Cutthroat Harbor Estates Travel Guide
Summerland Key
Visit Cutthroat Harbor Estates
Top hotels in Cutthroat Harbor Estates
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, laundry facilities and patios. Our guests praise the property condition in their reviews. Popular ...
8.4/10 Very Good! (125 reviews)
Great location for all we wanted to do. The house is an older property and could use a bit more maintenance but it worked well for us, not fancy but very clean!
Reviewed on 20 Mar 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is £190 per night from 11 May to 12 May
£190
11 May - 12 May
includes taxes & fees
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 ...
8.2/10 Very Good! (2,076 reviews)
Loved staying at the Blue Flamingo! The vibe is super fun and relaxing, and the location is perfect for exploring Key West. Staff was friendly and everything felt clean and comfortable. Would definitely come back!
Reviewed on 11 Apr 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is £228 per night from 13 Apr to 14 Apr
£228
13 Apr - 14 Apr
includes taxes & fees
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! (2,134 reviews)
Clean, friendly, excellent service
Reviewed on 11 Apr 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is £215 per night from 21 Apr to 22 Apr
£215
21 Apr - 22 Apr
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,746 reviews)
We did not end up staying at this property. On the last day before our arrival, we were informed that we would be moved to a different hotel due to maintenance issues. This was very inconvenient, especially with such short notice. Would have appreciated earlier communication.
Reviewed on 10 Apr 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is £253 per night from 10 May to 11 May
£253
10 May - 11 May
includes taxes & fees
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 ...
9/10 Wonderful! (1,861 reviews)
Loved the hotel. Room bright and fresh. Liked the pool area and the games provided. Watching the boats come into the marina each day was fun too. The restaurant was perfect for lunch. Great service all around. The shuttle works very well. One blip when it left early and we had to wait an hour for ...
Reviewed on 10 Apr 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is £204 per night from 4 May to 5 May
£204
4 May - 5 May
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business centre and daily housekeeping. Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,005 reviews)
We loved the place.
Reviewed on 10 Apr 2026
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 Crab Key.
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.
