Cutthroat Harbor Estates
Summerland Key
Visit Cutthroat Harbor Estates
Cutthroat Harbor Estates Hotel Deals
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and patios. Our guests praise the property condition in our reviews. Popular ...
8.4/10 Very Good! (126 reviews)
Convenient to the wedding we attended.
Reviewed on Apr 17, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $220 per night from May 26 to May 27
CA $220
CA $325 total
May 26 - May 27
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,209 reviews)
All good
Reviewed on May 8, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is CA $234 per night from May 27 to May 28
CA $234
CA $394 total
May 27 - May 28
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,210 reviews)
No breakfast people are great clean room and area's
Reviewed on May 9, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from May 25 to May 26
CA $217
CA $283 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8/10 Very Good! (1,232 reviews)
We had an absolutely wonderful stay at the Hilton Garden Inn Key West / The Keys Collection. The property was clean, comfortable, and had such a relaxing resort-style atmosphere, especially around the pool area. The shuttle service to Old Town made exploring incredibly easy, and the staff was friendly ...
Reviewed on May 8, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is CA $195 per night from May 31 to Jun 1
CA $195
CA $310 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,776 reviews)
Great and clean rooms
Reviewed on May 8, 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is CA $245 per night from May 27 to May 28
CA $245
CA $314 total
May 27 - May 28
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business center, and daily housekeeping. Our guests praise the pool and the ...
9.2/10 Wonderful! (1,023 reviews)
I had heard about this amazing hotel form a coworker who raved about The Laureate Hotel so I had to inquire. Boy was I absolutely satisfied. I came for my boyfriend’s birthday to get away and relax. From the helpful staff and efficient check in process I was sure to have an amazing experience. The ...
Reviewed on May 8, 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.
Other neighbourhoods around Cutthroat Harbor Estates
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Venture Out Keys and Cook Island are some notable places to visit nearby.
Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.
