Cutthroat Harbor Estates
Summerland Key
Visit Cutthroat Harbor Estates
Top hotels in Cutthroat Harbor Estates

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is S$418 per night from 11 Jan to 12 Jan
S$418
11 Jan - 12 Jan
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! (1,879 reviews)
Front desk staff was excellent as was the breakfast staff. Only had breakfast and it was excellent. Room could’ve been cleaner because that was disappointing. Two out of three soaps didn’t work in the shower. Overall a nice stay.
Reviewed on 7 Jan, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is S$409 per night from 11 Jan to 12 Jan
S$409
11 Jan - 12 Jan
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! (1,820 reviews)
The property at the resort is beautiful. Lots of fun games out by the pools - ping pong, bocce ball, corn hole, shuffle board, etc. Nice atmosphere and well-kept grounds.
Reviewed on 3 Jan, 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is S$470 per night from 12 Jan to 13 Jan
S$470
12 Jan - 13 Jan
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! (1,770 reviews)
Friendly staff
Reviewed on 2 Jan, 2026

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is S$438 per night from 13 Jan to 14 Jan
S$438
13 Jan - 14 Jan
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! (1,000 reviews)
Nice property.
Reviewed on 6 Jan, 2026

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is S$545 per night from 25 Jan to 26 Jan
S$545
25 Jan - 26 Jan
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! (1,186 reviews)
The location is wonderful! We love it being away from the crowd and noise, but only a short drive away from all the fun activities
Reviewed on 3 Jan, 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is S$428 per night from 12 Jan to 13 Jan
S$428
12 Jan - 13 Jan
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 ...
7.8/10 Good! (1,175 reviews)
Qqq
Reviewed on 30 Dec, 2025
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.
Check Cutthroat Harbor Estates hotel availability
Other neighbourhoods around Cutthroat Harbor Estates

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.

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.

Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Upper Sugarloaf Sound and Florida Keys Beaches.