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

Just 20 miles from Key West!  Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cudjoe Key FL
The price is HK$2,735 per night from 22 Feb to 23 Feb
HK$2,735
HK$5,429 total
22 Feb - 23 Feb
includes taxes & fees
Stay at this holiday home in Summerland Key. Enjoy laundry facilities, patios and cable/satellite TV service. Our guests praise the property condition in their ...
8.2/10 Very Good! (118 reviews)
Great location. Quiet.

Reviewed on 3 Jan 2026

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
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 HK$2,461 per night from 2 Feb to 3 Feb
HK$2,461
HK$3,253 total
2 Feb - 3 Feb
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 ...
8.8/10 Excellent! (1,792 reviews)
This place exceeded our expectations!! The rooms were spacious and clean, and we somehow lucked out with incredible water and marina views from the top floor. Food at the Yellowfin restaurant was better than we could have imagined (a few delicious fish dishes, belgian waffle breakfast, and even something ...

Reviewed on 25 Jan 2026

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

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is HK$2,876 per night from 1 Feb to 2 Feb
HK$2,876
HK$3,675 total
1 Feb - 2 Feb
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 ...
8/10 Very Good! (1,896 reviews)
Staff were wonderful!

Reviewed on 24 Jan 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is HK$2,085 per night from 1 Feb to 2 Feb
HK$2,085
HK$3,093 total
1 Feb - 2 Feb
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! (1,939 reviews)
amenities. wish the room was cleaner-lots of sand on the ground from previous guest stay but appreciate the early check-in

Reviewed on 26 Jan 2026

Beachside Resort & Residences
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 HK$3,008 per night from 1 Feb to 2 Feb
HK$3,008
HK$3,648 total
1 Feb - 2 Feb
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 ...
8/10 Very Good! (1,016 reviews)
Staff was excellent. Very clean, updated appearance. Overall great experience.

Reviewed on 22 Jan 2026

DoubleTree Resort by Hilton Grand Key - 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 HK$3,149 per night from 1 Mar to 2 Mar
HK$3,149
HK$4,035 total
1 Mar - 2 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! (1,202 reviews)
The hotel was clean and quiet and all of the staff were friendly. The marina is great with a lot of different activities. We will definitely be returning to The Perry.

Reviewed on 23 Jan 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.

Other neighbourhoods around Cutthroat Harbor Estates

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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 Newfound Harbor Keys.

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