Cutthroat Harbor Estates Travel Guide
Tourist Guide
Visit Cutthroat Harbor Estates
Our pick of the best Cutthroat Harbor Estates Hotel Deals
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! (126 reviews)
Convenient to the wedding we attended.
Reviewed on 17 Apr 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is AU$304 per night from 1 June to 2 June
AU$304
1 June - 2 June
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 ...
8.4/10 Very Good! (2,236 reviews)
Absolutely would stay here again, the staff were amazing as well as the resort it’s self
Reviewed on 16 May 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is AU$348 per night from 14 June to 15 June
AU$348
14 June - 15 June
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! (1,783 reviews)
Loved our stay. Breakfast included and drink offers were an unexpected surprise! Pool was beautiful although fountain was not working while we there. Many smokers also, which we did not care for but no reflection on the hotel. I highly recommend.
Reviewed on 16 May 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is AU$252 per night from 26 May to 27 May
AU$252
26 May - 27 May
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 ...
8/10 Very Good! (1,226 reviews)
Everything was very nice except the elevator smells like paint or some chemicals hopefully it’s just a little thing and will be gone before our next stay 💙
Reviewed on 15 May 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is AU$290 per night from 25 May to 26 May
AU$290
25 May - 26 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 ...
9.2/10 Wonderful! (1,008 reviews)
The room was nicely appointed. We had a leak from our refrigerator and another in the bathroom. Both issues were handled promptly.
Reviewed on 16 May 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is AU$381 per night from 27 May to 28 May
AU$381
27 May - 28 May
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! (2,222 reviews)
Breakfast and dinner at Town and Tavern was wonderful! Indra was wonderful and attentive! Definitely recommend.
Reviewed on 16 May 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 Florida Keys Beaches.
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.
