Cutthroat Harbor Estates Travel Guide
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 7.367.992 ₫ per night from 8 Mar to 9 Mar
7.367.992 ₫
10.795.706 ₫ total
8 Mar - 9 Mar
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! (2,055 reviews)
Staff was excellent
Reviewed on 7 Mar 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is 7.290.113 ₫ per night from 8 Mar to 9 Mar
7.290.113 ₫
9.675.916 ₫ total
8 Mar - 9 Mar
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! (1,978 reviews)
Nice clean room and friendly knowledgeable staff
Reviewed on 6 Mar 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is 7.306.436 ₫ per night from 6 Apr to 7 Apr
7.306.436 ₫
10.043.280 ₫ total
6 Apr - 7 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 ...
8.8/10 Excellent! (1,709 reviews)
Clean room, comfy bed
Reviewed on 6 Mar 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is 7.926.887 ₫ per night from 6 Apr to 7 Apr
7.926.887 ₫
9.654.444 ₫ total
6 Apr - 7 Apr
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 ...
8/10 Very Good! (1,215 reviews)
Pictures on their website are a little deceiving compared to actual. Most are from affiliate or nearby hotel amenities.
Reviewed on 5 Mar 2026

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is 9.695.057 ₫ per night from 7 Apr to 8 Apr
9.695.057 ₫
12.547.942 ₫ total
7 Apr - 8 Apr
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! (1,224 reviews)
We truly enjoyed our stay here!! Everyone was so nice!! We will definitely be back again soon
Reviewed on 5 Mar 2026

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is 8.052.941 ₫ per night from 26 Mar to 27 Mar
8.052.941 ₫
9.944.282 ₫ total
26 Mar - 27 Mar
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 ...
8.2/10 Very Good! (1,011 reviews)
Front desk staff (especially Joseph!!) were incredibly friendly and helpful. Breakfast was ample and tasty. The pool was lovely. Room was clean and well-cleaned daily. We did have a little problem with our air conditioning that was partially resolved.
Reviewed on 7 Mar 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 Cook Island and Big Pine Key Flea Market.

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.
