Cutthroat Harbor Estates Travel Guide

Summerland Key



Top hotels in Cutthroat Harbor Estates

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

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

Cudjoe Key, FL
The price is £415 per night from 4 Aug to 5 Aug
£415
4 Aug - 5 Aug
includes taxes & fees
Stay at this holiday home in Summerland Key. Enjoy laundry facilities, patios and cable/satellite TV service. Our guests praise the property condition in their ...
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 1 Jun 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 £149 per night from 11 Aug to 12 Aug
£149
11 Aug - 12 Aug
includes taxes & fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their ...
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 1 Aug 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 £145 per night from 1 Sept to 2 Sept
£145
1 Sept - 2 Sept
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,506 reviews)
"Beautiful property! The pools were a little dirty during our stay but nothing too bad!"

Reviewed on 1 Aug 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
Fully refundableReserve now, pay when you stay
The price is £173 per night from 12 Aug to 13 Aug
£173
12 Aug - 13 Aug
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. ...
8.8/10 Excellent! (1,704 reviews)
"Great stay"

Reviewed on 2 Aug 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 £211 per night from 18 Aug to 19 Aug
£211
18 Aug - 19 Aug
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free Wi-Fi, free parking and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,003 reviews)
"Everything was great. Clean well kept. Everyone was nice. Absolutely stay again with my kids."

Reviewed on 1 Aug 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 £109 per night from 24 Aug to 25 Aug
£109
24 Aug - 25 Aug
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
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

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 neighbourhoods around Cutthroat Harbor Estates

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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.

Cudjoe Gardens
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Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.

Breezeswept Beach Estates
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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.

Sugarloaf Shores

Cutthroat Harbor Estates Travel Guide

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