Cutthroat Harbor Estates Travel Guide
Summerland Key
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Top hotels in Cutthroat Harbor Estates

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is 7.778.843 ₫ per night from 19 Jan to 20 Jan
7.778.843 ₫
10.228.942 ₫ total
19 Jan - 20 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! (1,851 reviews)
No free breakfast
Reviewed on 13 Jan 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is 7.007.844 ₫ per night from 21 Jan to 22 Jan
7.007.844 ₫
9.499.491 ₫ total
21 Jan - 22 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! (1,774 reviews)
very nice
Reviewed on 15 Jan 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is 8.373.356 ₫ per night from 19 Jan to 20 Jan
8.373.356 ₫
10.159.028 ₫ total
19 Jan - 20 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! (1,181 reviews)
Wonderful stay, clean room, attentive staff
Reviewed on 9 Jan 2026

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is 8.124.569 ₫ per night from 19 Jan to 20 Jan
8.124.569 ₫
10.026.786 ₫ total
19 Jan - 20 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! (1,012 reviews)
Very clean. The pool area is fantastic. Good food and bar. Just a heads up though, the planes are extremely loud!
Reviewed on 14 Jan 2026

Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
The price is 12.171.506 ₫ per night from 16 Feb to 17 Feb
12.171.506 ₫
14.875.409 ₫ total
16 Feb - 17 Feb
includes taxes & fees
Stay at this hotel in Key West. Enjoy free Wi-Fi, free parking and concierge services. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.4/10 Exceptional! (1,024 reviews)
Excellent
Reviewed on 7 Jan 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is 8.249.094 ₫ per night from 19 Jan to 20 Jan
8.249.094 ₫
11.792.396 ₫ total
19 Jan - 20 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! (1,902 reviews)
All very nice
Reviewed on 13 Jan 2026
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

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 Newfound Harbor Keys and Cook Island.

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.
