Cutthroat Harbor Estates Travel Guide
Tourist Guide
Visit Cutthroat Harbor Estates
Our pick of the best Cutthroat Harbor Estates Hotel Deals
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, laundry facilities and patios. Our guests praise the property condition in their reviews. Popular ...
8.4/10 Very Good! (126 reviews)
Convenient to the wedding we attended.
Reviewed on 17 Apr 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is NZ$398 per night from 25 May to 26 May
NZ$398
25 May - 26 May
includes taxes & fees
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 ...
8.4/10 Very Good! (2,220 reviews)
The air conditioner did not work properly. No matter what we set it to at night, it jumped back to 72 degrees. I called the front desk around midnight and no one answered. Early in the morning it went to the temperature we'd set it for. Other members of our party had the same issue in their room. ...
Reviewed on 11 May 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundable
The price is NZ$380 per night from 27 May to 28 May
NZ$380
27 May - 28 May
includes taxes & fees
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! (1,788 reviews)
Extremely clean. Only 2 floors so it’s not a big hotel but the room was spacious for my husband and I. Pool area was nice also.
Reviewed on 11 May 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is NZ$347 per night from 25 May to 26 May
NZ$347
25 May - 26 May
includes taxes & fees
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! (1,232 reviews)
We had an absolutely wonderful stay at the Hilton Garden Inn Key West / The Keys Collection. The property was clean, comfortable, and had such a relaxing resort-style atmosphere, especially around the pool area. The shuttle service to Old Town made exploring incredibly easy, and the staff was friendly ...
Reviewed on 8 May 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is NZ$347 per night from 25 May to 26 May
NZ$347
25 May - 26 May
includes taxes & fees
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! (1,025 reviews)
I had heard about this amazing hotel form a coworker who raved about The Laureate Hotel so I had to inquire. Boy was I absolutely satisfied. I came for my boyfriend’s birthday to get away and relax. From the helpful staff and efficient check in process I was sure to have an amazing experience. The ...
Reviewed on 8 May 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is NZ$479 per night from 27 May to 28 May
NZ$479
27 May - 28 May
includes taxes & fees
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! (2,213 reviews)
Never again
Reviewed on 10 May 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.
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Other neighbourhoods around Cutthroat Harbor Estates
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.
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 Munson Island.
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.
