Winston Waterways, FL
Key Largo
Visit Winston Waterways
Winston Waterways Hotel Deals
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
The price is SAR 822 per night from Jun 28 to Jun 29
SAR 822
SAR 1,075 total
28 Jun - 29 Jun
includes taxes & fees
Book a stay at this luxury hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.4/10 Exceptional! (1,463 reviews)
"All the staff members were extremely helpful and very friendly!! Room very clean, Pool area great! My wife said the lobster Ravioli was the best she ever had!! So now the only bad part of our stay was we were celebrating 30th wedding anniversary and having dinner in the restaurant and a few families ..."
Reviewed on 20 June 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is SAR 687 per night from Jun 24 to Jun 25
SAR 687
SAR 984 total
24 Jun - 25 Jun
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,734 reviews)
"We had a fabulous stay, would stay again!!"
Reviewed on 20 June 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is SAR 1,022 per night from Jun 29 to Jun 30
SAR 1,022
SAR 1,356 total
29 Jun - 30 Jun
includes taxes & fees
Book a stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,103 reviews)
"Beautiful resort and common areas...friendliest staff."
Reviewed on 19 June 2026
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
The price is SAR 474 per night from Jun 23 to Jun 24
SAR 474
SAR 639 total
23 Jun - 24 Jun
includes taxes & fees
Stay at this hotel in Key Largo. Enjoy free WiFi, a marina, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,397 reviews)
"We absolutely loved our stay. Check-in was simple and hassle free, staff is helpful and always reachable if you need anything. The room was huge, clean, full kitchen and a great view from the balcony. Highly recommend and will definitely return on future trips."
Reviewed on 20 June 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
The price is SAR 1,137 per night from Jul 13 to Jul 14
SAR 1,137
SAR 1,486 total
13 Jul - 14 Jul
includes taxes & fees
Book a stay at this luxury resort in Key Largo. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,003 reviews)
"Beautiful property!"
Reviewed on 17 June 2026
The Pelican Key Largo Cottages
99340 Overseas Highway Key Largo FL
The price is SAR 390 per night from Jun 28 to Jun 29
SAR 390
SAR 439 total
28 Jun - 29 Jun
includes taxes & fees
Book a stay at this beach hotel in Key Largo. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,001 reviews)
"Absolutely love this place. The staff was amazing. We will definitely be going back. The sunset from the docks were beautiful. We arrived early for our stay. Had a great time using the kayaks and relaxing on the docks while we were waiting for our room to be ready. Highly recommend"
Reviewed on 18 June 2026
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.
Where to stay in Winston Waterways
Find the best Winston Waterways areas and neighborhoods for the activities you enjoy most.
Photo by Samantha Shoemaker
Open Photo by Samantha Shoemaker
Rock Harbor
While Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.
Key Largo Village
While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jimmy Johnson's Big Chill and Jacob's Aquatic Center.
Silver Shores
If you're looking for some top things to see and do in Silver Shores and surrounding area, you can visit Bluefin Rock Harbor Marina and Pigeon Key.
Key Largo Park
Though Key Largo Park might not have many top sights, you can venture to the surrounding area to see attractions like Jimmy Johnson's Big Chill and Jacob's Aquatic Center.
Photo by Patricia Smith
Open Photo by Patricia Smith
Pirates Cove
While Pirates Cove might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.
