Cutthroat Harbor Estates Travel Guide
Summerland Key


Visit Cutthroat Harbor Estates
Top hotels in Cutthroat Harbor Estates

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ฿8,555 per night from 19 Apr to 20 Apr
฿8,555
per night
19 Apr - 20 Apr
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! (1,991 reviews)
Great resort. Much bigger than most in Key West. The buildings are older but the remodel is very nice. The staff is extremely helpful with check I and out really smooth. The amenities are excellent with 2 pools and bars that have food available at both. The food was good as well. There is also an ...
Reviewed on 21 Mar 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ฿8,995 per night from 23 Mar to 24 Mar
฿8,995
per night
23 Mar - 24 Mar
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! (2,086 reviews)
Why had a great stay here
Reviewed on 22 Mar 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is ฿10,102 per night from 12 Apr to 13 Apr
฿10,102
per night
12 Apr - 13 Apr
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! (1,834 reviews)
Yes the pool was great.
Reviewed on 22 Mar 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ฿8,519 per night from 26 Mar to 27 Mar
฿8,519
per night
26 Mar - 27 Mar
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 ...
8.8/10 Excellent! (1,705 reviews)
So much fun!
Reviewed on 22 Mar 2026

The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is ฿9,835 per night from 15 Apr to 16 Apr
฿9,835
per night
15 Apr - 16 Apr
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! (1,006 reviews)
Stayed in 8 hotels during our Florida vacation and this was by far everyone's favorite! Clean, spacious, boutique feel to it rather than your typical hotel/resort. Highly recommend!
Reviewed on 20 Mar 2026

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is ฿12,176 per night from 12 Apr to 13 Apr
฿12,176
per night
12 Apr - 13 Apr
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! (1,227 reviews)
hotel is located near public housing on unattractive island north of key west. rooms are large but unluxurious. hotel has no heat (and it can be chilly). pool are just okay, not worth the high resort fee. hotel shuttle to key west a nice plus.
Reviewed on 18 Mar 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 Upper Sugarloaf Sound.

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 Munson Island.

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.
