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
Fully refundableReserve now, pay when you stay
The price is S$229 per night from 15 Dec to 16 Dec
S$229
per night
15 Dec - 16 Dec
Stay at this 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 reviews. ...
8.6/10 Excellent! (1,680 reviews)
Staff was horrible on directions to room. We had to give directions to 4 different sets of new guests as well as getting lost ourselves. Place was great. Nice location.
Reviewed on 13 Nov, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is S$249 per night from 4 Dec to 5 Dec
S$249
per night
4 Dec - 5 Dec
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
7.8/10 Good! (1,693 reviews)
What a fun little resort. The amenities are fabulous! They have live music. We heard Ike Kanakanaui. He was REALLY good!
Reviewed on 14 Nov, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is S$318 per night from 7 Dec to 8 Dec
S$318
per night
7 Dec - 8 Dec
Stay at this 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. Popular ...
8.8/10 Excellent! (1,736 reviews)
If you book Oceans Edge through hotels.com or Expedia expect a resort fee & parking fee before booking. These extra costs are not included with your online booking which is misleading to hotel guests. The staff at Oceans Edge worked through this misleading situation which caused a lengthy check in ...
Reviewed on 15 Nov, 2025
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is S$316 per night from 7 Dec to 8 Dec
S$316
per night
7 Dec - 8 Dec
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
9.4/10 Exceptional! (1,147 reviews)
What a beautiful property! We had an amazing time. Plenty of amenities and the staff was top notch.
Reviewed on 13 Nov, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is S$231 per night from 1 Dec to 2 Dec
S$231
per night
1 Dec - 2 Dec
Stay at this business-friendly resort in Key West. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8/10 Very Good! (1,001 reviews)
The staff was very pleasant and helpful. The grounds and hotel were very clean. The construction noise was very annoying. Couldnt relax around the pool because a saw was constantly in use.
Reviewed on 15 Nov, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is S$165 per night from 2 Dec to 3 Dec
S$165
per night
2 Dec - 3 Dec
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! (1,124 reviews)
staff was extremely courteous and made a pont of going out of there way
Reviewed on 14 Nov, 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 Venture Out Keys.
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.
