Cutthroat Harbor Estates

Summerland Key



Top hotels in Cutthroat Harbor Estates

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 RM666 per night from 15 Oct to 16 Oct
RM666
RM995 total
15 Oct - 16 Oct
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! (1,728 reviews)
"Exceeded our expectations. Restaurant was amazing, everything was clean and up to date. They kept open communication via text messages daily. I am a night shift health care provider, I cannot tell you how much I needed this mini-vacay."

Reviewed on 9 Oct 2025

Oceans Edge Key West Resort, Hotel & Marina
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 RM571 per night from 27 Oct to 28 Oct
RM571
RM785 total
27 Oct - 28 Oct
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! (1,008 reviews)
"The hotel was great except that I believe needs a water treatment for the soap to get off your skin. Showers had to be long….."

Reviewed on 8 Oct 2025

DoubleTree Resort by Hilton Grand Key - Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
The price is RM701 per night from 28 Oct to 29 Oct
RM701
RM1,034 total
28 Oct - 29 Oct
includes taxes & fees
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,112 reviews)
"Nice and you get what you pay for"

Reviewed on 8 Oct 2025

The Perry Hotel & Marina Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is RM427 per night from 26 Oct to 27 Oct
RM427
RM718 total
26 Oct - 27 Oct
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 ...
7.8/10 Good! (1,611 reviews)
"We loved this resort and will be back!"

Reviewed on 10 Oct 2025

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is RM414 per night from 15 Oct to 16 Oct
RM414
RM680 total
15 Oct - 16 Oct
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! (1,584 reviews)
"It fit our needs but was older property. Washing machine very very noisy. Dishwasher squeaked terribly when opening. Couldn’t cool rooms enough for me. But overall good location. Shuttle was very appreciated."

Reviewed on 10 Oct 2025

Beachside Resort & Residences
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
Fully refundableReserve now, pay when you stay
The price is RM1,009 per night from 15 Oct to 16 Oct
RM1,009
RM1,326 total
15 Oct - 16 Oct
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! (1,007 reviews)
Excellent
"Great views from our room excellent staff service. Would definitely stay again"

Reviewed on 7 Oct 2025

Hyatt Vacation Club at Windward Pointe, 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

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 Venture Out 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 Sugarloaf Beach and Upper Sugarloaf Sound.

Sugarloaf Shores
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Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Sugarloaf Beach.

Bay Point


Cutthroat Harbor Estates