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 Islamorada County Park 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 SAR 559 per night from Sep 2 to Sep 3
SAR 559
SAR 904 total
2 Sep - 3 Sep
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 SAR 567 per night from Aug 26 to Aug 27
SAR 567
SAR 849 total
26 Aug - 27 Aug
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! (1,756 reviews)
"If you are looking for a quick keys scape. This is not your best option. I do not recommend it. It was our first time and will not be goin back. THe elevator was broken. Pools were not clean. The so called beach is non existent. Very boring hotel."
Reviewed on 19 August 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is SAR 593 per night from Sep 2 to Sep 3
SAR 593
SAR 942 total
2 Sep - 3 Sep
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 ...
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 ...
8.8/10 Excellent! (727 reviews)
"If you are planning to cook, you might want to check before you go to see what you might want to bring as cookware was not very good and items you might expect are not provided."
Reviewed on 16 August 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! (171 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Reviewed on 16 August 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.
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.
