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! (6 reviews)
Cheeca Lodge & Spa
$179 nightly
The price is $201 total per night from Oct 9 to Oct 10
$201 total
Oct 9 - Oct 10
Total with taxes and 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! (1,211 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
$245 nightly
The price is $276 total per night from Oct 14 to Oct 15
$276 total
Oct 14 - Oct 15
Total with taxes and 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! (90 reviews)
Amara Cay Resort
$187 nightly
The price is $211 total per night from Oct 15 to Oct 16
$211 total
Oct 15 - Oct 16
Total with taxes and 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! (1,252 reviews)
La Siesta Resort & Villas
$173 nightly
The price is $195 total per night from Oct 15 to Oct 16
$195 total
Oct 15 - Oct 16
Total with taxes and 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! (1,001 reviews)
Matecumbe Resort
$125 nightly
The price is $141 total per night from Oct 14 to Oct 15
$141 total
Oct 14 - Oct 15
Total with taxes and 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 ...
8.6/10 Excellent! (78 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.
