Cutthroat Harbor Estates Travel Guide

Tourist Guide

A calm lake with several white birds, including herons and pelicans, on the water's edge.
A beach with dead trees and a calm sea at sunset.

Activities


Our pick of the best Cutthroat Harbor Estates Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is NZ$444 per night from 6 July to 7 July
NZ$444
6 July - 7 July
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! (2,310 reviews)
"The elevator was broken my whole stay and the beach it’s dirty and very small. The pool was good and the food at the pool area was excellent."

Reviewed on 26 June 2026

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is NZ$349 per night from 30 June to 1 July
NZ$349
30 June - 1 July
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! (2,460 reviews)
"Excellent"

Reviewed on 28 June 2026

Blue Flamingo Resort Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
The price is NZ$323 per night from 5 July to 6 July
NZ$323
5 July - 6 July
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! (1,251 reviews)
"Very clean"

Reviewed on 27 June 2026

Hilton Garden Inn Key West / The Keys Collection
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is NZ$358 per night from 14 July to 15 July
NZ$358
14 July - 15 July
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! (1,815 reviews)
"We had an amazing time, the staff was really nice. The pool was amazing. The only downside was we thought this was a 21 plus resort, but it’s not. We googled it, because it was a big selling point for us and it appeared to be, but there were a ton of kids there. Just something to be aware of if that’s ..."

Reviewed on 28 June 2026

Havana Cabana at Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
The price is NZ$711 per night from 5 July to 6 July
NZ$711
5 July - 6 July
includes taxes & fees
Stay at this hotel in Key West. Enjoy free Wi-Fi, free parking and a snack bar/deli. Our guests praise the pool and the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (1,158 reviews)
"Amazing area. I was pleasantly surprised by how lovely it was. I would stay here again,"

Reviewed on 28 June 2026

Hyatt Vacation Club at Windward Pointe, Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
The price is NZ$412 per night from 26 July to 27 July
NZ$412
26 July - 27 July
includes taxes & fees
Stay at this business-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 ...
9.4/10 Exceptional! (1,280 reviews)
"Great"

Reviewed on 27 June 2026

The Perry Hotel & Marina Key West
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.

Our guide on where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas for the activities you enjoy most.

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.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

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 Cook Island and Big Pine Key Flea Market.



Cutthroat Harbor Estates Travel Guide

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