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Hotels in Islamorada

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Choose from 2085 Islamorada Hotel Deals

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 $96 per night from Dec 15 to Dec 16
$96
per night
Dec 15 - Dec 16
Stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a marina, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
8.2/10 Very Good! (248 reviews)
"I loved the way our room was decorated. Very modern. And so very clean. The property outside was a bit mid century modern, which I like."

Reviewed on Nov 30, 2023

Breezy Palms Resort
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 $169 per night from Dec 12 to Dec 13
$169
per night
Dec 12 - Dec 13
Stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,217 reviews)
"Excellent service! Great ammenities"

Reviewed on Dec 8, 2023

Chesapeake Beach Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
  • 8 min drive from Theater of the Sea
The price is $189 per night from Dec 12 to Dec 13
$189
per night
Dec 12 - Dec 13
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,002 reviews)
"Cheeca is always so magical. Beautiful grounds, top tier service. Our room was amazing and housekeeping staff was exceptional"

Reviewed on Nov 28, 2023

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 $213 per night from Dec 14 to Dec 15
$213
per night
Dec 14 - Dec 15
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 restaurant in our ...
8.8/10 Excellent! (1,232 reviews)
"Friendly staff, fun tiki bar, beautiful pool, great food in restaurants"

Reviewed on Dec 9, 2023

Amara Cay 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 $177 per night from Dec 14 to Dec 15
$177
per night
Dec 14 - Dec 15
Stay at this 3.5-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,004 reviews)
"Beautiful morning views"

Reviewed on Dec 8, 2023

La Siesta Resort & Villas
Islander Resort
Islander Resort
3 out of 5
82100 Overseas Highway, Islamorada, FL
  • 7 min drive from Theater of the Sea
The price is $254 per night from Dec 18 to Dec 19
$254
per night
Dec 18 - Dec 19
Stay at this 3-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,023 reviews)
"Best place to stay"

Reviewed on Dec 7, 2023

Islander Resort
Sunset Inn
Sunset Inn
3 out of 5
82200 Overseas Hwy, Islamorada, FL
  • 6 min drive from Theater of the Sea
The price is $139 per night from Dec 13 to Dec 14
$139
per night
Dec 13 - Dec 14
Stay at this 3-star 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)
"I liked the room. They did a good job with the decor and the vibe of the place was good. It was good for me b/c I was just using the room to spend the night. The staff was very nice."

Reviewed on Dec 5, 2023

Sunset Inn
La Jolla Resort
La Jolla Resort
2.5 out of 5
82216 Overseas Highway, Islamorada, FL
  • 6 min drive from Theater of the Sea
The price is $149 per night from Dec 12 to Dec 13
$149
per night
Dec 12 - Dec 13
Stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (816 reviews)
"Loved the La Jolla! Cannot wait to come back!"

Reviewed on Dec 8, 2023

La Jolla Resort
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 $119 per night from Dec 12 to Dec 13
$119
per night
Dec 12 - Dec 13
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. Popular ...
7.2/10 Good! (577 reviews)
"The staff was super friendly all the time."

Reviewed on Nov 27, 2023

Coconut Cove Resort and Marina
Drop Anchor
Drop Anchor
3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
  • 8 min walk from Theater of the Sea
The price is $142 per night from Dec 12 to Dec 13
$142
per night
Dec 12 - Dec 13
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (1,001 reviews)
"Small beach front resort with large, comfortable rooms, a beautiful pool, kayaks and SUPs for use, and wonderful location."

Reviewed on Nov 28, 2023

Drop Anchor
Pines & Palms Resort
Pines & Palms Resort
3 out of 5
80401 Old Hwy, Islamorada, FL
  • 11 min drive from Theater of the Sea
The price is $159 per night from Dec 12 to Dec 13
$159
per night
Dec 12 - Dec 13
Stay at this 3-star beach hotel in Islamorada. Enjoy free WiFi, a private beach, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (928 reviews)
"The property was well maintained. Friendly staff and quiet"

Reviewed on Nov 29, 2023

Pines & Palms Resort
Hadley House Islamorada
Hadley House Islamorada
3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
  • 5 min drive from Theater of the Sea
The price is $135 per night from Dec 12 to Dec 13
$135
per night
Dec 12 - Dec 13
Stay at this 3.5-star hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (857 reviews)
"Staff was awesome and helping. Gina was amazing finding me my room requisites and accommodation for family members. Rooms were good and spacious."

Reviewed on Nov 29, 2023

Hadley House Islamorada
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.