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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is Rp2.057.408 per night from 27 Aug to 28 Aug
Rp2.057.408
Rp3.311.389 total
27 Aug - 28 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 ...
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 Rp2.551.824 per night from 17 Sept to 18 Sept
Rp2.551.824
Rp3.996.086 total
17 Sept - 18 Sept
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! (1,850 reviews)
"Loved staying here and was one of the best experiences I've had in a long time! Staff took care of me and my party and we turned them into a great friendship! Breakfast was great! Hot and fresh made to my order, simply love it! Hanging by the pool was so relaxing and we even had lunch in our pool ..."

Reviewed on 25 Aug 2026

Havana Cabana at Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is Rp1.890.427 per night from 27 Aug to 28 Aug
Rp1.890.427
Rp3.821.301 total
27 Aug - 28 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. ...
Beachside Resort & Residences
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 Rp2.633.106 per night from 31 Aug to 1 Sept
Rp2.633.106
Rp4.058.234 total
31 Aug - 1 Sept
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
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
The price is Rp2.019.840 per night from 1 Sept to 2 Sept
Rp2.019.840
Rp2.870.404 total
1 Sept - 2 Sept
includes taxes & fees
Stay at this business-friendly resort in Key West. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8.4/10 Very good! (1,088 reviews)
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."

Reviewed on 24 Aug 2026

DoubleTree Resort by Hilton Grand Key - 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 Rp2.817.639 per night from 27 Aug to 28 Aug
Rp2.817.639
Rp3.668.424 total
27 Aug - 28 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! (1,001 reviews)
"Habitación muy bonita y cómoda, con vista al mar pero palmas y otras plantas no dejaban ver completa. Cobraron $250.00 de depósito"

Reviewed on 26 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 Upper Sugarloaf Sound.

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 Cook Island and Venture Out Keys.



Cutthroat Harbor Estates Travel Guide