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Hotels near Matecumbe
Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $330 per night from Jul 19 to Jul 20
CA $330
CA $467 total
Jul 19 - Jul 20
includes taxes & fees
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. ...
"Property was as expected. Bartenders were hot or miss. They automatically add 20% gratuity to everything which I think is a horrible practice."
Reviewed on Jul 1, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $323 per night from Jul 5 to Jul 6
CA $323
CA $467 total
Jul 5 - Jul 6
includes taxes & fees
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 ...
"Very nicely put together and well maintained. Staff are great and the views are stunning. We will go back again."
Reviewed on Jul 1, 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Aug 2 to Aug 3
CA $253
CA $364 total
Aug 2 - Aug 3
includes taxes & fees
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. ...
"Amazing!!! Beautiful resort and wonderful staff!! Loved this place, will stay again and would highly recommend!!!"
Reviewed on Jul 2, 2026
Pines & Palms Resort
80401 Old Hwy Islamorada FL
The price is CA $331 per night from Jul 15 to Jul 16
CA $331
CA $451 total
Jul 15 - Jul 16
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
"Very up-to-date and a perfect place to go"
Reviewed on Jun 30, 2026
Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $315 per night from Jul 19 to Jul 20
CA $315
CA $451 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Hurricane Monument and MoradaWay Arts & ...
"Loved our stay here. There’s so much to do at the resort and in the area. Would definitely tell stay here for a week rather than anywhere in key west"
Reviewed on Jul 2, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Jul 6 to Jul 7
CA $239
CA $372 total
Jul 6 - Jul 7
includes taxes & fees
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 ...
"It was a really nice family trip"
Reviewed on Jul 1, 2026
Breezy Palms Resort
80015 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Jul 7 to Jul 8
CA $138
CA $228 total
Jul 7 - Jul 8
includes taxes & fees
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 ...
"We stayed in a cottage. The room was clean and spacious. It had a full kitchen and the cabnets had plates, silverwear, pans, dish detergent. It had a full size refrigerator. There is a separate living room and kichenette from bedroom. The staff was very friendly. There was enough parking for everyone ..."
Reviewed on Jun 26, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Aug 2 to Aug 3
CA $249
CA $384 total
Aug 2 - Aug 3
includes taxes & fees
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 ...
"The reviews about the maintenance of the property are totally accurate. Take them seriously. Refrigerator was hanging out of the cabinet and didn't work after bought food we needed to keep fresh for early fishing trip the next morning. The phone didn't work to call reception to get help so had to ..."
Reviewed on Jul 2, 2026
Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jul 6 to Jul 7
CA $178
CA $246 total
Jul 6 - Jul 7
includes taxes & fees
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 ...
"We have been going to this resort every other year since 2019 when they first renovated it . The company running it now the last few years has let it go down hill Furniture is in bad condition falling apart . Didn’t even want to sit on the sofa AC went out , which they did get running the next day ..."
Reviewed on Jul 1, 2026
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.
About Matecumbe Hotels
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Recent Matecumbe hotel reviews by fellow wanderers
Chesapeake Beach Resort
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Amazing!!! Beautiful resort and wonderful staff!! Loved this place, will stay again and would highly recommend!!!"
A verified traveller stayed at Chesapeake Beach Resort
