Cutthroat Harbor Estates
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 RM598 per night from 3 Jun to 4 Jun
RM598
RM894 total
3 Jun - 4 Jun
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 ...
8.4/10 Very Good! (2,212 reviews)
Excellent room service! Thanks for the stay.
Reviewed on 12 May 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is RM561 per night from 27 May to 28 May
RM561
RM890 total
27 May - 28 May
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 ...
9/10 Wonderful! (1,793 reviews)
Great atmosphere, great food and very friendly staff!
Reviewed on 12 May 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is RM586 per night from 25 May to 26 May
RM586
RM770 total
25 May - 26 May
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! (1,223 reviews)
Rooms are dark! Worst Hilton I have ever stayed in. The floor tiles were lifted. Our TVs volume did not work. The pool and bar area was nice.
Reviewed on 12 May 2026

The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is RM626 per night from 25 May to 26 May
RM626
RM814 total
25 May - 26 May
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business centre and daily housekeeping. Our guests praise the pool and the helpful ...
9.2/10 Wonderful! (1,031 reviews)
Staff were great and very accommodating. Everything was clean. Would definitely recommend and stay here again in the future. What a pleasant experience!
Reviewed on 12 May 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is RM615 per night from 27 May to 28 May
RM615
RM1,069 total
27 May - 28 May
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! (2,215 reviews)
Nice hotel, rooms were clean and spacious. Shuttle takes you to town. Nice pool but beach is not swimmable. Friendly and helpful staff. Highly recommend.
Reviewed on 12 May 2026

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 RM684 per night from 31 May to 1 Jun
RM684
RM902 total
31 May - 1 Jun
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 ...
8.4/10 Very Good! (1,023 reviews)
My boyfriend and I loved this hotel for our weekend to Key West. It had everything you could need or want, and the staff was extremely kind and helpful. Food was delicious, pool was clean and nice, and so was everything else. We'll stay here again if we return to KW.
Reviewed on 12 May 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.
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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 Florida Keys Beaches.

Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Big Pine Key Flea Market and Munson Island.

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.
