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 3.333.917 ₫ per night from 26 Aug to 27 Aug
3.333.917 ₫
5.080.742 ₫ total
26 Aug - 27 Aug
includes taxes & fees
Stay at this 3.5-star 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 ...
8.4/10 Very Good! (1,457 reviews)
"Great pool"
Reviewed on 15 Aug 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is 2.711.270 ₫ per night from 24 Aug to 25 Aug
2.711.270 ₫
3.789.210 ₫ total
24 Aug - 25 Aug
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! (1,066 reviews)
"Online info needs to be updated."
Reviewed on 17 Aug 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is 3.115.202 ₫ per night from 16 Sept to 17 Sept
3.115.202 ₫
4.982.402 ₫ total
16 Sept - 17 Sept
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,540 reviews)
Good
"At first we were given a room on the first floor that smelled of mildew, had wet ceilings dripping onto the bed and floors we had to go to the receptionist and tell them we could not stay in that room. We were then given a room on a better side of the hotel. We got upgraded to ocean view and the ..."
Reviewed on 15 Aug 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is 3.609.560 ₫ per night from 19 Aug to 20 Aug
3.609.560 ₫
5.579.014 ₫ total
19 Aug - 20 Aug
includes taxes & fees
Stay at this 4-star 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. ...
8.8/10 Excellent! (1,718 reviews)
"Friendly staff, had a couple minor issues in our room but contacted front desk and things were taken care of immediately! Lots of activities located on property (kayaks, paddle boards, bicycles, & pools). This is located away from the hustle and bustle of Key West so it’s quiet. The shuttle is a ..."
Reviewed on 15 Aug 2025

Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard, Key West, FL
The price is 5.443.558 ₫ per night from 16 Sept to 17 Sept
5.443.558 ₫
6.863.033 ₫ total
16 Sept - 17 Sept
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free Wi-Fi, free parking and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,002 reviews)
"Awesome 👏 stay ! Spacious apartments good 😊 for family the only downside was they do not have cleaning rooms services!"
Reviewed on 15 Aug 2025

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
The price is 3.398.283 ₫ per night from 24 Aug to 25 Aug
3.398.283 ₫
4.709.749 ₫ total
24 Aug - 25 Aug
includes taxes & fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,003 reviews)
"Ice machine on our floor didn’t work!"
Reviewed on 15 Aug 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 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.