Search Islamorada resorts with pools
Our top choices for a great stay
Keys Villa
Stay at this resort in Islamorada. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Sunset Drive Beach and Anne's Beach are located ...
10/10 Exceptional! (7 reviews)
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Stay at this resort in Islamorada. Enjoy a fitness center, laundry facilities, and patios. Popular attractions Sunset Drive Beach and Anne's Beach are located ...
9.4/10 Exceptional! (3 reviews)
Cheeca Lodge & Spa
$312 nightly
The price is $351 total per night from May 3 to May 4
$351 total
May 3 - May 4
Total with taxes and 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 ...
9.2/10 Wonderful! (1,319 reviews)
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
$305 nightly
The price is $343 total per night from May 4 to May 5
$343 total
May 4 - May 5
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (181 reviews)
Amara Cay Resort
$282 nightly
The price is $318 total per night from Apr 20 to Apr 21
$318 total
Apr 20 - Apr 21
Total with taxes and 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 ...
8.8/10 Excellent! (1,278 reviews)
Matecumbe Resort
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 ...
8.8/10 Excellent! (116 reviews)
La Siesta Resort & Villas
$268 nightly
The price is $302 total per night from Apr 23 to Apr 24
$302 total
Apr 23 - Apr 24
Total with taxes and 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 ...
8.6/10 Excellent! (1,002 reviews)
Beautiful oceanfront resort located at mile marker 73.8
Stay at this resort in Islamorada. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Anne's Beach and Sunset Drive Beach ...
JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub
Stay at this resort in Islamorada. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Sunset Drive Beach and Anne's Beach are located ...
On the water in Islamorada elevated detached unit!!!
Stay at this resort in Islamorada. Enjoy patios, cable/satellite TV service, and air conditioning. Popular attractions Sunset Drive Beach and Anne's Beach are ...
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.
