Cutthroat Harbor Estates Travel Guide
Summerland Key
Visit Cutthroat Harbor Estates
Things to do
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
฿1,861
per adult
88% of travellers recommend
Key West Mangrove Kayak Eco Tour
฿2,678
per adult
100% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
฿918
per adult
90% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
฿4,518
per adult
100% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
฿2,341
per adult
76% of travellers recommend
Top hotels in Cutthroat Harbor Estates
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ฿3,527 per night from 11 Aug to 12 Aug
฿3,527
per night
11 Aug - 12 Aug
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! (2,419 reviews)
"No housekeeping, the room is not clean and they said that they will charge for housekeeping services. So bad. No private beach as advertised"
Reviewed on 10 Aug 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ฿3,990 per night from 9 Sept to 10 Sept
฿3,990
per night
9 Sept - 10 Sept
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 ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ฿4,761 per night from 25 Aug to 26 Aug
฿4,761
per night
25 Aug - 26 Aug
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! (1,855 reviews)
"We had a lovely stay at Havana Cabana!! The pool was so much fun!!! Clean, relaxing and a friendly staff!!! Highly recommend this hotel!!!"
Reviewed on 10 Aug 2026
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is ฿4,463 per night from 11 Aug to 12 Aug
฿4,463
per night
11 Aug - 12 Aug
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! (1,326 reviews)
"After going many times to Key West i can say this is a top three hotels in the area"
Reviewed on 10 Aug 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is ฿5,257 per night from 13 Aug to 14 Aug
฿5,257
per night
13 Aug - 14 Aug
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! (1,026 reviews)
"Comfortable room with everything we needed"
Reviewed on 10 Aug 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is ฿3,344 per night from 20 Aug to 21 Aug
฿3,344
per night
20 Aug - 21 Aug
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! (1,298 reviews)
"Convenience"
Reviewed on 10 Aug 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.
Check Cutthroat Harbor Estates hotel availability
Where to stay in Cutthroat Harbor Estates
Find the best Cutthroat Harbor Estates areas for the activities you enjoy most.
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.
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.
Bay Point
While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound 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 Big Pine Key Flea Market and Venture Out Keys.
