Cutthroat Harbor Estates

Summerland Key



Top hotels in Cutthroat Harbor Estates

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is P7,693 per night from Aug 11 to Aug 12
P7,693
P11,559 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! (1,422 reviews)
"Was a wonderful place to stay"

Reviewed on Aug 3, 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 P6,539 per night from Sep 3 to Sep 4
P6,539
P10,583 total
Sep 3 - Sep 4
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! (1,528 reviews)
"I loved my experience"

Reviewed on Aug 4, 2025

Blue Flamingo Resort 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 P5,920 per night from Aug 24 to Aug 25
P5,920
P8,274 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! (1,048 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
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 P10,189 per night from Aug 10 to Aug 11
P10,189
P14,804 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! (1,706 reviews)
"Very clean, lovely room with friendly and helpful staff! We really liked the convenience of the shuttle downtown and appreciated the concierge’s help with booking activities."

Reviewed on Aug 3, 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 P12,873 per night from Aug 18 to Aug 19
P12,873
P16,096 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
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
The price is P7,420 per night from Aug 18 to Aug 19
P7,420
P10,284 total
Aug 18 - Aug 19
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! (1,003 reviews)
"There is some construction happening but it didn't really interfere with our stay. Pool was fantastic"

Reviewed on Jul 29, 2025

DoubleTree Resort by Hilton Grand Key - Key West
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

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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
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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.

Sugarloaf Shores

Cutthroat Harbor Estates