Cutthroat Harbor Estates Travel Guide

Summerland Key

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
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, laundry facilities and patios. Our guests praise the property condition in their reviews. Popular ...
8.4/10 Very Good! (125 reviews)
Great location for all we wanted to do. The house is an older property and could use a bit more maintenance but it worked well for us, not fancy but very clean!

Reviewed on 20 Mar 2026

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

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is £190 per night from 11 May to 12 May
£190
11 May - 12 May
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! (2,080 reviews)
Clean room

Reviewed on 11 Apr 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 £228 per night from 13 Apr to 14 Apr
£228
13 Apr - 14 Apr
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! (2,134 reviews)
Clean, friendly, excellent service

Reviewed on 11 Apr 2026

Beachside Resort & Residences
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is £215 per night from 21 Apr to 22 Apr
£215
21 Apr - 22 Apr
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! (1,747 reviews)
When I first checked in, I was a little worried because the young kid at the desk did have an attitude once we got past that everybody else at that hotel was very welcoming and I enjoyed it all the way until we checked out.

Reviewed on 11 Apr 2026

Havana Cabana at 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 £253 per night from 10 May to 11 May
£253
10 May - 11 May
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! (1,862 reviews)
Our once-in-a-lifetime family trip was deeply disappointing because of our experience with the restaurant staff at Oceans Edge Resort & Marina Key West. Their rude and unprofessional behavior had a major negative impact on what should have been a special vacation. We chose to eat most of our meals ...

Reviewed on 11 Apr 2026

Oceans Edge Key West Resort, Hotel & Marina
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
The price is £204 per night from 4 May to 5 May
£204
4 May - 5 May
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)
We loved the place.

Reviewed on 10 Apr 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.



Cutthroat Harbor Estates Travel Guide

Choose two or more items and save on your trip: