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Pirates Cove Hotel Deals
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$209 nightly
The price is $236 total per night from Dec 11 to Dec 12
$236 total
Dec 11 - Dec 12
Total with taxes and 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! (1,591 reviews)
Great place
Reviewed on Nov 28, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$317 nightly
The price is $357 total per night from Dec 17 to Dec 18
$357 total
Dec 17 - Dec 18
Total with taxes and 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 ...
9/10 Wonderful! (1,277 reviews)
We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David ...
Reviewed on Nov 26, 2025
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$250 nightly
The price is $282 total per night from Dec 15 to Dec 16
$282 total
Dec 15 - Dec 16
Total with taxes and 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! (1,269 reviews)
Loved the resort
Reviewed on Nov 21, 2025
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
$269 nightly
The price is $298 total per night from Dec 14 to Dec 15
$298 total
Dec 14 - Dec 15
Total with taxes and fees
Book a stay at this beach hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (1,332 reviews)
Staff was amazing and food was excellent
Reviewed on Dec 2, 2025
The Pelican Key Largo Cottages
99340 Overseas Highway Key Largo FL
$110 nightly
The price is $123 total per night from Dec 9 to Dec 10
$123 total
Dec 9 - Dec 10
Total with taxes and 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 ...
8.8/10 Excellent! (1,019 reviews)
Exellent
Reviewed on Dec 2, 2025
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
$312 nightly
The price is $351 total per night from Dec 15 to Dec 16
$351 total
Dec 15 - Dec 16
Total with taxes and 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 ...
8.8/10 Excellent! (1,006 reviews)
This resort has it all. I will go back.
Reviewed on Nov 18, 2025
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.
Other neighborhoods around Pirates Cove
Buccaneer Point
If you're looking for some top things to see and do in Buccaneer Point and surrounding area, you can visit Jimmy Johnson's Big Chill and Bluefin Rock Harbor Marina.
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 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.
Wynken Blynken and Nod
While Wynken Blynken and Nod 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 Harry Harris Park.
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 Harry Harris Park.
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.
Pirates Cove, FL
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