Cutthroat Harbor Estates Vacations

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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
A waterfront property with a pool, palm trees, and a building with a white roof.

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.

Find hotels in Sugarloaf Shores
An aerial view of a bridge over turquoise water.

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.

Find hotels in Cudjoe Gardens
An aerial view of a coastal area with a long bridge connecting two landmasses, clear turquoise waters, and a clear blue sky with scattered clouds.

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.

Find hotels in Breezeswept Beach Estates

Cutthroat Harbor Estates Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
AED 434
AED 695 total
13 Oct - 14 Oct
includes taxes & fees
Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
AED 353
AED 748 total
27 Oct - 28 Oct
includes taxes & fees
8.6/10 Excellent! (2,591 reviews)
"We were extremely pleased with our room, the staff and the facilities. We had a 1 bedroom suite with an ocean view and it was all we could have hoped for. Our only minor issue was the availability of luggage carts could have been more accessible. Overall, an Outstanding property and stay."

Reviewed on 8 October 2026

Beachside Resort & Residences
Havana Cabana at Key West

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
AED 518
AED 816 total
25 Oct - 26 Oct
includes taxes & fees
9/10 Wonderful! (1,869 reviews)
"Awesome pool, great service & very comfy beds. We will 100% stay there again. Highly recommend!"

Reviewed on 7 October 2026

Havana Cabana at Key West
See all 1,393 properties in Cutthroat Harbor Estates
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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