Cutthroat Harbor Estates, FL
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! (125 reviews)
Great location for all we wanted to do. The house is an older property and could use a bit more maintenance but it worked well for us, not fancy but very clean!
Reviewed on Mar 20, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ￥28,448 per night from Apr 20 to Apr 21
￥28,448
￥40,938 total
Apr 20 - Apr 21
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 ...
8.2/10 Very Good! (2,086 reviews)
Travelled with small children. The site stated there was a hot tub, but we could not find the hot tub and the pool was cold, making it hard for my family to enjoy the pool when we couldn’t warm up in a hot tub. The live music was quite loud, with the bass traveling pretty much uninterrupted into ...
Reviewed on Apr 14, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ￥28,353 per night from May 12 to May 13
￥28,353
￥47,086 total
May 12 - May 13
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! (2,145 reviews)
Great place for an extended stay in Key West: thanks!
Reviewed on Apr 15, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ￥28,451 per night from May 10 to May 11
￥28,451
￥42,625 total
May 10 - May 11
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! (1,749 reviews)
I will definitely be staying again at Havana Cabana at Key West! I highly recommend checking out the Griselda room it’s spacious and perfect for 5–6 people. The staff was incredibly kind from beginning to end. I truly felt like I was on a vacation away from home. On our last day, my siblings and ...
Reviewed on Apr 14, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is ￥43,681 per night from Apr 29 to Apr 30
￥43,681
￥58,924 total
Apr 29 - Apr 30
includes taxes & fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,855 reviews)
Our once-in-a-lifetime family trip was deeply disappointing because of our experience with the restaurant staff at Oceans Edge Resort & Marina Key West. Their rude and unprofessional behavior had a major negative impact on what should have been a special vacation. We chose to eat most of our meals ...
Reviewed on Apr 11, 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is ￥33,198 per night from May 13 to May 14
￥33,198
￥41,816 total
May 13 - May 14
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 ...
9/10 Wonderful! (1,003 reviews)
Smart TVs would be nice. Parking was great
Reviewed on Apr 14, 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.
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Other neighborhoods 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.
