Cutthroat Harbor Estates, FL
Summerland Key
Visit Cutthroat Harbor Estates
Things to do
Key West Sunset Cruise & Glass Bottom Eco Tour
￥10,974
per adult
76% of travellers recommend
Key West Mangrove Kayak Eco Tour
￥12,550
per adult
100% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
￥8,723
per adult
88% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
￥6,103
per adult
88% of travellers recommend
Full-Day Trip to Key West from Miami
￥11,766
per traveler
80% of travellers recommend
Cutthroat Harbor Estates Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ￥17,256 per night from Oct 1 to Oct 2
￥17,256
￥28,264 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ￥17,468 per night from Oct 1 to Oct 2
￥17,468
￥29,585 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,860 reviews)
"Excellent place, beautiful decor, rooms, pool, will stay again. Well recommended place."
Reviewed on Sep 29, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ￥12,375 per night from Oct 1 to Oct 2
￥12,375
￥28,971 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,573 reviews)
"The apartment itself was spacious, clean and fairly well maintained. Concierge and check in staff were helpful. The pool area was ok but thought the grounds could have been better maintained and some of the stairwells could do with an update. You need your room key to use the stairwells which is ..."
Reviewed on Sep 30, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is ￥20,647 per night from Oct 7 to Oct 8
￥20,647
￥28,539 total
Oct 7 - Oct 8
includes taxes & fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,110 reviews)
"Close to everything, comfortable stay"
Reviewed on Sep 28, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is ￥17,244 per night from Oct 4 to Oct 5
￥17,244
￥23,827 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8.2/10 Very Good! (1,327 reviews)
"Thank you"
Reviewed on Sep 28, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is ￥26,060 per night from Oct 6 to Oct 7
￥26,060
￥29,317 total
Oct 6 - Oct 7
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,534 reviews)
"We were surprised not to find hot water. And the bed sheets seemed to be used. The room was extremely dark."
Reviewed on Sep 30, 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 and neighborhoods for the activities you enjoy most.
Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.
Bay Point
Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.
