Cutthroat Harbor Estates Vacations from $660
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The Latest Cutthroat Harbor Estates Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
South Beach
Price was $2,466, price is now $959 per person
$959
per person
Jan 22 - Jan 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Wonderful stay for it being our first time in Miami. The hotel was clean and perfectly sized for a nice short trip. Location was incredible being on Ocean drive. Pricing was extremely fair for it being a holiday week and the service was incredible. Thank you for a good time and a pleasant stay!
Reviewed on Nov 28, 2025
Bay Breeze Premium Apartments By Eskape Collection
Price was $1,660, price is now $664 per person
$664
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Will be nice if the hotel can think about what a new hotel guest will be going through. They will usually drive up to the hotel and look for parking. Then they will look into how to check-in and how to get to their room. It will be nice to mention in the welcome text to fill out the registration and the credit card authorization, AND also mention if we have a vehicle, what shall we do. Also will be helpful if the text will let us know the office in the building will be closed on Saturdays (and Sundays?) We were trying to figure all these out while carrying our luggages under strong winds, lucky it didn't rain. Will also be helpful to text us that we need to submit those 2 forms, then we will receive our gate and door codes. Restroom didn't smell fresh. Other than the aforementioned, the stay was good.
Reviewed on Oct 27, 2025
Iberostar Waves Berkeley Shore
South Beach
Price was $2,165, price is now $946 per person
$946
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (1,449 reviews)
Is a very good hotel. Location is excellent and the staff is very kind. Recommended.
Reviewed on Dec 2, 2025
Where to stay in Cutthroat Harbor Estates
Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most. Learn more about Cutthroat Harbor Estates
Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.
Cutthroat Harbor Estates Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $253 total per night from Dec 15 to Dec 16
$253 total
Dec 15 - Dec 16
Total with taxes and fees
8.6/10 Excellent! (1,734 reviews)
Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready ...
Reviewed on Dec 3, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $191 total per night from Dec 7 to Dec 8
$191 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (1,750 reviews)
Yes
Reviewed on Dec 1, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Dec 8 to Dec 9
$227 total
Dec 8 - Dec 9
Total with taxes and fees
8.8/10 Excellent! (1,760 reviews)
My stay at this hotel was absolutely outstanding! From the moment I arrived, I felt welcomed and well taken care of. The staff were incredibly professional, friendly, and always ready to help with anything I needed.
Reviewed on Dec 1, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.