Islamorada, FL
Travel Guide
Visit Islamorada
Where to stay in Islamorada
Find the best Islamorada areas and neighborhoods for the activities you enjoy most.
Matecumbe
If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Robbie’s of Islamorada are top sights worth seeing.
Lower Matecumbe Beach
Though Lower Matecumbe Beach might not have many top sights, you can venture to the surrounding area to see attractions like Anne's Beach and Sunset Drive Beach.
Venetian Shores
Venetian Shores might not have many top sights, but Rain Barrel Village and Founders Park are two attractions nearby that you can check out.
Seabreeze Trailer Park
If you're looking for some top things to see and do in Seabreeze Trailer Park and surrounding area, you can visit Founders Park and Islamorada County Park.
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is AED 614 per night from Oct 21 to Oct 22
AED 614
AED 959 total
21 Oct - 22 Oct
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 ...
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is AED 555 per night from Oct 13 to Oct 14
AED 555
AED 831 total
13 Oct - 14 Oct
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. ...
9.2/10 Wonderful! (1,796 reviews)
"Un lugar muy tranquilo y una vista hermosa. Excelente para relajarse, meditar y descansar."
Reviewed on 10 October 2026
Islander Resort
82100 Overseas Highway Islamorada FL
The price is AED 882 per night from Oct 19 to Oct 20
AED 882
AED 1,261 total
19 Oct - 20 Oct
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. ...
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.
Breezy Palms Resort
80015 Overseas Highway Islamorada FL
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 ...
9/10 Wonderful! (763 reviews)
"Rooms are nice and clean being Right on the water is a plus . Would visit again"
Reviewed on 10 October 2026
Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
Stay at this houseboat in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (178 reviews)
"They bent over backwards for us, we enjoyed the stay. Everyone should try it."
Reviewed on 10 October 2026
Caloosa Cove Resort by CoolVacay
73801 Overseas Hwy Islamorada FL
Stay at this condo in Islamorada. Enjoy free WiFi, free parking, and a marina. Popular attractions Anne's Beach and Sunset Drive Beach are located nearby.
8.8/10 Excellent! (15 reviews)
"Caloosa Cove is well located for exploring both Islamorada as well as the lower keys. The room was clean and spacious and had a very usable kitchen. The balcony in the room offered unobstructed views of the ocean and pool area. The pool was large and also had a great view of the ocean. The only criticism ..."
Reviewed on 10 October 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.
