 min drive from Anne's Beach
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,651 reviews)
Room was very clean newly remodeled Staff were very nice Nice breakfast and amenities Beautiful view The property has two buildings There is one building on the beach which has very nice view ,but the other building is near a busy highway with highway noise When I was making the reservation for the ...

Reviewed on Jan 22, 2026

Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
  • 21 min drive from Anne's Beach
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,300 reviews)
This palce is awesome. Clean rooms. 2 large pools with a view. Covered garage spot.

Reviewed on Jan 22, 2026

Cheeca Lodge & Spa
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 out of 5
84001 Overseas Hwy Islamorada FL
  • 27 min drive from Anne's Beach
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (135 reviews)
Very clean nice location friendly staff wish the bar stayed open last 11:00 pm but was great

Reviewed on Jan 25, 2026

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
  • 16 min drive from Anne's Beach
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,272 reviews)
No issues

Reviewed on Jan 20, 2026

Amara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
  • 22 min drive from Anne's Beach
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,010 reviews)
This place is great. A must stay. Everyone is so friendly. Place is spotless clean

Reviewed on Jan 22, 2026

Islander Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy Islamorada FL
  • 29 min drive from Anne's Beach
Book a stay at this beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
8.2/10 Very Good! (1,009 reviews)
Clean and comfortable. Room 210 was spacious with a great waterfront balcony. Outdoor furniture and fire pit were awesome. Staff, especially Riley and Barbara and the entire staffbwas so courteous and helpful in every way. But they should wear a name tag and tell guests their names.. I had to ...

Reviewed on Jan 25, 2026

Fisher Inn Resort & Marina
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
  • 17 min drive from Anne's Beach
Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,002 reviews)
We stayed in one of the bungalows and absolutely loved it! It was awesome to walk right out of your room onto the beach. We really enjoyed the kayaking.

Reviewed on Jan 23, 2026

La Siesta Resort & Villas
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr Islamorada FL
  • 33 min drive from Anne's Beach
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (125 reviews)
Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !

Reviewed on Jan 12, 2026

Treasure Harbor
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy Islamorada FL
  • 23 min drive from Anne's Beach
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
7.6/10 Good! (1,003 reviews)
Friendly staff and they did have breakfast. Room was right on the water beautiful view

Reviewed on Jan 22, 2026

Hadley Resort and Marina
La Jolla Resort

La Jolla Resort

2.5 out of 5
82216 Overseas Highway Islamorada FL
  • 22 min drive from Anne's Beach
Stay at this hotel in Islamorada. Enjoy free WiFi, a private beach, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,005 reviews)
Great location. Friendly staff. Cold AC!

Reviewed on Jan 27, 2026

La Jolla Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3 out of 5
84801 Overseas Highway Islamorada FL
  • 28 min drive from Anne's Beach
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (173 reviews)
Staff was extremely helpful

Reviewed on Jan 23, 2026

Coconut Cove Resort and Marina
Sunset Inn

Sunset Inn

3 out of 5
82200 Overseas Hwy Islamorada FL
  • 22 min drive from Anne's Beach
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,001 reviews)
Air was loud. Very conveniently located. Friendly Bars nearby. Mangrove Mikes good for coffee and breakfast in the morning

Reviewed on Jan 9, 2026

Sunset Inn
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 cheap hotels in Islamorada

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