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
Fully refundableReserve now, pay when you stay
The price is S$258 per night from 29 Jul to 30 Jul
S$258
29 Jul - 30 Jul
includes taxes & fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,372 reviews)
"I had arrived at the key west express terminal. I asked for transportation pick up, and they did not accommodate. other than that stay was good. I rented a golfcart at the hotel to move around the area. That was nice overall its a nice place to stay"
Reviewed on 22 Jul, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is S$247 per night from 21 Aug to 22 Aug
S$247
21 Aug - 22 Aug
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,484 reviews)
"Good"
Reviewed on 23 Jul, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is S$387 per night from 24 Jul to 25 Jul
S$387
24 Jul - 25 Jul
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,691 reviews)
"The only negative thing I can say; is that the A/C in our room didn’t work to well or it was just that hot!"
Reviewed on 20 Jul, 2025

Havana Cabana at Key West
3420 N. Roosevelt Blvd, Key West, FL
The price is S$335 per night from 19 Aug to 20 Aug
S$335
19 Aug - 20 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,761 reviews)
"Easy access, downtown transportation was very handy."
Reviewed on 22 Jul, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is S$196 per night from 3 Aug to 4 Aug
S$196
3 Aug - 4 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.6/10 Good! (1,043 reviews)
"Only stayed one night due to beaches having a lot of seaweed. But the room itself and the pool were great. The drinks at the bar were amazing. Would come back to give keywest another shot"
Reviewed on 19 Jul, 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
The price is S$313 per night from 12 Aug to 13 Aug
S$313
12 Aug - 13 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,039 reviews)
"Loved our stay at the Perry. The marina was such a peaceful setting that really added to the experience. The staff were so kind and genuine in every interaction. It was a wonderfully relaxed but polished vibe."
Reviewed on 22 Jul, 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 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 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 Florida Keys Beaches and Sugarloaf Beach.