Cutthroat Harbor Estates, FL
Summerland Key
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Cutthroat Harbor Estates Hotel Deals
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
$201 nightly
The price is $226 total per night from Sep 21 to Sep 22
$226 total
Sep 21 - Sep 22
Total with taxes and fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,714 reviews)
"The staff. the staff was helpful and kind. my room was clean,it was an amazing stay"
Reviewed on Sep 8, 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
$198 nightly
The price is $223 total per night from Sep 15 to Sep 16
$223 total
Sep 15 - Sep 16
Total with taxes and fees
Stay at this 3.5-star 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. ...
8.4/10 Very Good! (1,519 reviews)
"The check in was easy and the front desk staff communicates via text and email if there are issues. They offer a free ride downtown at the top of the hour. This saved us $12 each way if we had to get an Uber. The restaurant is very good! The breakfast is mainly baked goods all made in house. Again ..."
Reviewed on Sep 8, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
$135 nightly
The price is $151 total per night from Sep 21 to Sep 22
$151 total
Sep 21 - Sep 22
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 ...
7.8/10 Good! (1,077 reviews)
"The outside of the property on the building could use a good paint job and the doors and the steps and windows were dirty"
Reviewed on Sep 8, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
$160 nightly
The price is $180 total per night from Sep 15 to Sep 16
$180 total
Sep 15 - Sep 16
Total with taxes and fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,576 reviews)
"100% Recommended"
Reviewed on Sep 8, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
$137 nightly
The price is $154 total per night from Sep 28 to Sep 29
$154 total
Sep 28 - Sep 29
Total with taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,002 reviews)
"Staff was great and property was extremely clean at all times. Very well maintained"
Reviewed on Aug 26, 2025
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard, Key West, FL
$277 nightly
The price is $312 total per night from Sep 16 to Sep 17
$312 total
Sep 16 - Sep 17
Total with taxes and fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,013 reviews)
"Very friendly staff, the room was clean and had all the essentials, the air conditioning ran super cold which was what was needed!"
Reviewed on Sep 9, 2025
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 neighborhoods around Cutthroat Harbor Estates
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.
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.
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.
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