Cutthroat Harbor Estates
Summerland Key
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Cutthroat Harbor Estates Hotel Deals

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key
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! (115 reviews)
"Great experience"
Reviewed on Aug. 6, 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is CA $173 per night from Aug 26 to Aug 27
CA $173
CA $265 total
Aug 26 - Aug 27
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! (1,474 reviews)
"I decided to go with this property despite some negative reviews and I am so glad i did. The entire stay was perfect. Staff was so nice and helpful. Special shout out to Ro for making sure we were taken care of. Definitely book again!"
Reviewed on Aug. 20, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is CA $232 per night from Sep 2 to Sep 3
CA $232
CA $341 total
Sep 2 - Sep 3
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! (1,726 reviews)
"This property was wonderful! Absolutely gorgeous!"
Reviewed on Aug. 23, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is CA $140 per night from Sep 1 to Sep 2
CA $140
CA $196 total
Sep 1 - Sep 2
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! (1,070 reviews)
"Most excellent facility with very accommodating staff."
Reviewed on Aug. 18, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is CA $158 per night from Sep 24 to Sep 25
CA $158
CA $255 total
Sep 24 - Sep 25
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! (1,560 reviews)
"This hotel has been renovated, super clean. The staff is super nice."
Reviewed on Aug. 24, 2025

Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway, Key West, FL
The price is CA $278 per night from Sep 9 to Sep 10
CA $278
CA $376 total
Sep 9 - Sep 10
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,006 reviews)
"Loved the master bedroom big bathroom very modern. Took a lyft ride to restaurant recommended by front desk staff only to find it was closed for the month. Had to call for another ride to another restaurant. No fine dining near this hotel."
Reviewed on Aug. 24, 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.
Check Cutthroat Harbor Estates hotel availability
Other neighbourhoods around Cutthroat Harbor Estates

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.

Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Newfound Harbor Keys and Cook Island are some notable places to visit nearby.

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.
- Places of interest
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