Cutthroat Harbor Estates
Summerland Key
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Top hotels in Cutthroat Harbor Estates

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is RM632 per night from 15 Dec to 16 Dec
RM632
RM920 total
15 Dec - 16 Dec
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! (1,722 reviews)
Clean and spacious room. Comfortable bed.
Reviewed on 27 Nov 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is RM419 per night from 4 Dec to 5 Dec
RM419
RM704 total
4 Dec - 5 Dec
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! (1,743 reviews)
Amenities
Reviewed on 29 Nov 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is RM617 per night from 3 Dec to 4 Dec
RM617
RM943 total
3 Dec - 4 Dec
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! (1,754 reviews)
Nice resort. Good food. Nice pool. Friendly staff.
Reviewed on 27 Nov 2025

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is RM512 per night from 15 Dec to 16 Dec
RM512
RM716 total
15 Dec - 16 Dec
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! (1,031 reviews)
Yes
Reviewed on 29 Nov 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is RM2,545 per night from 26 Dec to 27 Dec
RM2,545
RM3,124 total
26 Dec - 27 Dec
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! (1,160 reviews)
Great Hotel will, clean, great staff, wonderful view in the am. The shuttle service to downtown Key West is the a game changer. Will repeat again.
Reviewed on 26 Nov 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is RM488 per night from 14 Dec to 15 Dec
RM488
RM666 total
14 Dec - 15 Dec
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! (1,140 reviews)
Courteous staff
Reviewed on 29 Nov 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.
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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 Venture Out Keys.

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 Venture Out Keys.

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.
