Cutthroat Harbor Estates, FL

Summerland Key



Cutthroat Harbor Estates Hotel Deals

Just 20 miles from Key West!  Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cudjoe Key
The price is ¥33,165 per night from Aug 13 to Aug 14
¥33,165
¥79,468 total
Aug 13 - Aug 14
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

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is ¥18,911 per night from Aug 24 to Aug 25
¥18,911
¥28,737 total
Aug 24 - Aug 25
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! (1,416 reviews)
"The unit was very spacious which was perfect for a family. The view from our unit was spectacular."

Reviewed on Aug 2, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is ¥17,929 per night from Sep 2 to Sep 3
¥17,929
¥28,461 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! (1,508 reviews)
"very nice place"

Reviewed on Aug 1, 2025

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is ¥26,180 per night from Aug 5 to Aug 6
¥26,180
¥38,039 total
Aug 5 - Aug 6
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

Oceans Edge Key West Resort, Hotel & Marina
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard, Key West, FL
The price is ¥33,077 per night from Aug 18 to Aug 19
¥33,077
¥41,357 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! (1,008 reviews)
No beach access!
"Everything was wonderful with the hotel. Was not what i expected. I have never been to Key West. Took the family to relax and have Beach time. No Beach access’s from this resort. Had to rent boats to be able to be in any kind of clean water. The water there stinks and is full of yuck seaweed."

Reviewed on Aug 2, 2025

Hyatt Vacation Club at Windward Pointe, Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
The price is ¥15,212 per night from Aug 24 to Aug 25
¥15,212
¥21,259 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! (1,049 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

Hilton Garden Inn Key West / The Keys Collection
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 Cutthroat Harbor Estates

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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.

Cudjoe Gardens
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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.

Breezeswept Beach Estates
Sugarloaf Shores featuring a bay or harbor

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.

Sugarloaf Shores

Cutthroat Harbor Estates, FL