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
The price is Rp2.106.952 per night from 16 Aug to 17 Aug
Rp2.106.952
Rp4.093.697 total
16 Aug - 17 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! (2,398 reviews)
"Not as advertised. Limited to no access to the beach. The pool was ugly and outdated. Also, far from downtown."

Reviewed on 2 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 Rp2.175.075 per night from 3 Sept to 4 Sept
Rp2.175.075
Rp3.460.696 total
3 Sept - 4 Sept
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 ...
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 Rp2.105.226 per night from 19 Aug to 20 Aug
Rp2.105.226
Rp3.507.188 total
19 Aug - 20 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 Rp2.622.742 per night from 30 Aug to 31 Aug
Rp2.622.742
Rp4.034.427 total
30 Aug - 31 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 ...
9.4/10 Exceptional! (1,309 reviews)
"The hotel is nice enough. The staff was very helpful and responsive. One bad thing was the bed. It was hard as a rock and the spring creaked everytime you moved. Both of our backs were screaming by the end of the stay. (4 nights) I must say that we did not complain to staff until checkout because ..."

Reviewed on 1 Aug 2026

The Perry Hotel & Marina 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 Rp1.973.049 per night from 20 Aug to 21 Aug
Rp1.973.049
Rp2.726.548 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
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is Rp2.865.498 per night from 13 Aug to 14 Aug
Rp2.865.498
Rp3.730.734 total
13 Aug - 14 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! (1,010 reviews)
"Extremadamente limpio, super espacioso y agradable"

Reviewed on 2 Aug 2026

The Laureate 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.

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 Munson Island.



Cutthroat Harbor Estates Travel Guide