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
Stay at this vacation home in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Our guests praise the property condition in our ...
8.2/10 Very Good! (114 reviews)
"Great place to get away. House and property were nice. If your bring a boat, you have to watch the tides. Flats or a smaller bay boat will be fine. Had a 21 foot center console. Low tide you just have to take it slow out to the channel. Great options for docking your boat. A lot of space for boat ..."
Reviewed on Jun 1, 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is ￥19,746 per night from Aug 18 to Aug 19
￥19,746
￥29,671 total
Aug 18 - Aug 19
includes taxes & fees
Stay at this 3.5-star 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. ...
8.4/10 Very Good! (1,450 reviews)
"Great staff for a vacation of over 10!days"
Reviewed on Aug 13, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is ￥17,460 per night from Sep 14 to Sep 15
￥17,460
￥27,926 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,543 reviews)
"Perfect"
Reviewed on Aug 11, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is ￥20,306 per night from Aug 18 to Aug 19
￥20,306
￥31,385 total
Aug 18 - Aug 19
includes taxes & fees
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,715 reviews)
"Beautiful place to stay with transportation to and from downtown Key West."
Reviewed on Aug 13, 2025
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard, Key West, FL
The price is ￥33,455 per night from Sep 14 to Sep 15
￥33,455
￥41,778 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,007 reviews)
2nd Stay-Cation
"The upside: this was our 2nd stay-cation...great. The downside: need black out curtains in the bedrooms...too much light comes through (from neighbors outside lights) to truly enjoy a good nights sleep."
Reviewed on Aug 13, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
The price is ￥19,045 per night from Aug 24 to Aug 25
￥19,045
￥26,396 total
Aug 24 - Aug 25
includes taxes & fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,005 reviews)
"Almost everything was perfect! Liked location for being quiet and the transportation to the city center! Rooms renovated, clean and nice. Pool large for a hotel with plenty of space for lounging. Did not use the restaurant - no comments about this one."
Reviewed on Aug 11, 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.
Check Cutthroat Harbor Estates hotel availability
Other neighborhoods around Cutthroat Harbor Estates
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.
Breezeswept Beach Estates
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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.