Search Islamorada resorts with pools
Our top choices for a great stay

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 ...
9.6/10 Exceptional! (4 reviews)

Cheeca Lodge & Spa
The price is CA $207 per night from Sep 7 to Sep 8
CA $207
CA $335 total
Sep 7 - Sep 8
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! (1,415 reviews)

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
The price is CA $244 per night from Sep 7 to Sep 8
CA $244
CA $376 total
Sep 7 - Sep 8
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! (255 reviews)

Matecumbe Resort
The price is CA $186 per night from Aug 31 to Sep 1
CA $186
CA $210 total
Aug 31 - Sep 1
includes taxes & fees
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! (159 reviews)

Amara Cay Resort
The price is CA $196 per night from Sep 27 to Sep 28
CA $196
CA $322 total
Sep 27 - Sep 28
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! (1,298 reviews)

La Siesta Resort & Villas
The price is CA $187 per night from Sep 1 to Sep 2
CA $187
CA $312 total
Sep 1 - Sep 2
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 ...

Keys Villa
Stay at this villa in Islamorada. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Sunset Drive Beach and Anne's Beach are located ...
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.

