Cutthroat Harbor Estates

Summerland Key

Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.
Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.
Beach sunset paradise vacation dream tourist lifestyle woman walking on shore banner panoramic background. Woman relaxing in Lovers key, South west coast of Florida, USA travel.


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 S$545 per night from 10 Mar to 11 Mar
S$545
10 Mar - 11 Mar
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 ...
8.2/10 Very Good! (1,950 reviews)
Room was clean and beautifully decorated, the bed was extremely comfortable! We experienced exceptional hospitality and really enjoyed our stay. Very relaxing!

Reviewed on 23 Feb, 2026

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
The price is S$638 per night from 3 Mar to 4 Mar
S$638
3 Mar - 4 Mar
includes taxes & fees
Stay at this luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. Popular ...
9/10 Wonderful! (1,803 reviews)
Very clean rooms and beautiful location.

Reviewed on 24 Feb, 2026

Oceans Edge Key West Resort, Hotel & Marina
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is S$544 per night from 23 Mar to 24 Mar
S$544
23 Mar - 24 Mar
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 ...
8.8/10 Excellent! (1,689 reviews)
Rooms were nice. Pool area was great. Great location.

Reviewed on 24 Feb, 2026

Havana Cabana at 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 S$586 per night from 22 Mar to 23 Mar
S$586
22 Mar - 23 Mar
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 ...
8.2/10 Very Good! (1,021 reviews)
Nice clean hotel. Smathers beach right down the road. Shuttle to Duval and the airport were very nice.

Reviewed on 24 Feb, 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 S$547 per night from 4 Mar to 5 Mar
S$547
4 Mar - 5 Mar
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 ...
9/10 Wonderful! (1,005 reviews)
Great place, very clean, would def stay again.

Reviewed on 23 Feb, 2026

The Laureate 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 S$641 per night from 22 Mar to 23 Mar
S$641
22 Mar - 23 Mar
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! (1,211 reviews)
Outstanding

Reviewed on 21 Feb, 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.

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

Other neighbourhoods around Cutthroat Harbor Estates

Default Image

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 Upper Sugarloaf Sound.

Cudjoe Gardens
Bahia Honda State Park - Calusa Beach, Florida Keys - tropical beach - USA.

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.

Breezeswept Beach Estates
Sugarloaf Shores featuring a bay or harbor

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.

Sugarloaf Shores


Cutthroat Harbor Estates