Cutthroat Harbor Estates, FL
Summerland Key
Visit Cutthroat Harbor Estates
Things to do
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$130
per adult
98% of travellers recommend
Key West Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider
$170
per adult
96% of travellers recommend
Key West 1-Hour Guide-Supervised Freestyle Jet Ski Ride
$172
per traveler
Key West Dolphin Tour & Snorkeling- Small Group
$149
per adult
100% of travellers recommend
Cutthroat Harbor Estates Hotel Deals
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and patios. Our guests praise the property condition in our reviews. Popular ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$209 nightly
The price is $235 total per night from Nov 16 to Nov 17
$235 total
Nov 16 - Nov 17
Total with taxes and 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! (1,897 reviews)
"Great hotel, not crowded, great staff. Enjoyed the breakfast and drinks that came with the package. Would recommend."
Reviewed on Oct 27, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night from Oct 28 to Oct 29
$187 total
Oct 28 - Oct 29
Total with taxes and 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 ...
8.6/10 Excellent! (2,762 reviews)
"It was a very nice, well-kept place. The staff was very friendly and knowledgeable. I would NOT recommend buying essentials from this hotel, as they wanted $50 for a beach towel that you can get for $10 off Duval. The elevator was also hit or miss; we got stuck in it twice."
Reviewed on Oct 27, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
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. ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$159 nightly
The price is $179 total per night from Oct 29 to Oct 30
$179 total
Oct 29 - Oct 30
Total with taxes and 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 ...
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$139 nightly
The price is $157 total per night from Nov 17 to Nov 18
$157 total
Nov 17 - Nov 18
Total with taxes and 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 ...
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. Learn more about Cutthroat Harbor Estates
Learn more about Cutthroat Harbor Estates
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.
Cutthroat Harbor Estates, FL
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