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 S$265 per night from 1 Jun to 2 Jun
S$265
1 Jun - 2 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! (2,290 reviews)
"The property was clean and nice. They did leave my door unlocked and propped open when cleaning. Thank God nothing was taken. I did have an issue with how they handled the situation. They did offer 3 free drink tickets but I do not drink really. Used one and asked if they could maybe just comp the ..."
Reviewed on 27 May, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is S$286 per night from 24 Jun to 25 Jun
S$286
24 Jun - 25 Jun
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! (1,784 reviews)
"This was such a fun hotel to stay in with an awesome pool and a shuttle to downtown so I didn't have to worry about finding parking. I especially loved the DJ at the pool every day spinning great tropical tunes combined with 80's dance music, and shots at 2PM daily! I wish I had stayed an extra night ..."
Reviewed on 27 May, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is S$218 per night from 22 Jun to 23 Jun
S$218
22 Jun - 23 Jun
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! (1,226 reviews)
"The pool side bar was great finger foods were very good. Breakfast was kind of expensive. For what they offer. One outstanding was the rooms. Staff looked very over worked."
Reviewed on 27 May, 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
The price is S$264 per night from 7 Jun to 8 Jun
S$264
7 Jun - 8 Jun
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! (1,000 reviews)
"Their staff was horrible. They have booking procedures that say one thing when booking but then they cancel your booking for procedures not stated on the booking site. I called the property to speak directly to the staff. The first time they said they are unable to update the website to match the ..."
Reviewed on 27 May, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is S$340 per night from 9 Jun to 10 Jun
S$340
9 Jun - 10 Jun
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! (2,250 reviews)
"Location is great, pool is beautiful and the staff were pleasant. Our 3rd time there."
Reviewed on 27 May, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is S$260 per night from 4 Jun to 5 Jun
S$260
4 Jun - 5 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! (1,031 reviews)
"Staff and amenities were great. The hotel needs to be cleaned and updated, especially the bathrooms."
Reviewed on 27 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 Venture Out Keys 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.
