Cutthroat Harbor Estates
Summerland Key
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Cutthroat Harbor Estates Hotel Deals
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key
The price is CA $310 per night from Aug 4 to Aug 5
CA $310
CA $743 total
Aug 4 - Aug 5
includes taxes & fees
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
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Aug 11 to Aug 12
CA $181
CA $273 total
Aug 11 - Aug 12
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! (1,410 reviews)
"Staff was very helpful, room was clean, shuttle to downtown was awesome. We loved the Tavern and Town restaurant on site. Great food and priced right at happy hour!"
Reviewed on Aug. 1, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is CA $168 per night from Sep 2 to Sep 3
CA $168
CA $266 total
Sep 2 - Sep 3
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! (1,511 reviews)
"Nice pool and courtyard with games, good A/C, quiet rooms, and a great location. However, breakfast was a big disappointment: waited 20–30 minutes just to order, then another 20+ for food, all while workers were using loud tools just a meter away. Shower water was only lukewarm, not hot. At 2 PM, ..."
Reviewed on Aug. 1, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is CA $210 per night from Aug 10 to Aug 11
CA $210
CA $316 total
Aug 10 - Aug 11
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! (1,704 reviews)
"Great stay"
Reviewed on Aug. 2, 2025
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard, Key West, FL
The price is CA $309 per night from Aug 18 to Aug 19
CA $309
CA $387 total
Aug 18 - Aug 19
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! (1,005 reviews)
"Great stay away from downtown!"
Reviewed on Aug. 1, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is CA $142 per night from Aug 24 to Aug 25
CA $142
CA $199 total
Aug 24 - Aug 25
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 ...
7.8/10 Good! (1,047 reviews)
"Es maravilloso, desde que entras la señorita del front desk tiene una gran sonrisa y amabilidad igual que el chico de la tarde noche. Tienes laundry gratis que es súper conveniente. Se malogró la caja donde pones la tarjeta de la llave para entrar a la habitación y no se demoraron ni cinco minutos ..."
Reviewed on Aug. 1, 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 neighbourhoods 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
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market 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.
- Places of interest
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