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! (8 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
The price is CA $374 per night from Jun 14 to Jun 15
CA $374
CA $522 total
Jun 14 - Jun 15
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 ...
9.2/10 Wonderful! (1,311 reviews)
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
The price is CA $351 per night from Jun 29 to Jun 30
CA $351
CA $495 total
Jun 29 - Jun 30
includes taxes & 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! (202 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 ...
9/10 Wonderful! (137 reviews)
Amara Cay Resort
The price is CA $282 per night from Jun 8 to Jun 9
CA $282
CA $418 total
Jun 8 - Jun 9
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 ...
8.8/10 Excellent! (1,285 reviews)
La Siesta Resort & Villas
The price is CA $256 per night from Jun 2 to Jun 3
CA $256
CA $389 total
Jun 2 - Jun 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 ...
8.6/10 Excellent! (1,000 reviews)
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.
