Cutthroat Harbor Estates
Summerland Key
Visit Cutthroat Harbor Estates
Top hotels in Cutthroat Harbor Estates

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is RM561 per night from 11 Aug to 12 Aug
RM561
RM847 total
11 Aug - 12 Aug
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! (1,411 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 1 Aug 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is RM520 per night from 1 Sept to 2 Sept
RM520
RM826 total
1 Sept - 2 Sept
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 1 Aug 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is RM760 per night from 13 Aug to 14 Aug
RM760
RM1,104 total
13 Aug - 14 Aug
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! (1,702 reviews)
"Great property with attached marina. Large, clean rooms and grounds. The pools were amazing!"
Reviewed on 1 Aug 2025

Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard, Key West, FL
The price is RM960 per night from 18 Aug to 19 Aug
RM960
RM1,200 total
18 Aug - 19 Aug
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! (1,025 reviews)
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Reviewed on 30 Jul 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is RM442 per night from 24 Aug to 25 Aug
RM442
RM617 total
24 Aug - 25 Aug
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 1 Aug 2025

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
The price is RM553 per night from 10 Aug to 11 Aug
RM553
RM767 total
10 Aug - 11 Aug
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! (1,002 reviews)
"There is some construction happening but it didn't really interfere with our stay. Pool was fantastic"
Reviewed on 29 Jul 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
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Venture Out Keys.

Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Big Pine Key Flea Market.

Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.