Cutthroat Harbor Estates Travel Guide
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 3.357.315 ₫ per night from 19 Nov to 20 Nov
3.357.315 ₫
5.110.949 ₫ total
19 Nov - 20 Nov
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! (1,680 reviews)
Staff was horrible on directions to room. We had to give directions to 4 different sets of new guests as well as getting lost ourselves. Place was great. Nice location.
Reviewed on 13 Nov 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is 1.881.604 ₫ per night from 1 Dec to 2 Dec
1.881.604 ₫
3.599.161 ₫ total
1 Dec - 2 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 ...
7.8/10 Good! (1,693 reviews)
What a fun little resort. The amenities are fabulous! They have live music. We heard Ike Kanakanaui. He was REALLY good!
Reviewed on 14 Nov 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is 3.735.112 ₫ per night from 8 Dec to 9 Dec
3.735.112 ₫
5.785.636 ₫ total
8 Dec - 9 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! (1,734 reviews)
Very clean and private. Make sure you are aware of resort fees and parking fees. In my opinion, there is no need to rent a car. The property provides a shuttle service that takes you to Key West. We will definitely stay here again and not rent a car. The marina is lovely. It is not “beach side” but ...
Reviewed on 10 Nov 2025
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is 3.912.543 ₫ per night from 2 Dec to 3 Dec
3.912.543 ₫
5.927.804 ₫ total
2 Dec - 3 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! (1,147 reviews)
What a beautiful property! We had an amazing time. Plenty of amenities and the staff was top notch.
Reviewed on 13 Nov 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is 3.478.596 ₫ per night from 30 Nov to 1 Dec
3.478.596 ₫
4.802.834 ₫ total
30 Nov - 1 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! (1,000 reviews)
Loved the downtown shuttle and the pool area.
Reviewed on 11 Nov 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is 2.297.720 ₫ per night from 3 Dec to 4 Dec
2.297.720 ₫
3.326.161 ₫ total
3 Dec - 4 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! (1,115 reviews)
Clean rooms. Reasonable rates. Great location.
Reviewed on 7 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.
