Cutthroat Harbor Estates Travel Guide

Summerland Key

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.

Things to do


Top hotels in Cutthroat Harbor Estates

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is Rp1.911.976 per night from 17 Aug to 18 Aug
Rp1.911.976
Rp3.864.860 total
17 Aug - 18 Aug
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! (2,405 reviews)
"Clean. Balcony was very good, Beach access."

Reviewed on 6 Aug 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 Rp2.082.021 per night from 18 Aug to 19 Aug
Rp2.082.021
Rp3.351.006 total
18 Aug - 19 Aug
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 ...
8.6/10 Excellent! (2,604 reviews)
"Everything is absolutely satisfied by me However you can still improve more better I really enjoyed myself"

Reviewed on 6 Aug 2026

Blue Flamingo Resort Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is Rp2.324.117 per night from 23 Aug to 24 Aug
Rp2.324.117
Rp3.750.507 total
23 Aug - 24 Aug
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 ...
Havana Cabana at 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 Rp2.403.589 per night from 11 Aug to 12 Aug
Rp2.403.589
Rp3.780.197 total
11 Aug - 12 Aug
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 ...
The Perry Hotel & Marina Key West
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
The price is Rp2.849.757 per night from 9 Aug to 10 Aug
Rp2.849.757
Rp3.710.240 total
9 Aug - 10 Aug
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! (1,017 reviews)
"Our stay was excellent! The service was outstanding from the moment we arrived. We were traveling with children, and they kindly allowed us to check in an hour early since our room was already ready, which we really appreciated. The room was spotless, everything was clean and well maintained, and ..."

Reviewed on 6 Aug 2026

The Laureate 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 Rp1.813.923 per night from 20 Aug to 21 Aug
Rp1.813.923
Rp2.545.119 total
20 Aug - 21 Aug
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 ...
Hilton Garden Inn Key West / The Keys Collection
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.

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.

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.

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.

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 Venture Out Keys.



Cutthroat Harbor Estates Travel Guide