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Hotels in Islamorada

Choose from 2220 Islamorada Hotel Deals

Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
  • 22 min walk from Theater of the Sea
The price is $348 per night from Mar 30 to Mar 31
$348
includes taxes & fees
Mar 30 - Mar 31
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
9/10 Wonderful! (1,418 reviews)
"Very clean, very beautiful. Sea on the back side love it."

Reviewed on Mar 23, 2025

Chesapeake Beach Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
  • 8 min drive from Theater of the Sea
The price is $629 per night from Apr 6 to Apr 7
$629
includes taxes & fees
Apr 6 - Apr 7
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,046 reviews)
"The best of the best."

Reviewed on Mar 17, 2025

Cheeca Lodge & Spa
Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
  • 12 min drive from Theater of the Sea
The price is $420 per night from Mar 30 to Mar 31
$420
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,215 reviews)
"Great staff"

Reviewed on Mar 23, 2025

Amara Cay Resort
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
  • 7 min drive from Theater of the Sea
The price is $422 per night from Apr 6 to Apr 7
$422
includes taxes & fees
Apr 6 - Apr 7
Stay at this 4-star 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. ...
9/10 Wonderful! (1,002 reviews)
"The islander resort makes you feel welcome and pampered. There are two beautiful pools and plenty of beachside seating with a gorgeously perfect ocean view. I highly recommend this location for a relaxing getaway."

Reviewed on Mar 20, 2025

Islander Resort
La Siesta Resort & Villas
La Siesta Resort & Villas
4 out of 5
80241 Overseas Highway, Islamorada, FL
  • 11 min drive from Theater of the Sea
The price is $403 per night from Mar 30 to Mar 31
$403
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star 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! (1,001 reviews)
"Stunning property full of lush palms and lovely landscaping. Great amenities. Convenient shuttle around area. Great service from staff. Would go back again and again!"

Reviewed on Mar 17, 2025

La Siesta Resort & Villas
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
  • 10 min walk from Theater of the Sea
The price is $477 per night from Apr 1 to Apr 2
$477
includes taxes & fees
Apr 1 - Apr 2
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,003 reviews)
"Front desk staff was very helpful. There were multiple lounge chairs at the water’s edge both full sun and shade. Manatees in the marina. Tiki Bar made for a fun friendly evening. Enjoyed our stay so much we didn’t want to leave!"

Reviewed on Mar 22, 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
  • 6 min walk from Theater of the Sea
The price is $285 per night from Apr 2 to Apr 3
$285
includes taxes & fees
Apr 2 - Apr 3
Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,006 reviews)
"The property was great but the walls must be paper thin. We were up until 1:30am due to people partying and then up at 8:00am when the property started using the leaf blower. The hot water also took almost 5 minutes to heat up and then would run out and would be cold within 2 minutes. Fastest showers ..."

Reviewed on Mar 22, 2025

Fisher Inn Resort & Marina
Hadley Resort and Marina
Hadley Resort and Marina
3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
  • 5 min drive from Theater of the Sea
The price is $318 per night from Mar 27 to Mar 28
$318
includes taxes & fees
Mar 27 - Mar 28
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 ...
7.8/10 Good! (1,002 reviews)
"Great place to stay for a wedding down the street. There was a large wedding party staying on the property who were having a great time however walls are thin in the tower building."

Reviewed on Mar 16, 2025

Hadley Resort and Marina
Treasure Harbor
Treasure Harbor
2 out of 5
200 Treasure Harbor Dr, Islamorada, FL
  • 5 min drive from Theater of the Sea
The price is $377 per night from Mar 26 to Mar 27
$377
includes taxes & fees
Mar 26 - Mar 27
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 ...
9.2/10 Wonderful! (62 reviews)
"The property is great and it's awesome living on the little house boathouse boat for a couple days. The TV situation needs to be just a little easier and there are some little bugs but it's not bad. couple of days"

Reviewed on Mar 13, 2025

Treasure Harbor
Coconut Cove Resort and Marina
Coconut Cove Resort and Marina
2.5 out of 5
84801 Overseas Highway, Islamorada, FL
  • 2 min walk from Theater of the Sea
The price is $314 per night from Mar 26 to Mar 27
$314
includes taxes & fees
Mar 26 - Mar 27
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. ...
7.4/10 Good! (744 reviews)
"The rooms are a bit dated, but everything was clean and secure. The grounds were immaculately maintained and we spent a fair amount of time at the pool and lounging on the beach. Great central location, quick drive to many bars and restaurants. We would definitely stay here again!"

Reviewed on Mar 20, 2025

Coconut Cove Resort and Marina
Matecumbe Resort
Matecumbe Resort
2 out of 5
76261 Overseas Hwy, Islamorada, FL
  • 21 min drive from Theater of the Sea
The price is $246 per night from Mar 26 to Mar 27
$246
includes taxes & fees
Mar 26 - Mar 27
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, free parking, and a private beach. Popular attractions Robbie’s of Islamorada and Indian Key ...
9.2/10 Wonderful! (14 reviews)
A great base to enjoy the Keys!
"Our efficiency was spacious and appeared to have been recently remodeled. Everything was clean and functional, there's good sound-proofing between units, and our stay was delightful. My wife used a kayak and a bike, and the staff were helpful in every way. Towels were plentiful (be sure to get / ..."

Reviewed on Mar 18, 2025

Matecumbe Resort
Breezy Palms Resort
Breezy Palms Resort
2.5 out of 5
80015 Overseas Highway, Islamorada, FL
  • 12 min drive from Theater of the Sea
The price is $269 per night from Mar 31 to Apr 1
$269
includes taxes & fees
Mar 31 - Apr 1
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (428 reviews)
"Quaint, clean, friendly staff!"

Reviewed on Mar 20, 2025

Breezy Palms Resort
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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