Cutthroat Harbor Estates Travel Guide
Summerland Key
Visit Cutthroat Harbor Estates
Things to do
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
฿1,824
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
฿1,607
per adult
82% of travellers recommend
Key West Express Day Trip from Miami
฿2,375
per adult
88% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
฿1,276
per adult
88% of travellers recommend
Key West Mangrove Kayak Eco Tour
฿2,624
per adult
100% of travellers recommend
Top hotels in Cutthroat Harbor Estates
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ฿2,973 per night from 10 Sept to 11 Sept
฿2,973
฿6,492 total
10 Sept - 11 Sept
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! (2,502 reviews)
"Very happy with this stay. The location is perfect with shopping food coffee The hotel area and the room were so clean the staff were very friendly and gave us everything we needed it was very quiet until the morning Loved hearing the chicken arlam and the shuttle are very services."
Reviewed on 8 Sept 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ฿3,607 per night from 17 Sept to 18 Sept
฿3,607
฿5,908 total
17 Sept - 18 Sept
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 ...
8.6/10 Excellent! (2,658 reviews)
"good , will come back again with my family"
Reviewed on 9 Sept 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ฿3,619 per night from 24 Sept to 25 Sept
฿3,619
฿6,148 total
24 Sept - 25 Sept
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 ...
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
The price is ฿6,252 per night from 22 Sept to 23 Sept
฿6,252
฿8,514 total
22 Sept - 23 Sept
includes taxes & fees
Stay at this hotel in Key West. Enjoy free Wi-Fi, free parking and a snack bar/deli. Our guests praise the pool and the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (1,268 reviews)
"Excellent location"
Reviewed on 8 Sept 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is ฿3,396 per night from 27 Sept to 28 Sept
฿3,396
฿4,931 total
27 Sept - 28 Sept
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! (1,090 reviews)
"We arrive early and our room was ready,clean and spacious, personnal very attentive. Great Stay"
Reviewed on 8 Sept 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is ฿3,734 per night from 17 Sept to 18 Sept
฿3,734
฿5,126 total
17 Sept - 18 Sept
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 ...
8.2/10 Very good! (1,313 reviews)
"Checked in at 10 PM and all lights were on in the room. Thought this was standard but in the morning my husband sees and kills a roach. Then I realize that’s why all the lights were on. Can’t even imagine what was happening when the lights were out. Get back home from Key West and find that a roach ..."
Reviewed on 9 Sept 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.
Check Cutthroat Harbor Estates hotel availability
Where to stay in Cutthroat Harbor Estates
Find the best Cutthroat Harbor Estates areas for the activities you enjoy most.
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.
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.
Bay Point
While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound 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 Cook Island and Munson Island.
