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)
Cheeca Lodge & Spa
The price is CA $279 per night from Nov 20 to Nov 21
CA $279
CA $408 total
Nov 20 - Nov 21
includes taxes & fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,266 reviews)
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Stay at this resort in Islamorada. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Sunset Drive Beach and Anne's Beach are located ...
9/10 Wonderful! (2 reviews)
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
The price is CA $286 per night from Nov 16 to Nov 17
CA $286
CA $415 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (103 reviews)
Amara Cay Resort
The price is CA $202 per night from Nov 30 to Dec 1
CA $202
CA $321 total
Nov 30 - Dec 1
includes taxes & fees
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,277 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! (81 reviews)
La Siesta Resort & Villas
The price is CA $185 per night from Dec 1 to Dec 2
CA $185
CA $302 total
Dec 1 - Dec 2
includes taxes & fees
Stay at this 4-star 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! (1,003 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 cable/satellite TV service, air conditioning, and an outdoor pool. Popular attractions Sunset Drive Beach and Anne's ...
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.
