Cutthroat Harbor Estates, FL
Summerland Key
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Cutthroat Harbor Estates Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ₩181,486 per night from Jun 30 to Jul 1
₩181,486
per night
Jun 30 - Jul 1
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! (1,250 reviews)
"We only stayed 2 nights and went to downtown Key West. The room was very clean but extremely small. It was a king bed with a bathroom. We did appreciate the large TV, mini fridge, and the shower/tub was very nice. The shampoo, conditioner, and body wash included was like from a salon. The pool area ..."
Reviewed on Jun 26, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is ₩148,357 per night from Jun 29 to Jun 30
₩148,357
per night
Jun 29 - Jun 30
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 ...
7.6/10 Good! (1,033 reviews)
"Bed were like concrete but everything else was great!"
Reviewed on Jun 25, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ₩181,486 per night from Jun 30 to Jul 1
₩181,486
per night
Jun 30 - Jul 1
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 ...
7.6/10 Good! (1,442 reviews)
"Soma was amazing!! Made our stay here wonderful and we would highly recommend Blue Famingp!!"
Reviewed on Jun 27, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is ₩205,542 per night from Jun 29 to Jun 30
₩205,542
per night
Jun 29 - Jun 30
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! (1,669 reviews)
A must stay at least once
"I love this place. We had everything we need in 1 place."
Reviewed on Jun 26, 2025

Havana Cabana at Key West
3420 N. Roosevelt Blvd, Key West, FL
The price is ₩155,994 per night from Jul 16 to Jul 17
₩155,994
per night
Jul 16 - Jul 17
Enjoy free WiFi, free parking, and breakfast (surcharge).
8.8/10 Excellent! (1,727 reviews)
Great stay
"Place was great this is the 2nd time staying here. Staff is awesome, place is super clean and the pool is amazing, only issue was says it’s adults only but it’s not had a bunch of kid running around the pool and that’s fine, jyst was under the impression it was adults only."
Reviewed on Jun 26, 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
The price is ₩247,406 per night from Jul 20 to Jul 21
₩247,406
per night
Jul 20 - Jul 21
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,005 reviews)
"Would stay again"
Reviewed on Jun 25, 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 Florida Keys Beaches, some noteworthy sights in the nearby area.

Breezeswept Beach Estates
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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.