Cutthroat Harbor Estates Holidays from £764

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Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was £1,281, price is now £764 per person
£764
per person
4 Jun - 11 Jun
found 24 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.6/10 Excellent! (1,000 reviews)
Food is serve in small portions, but good and decent price, drinks are expensive, but not as expensive as other places close by. The hotel is in an excellent location, close to beach, very friendly/safe environment, and all the employees are very accommodating and polite. There was some miscommunication with the breakfast, because in our end said breakfast included, but the folks in the hotel said that breakfast was not included in our stay; we didn't argue, but other than that, it is an excellent location and easy to check in and out.

Reviewed on 12 Apr 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was £16,067, price is now £7,265 per person
£7,265
per person
13 Jun - 17 Jun
found 15 hours ago
Return flight included
London (LHR) to Miami (MIA)
8/10 Very Good! (1 review)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was £3,627, price is now £2,067 per person
£2,067
per person
4 Jun - 11 Jun
found 24 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9.4/10 Exceptional! (1,471 reviews)
Love the 1 over any other hotel in Miami!

Reviewed on 6 Apr 2026

Hyde Beach House Hollywood Pr Suites

Hyde Beach House Hollywood Pr Suites

4 out of 5
Hollywood Beach
Save 100% on your flight
Price was £5,062, price is now £2,909 per person
£2,909
per person
15 Jun - 22 Jun
found 23 hours ago
Return flight included
London (LON) to Miami (MIA)
6.8/10 (14 reviews)
My family had a perfect vacation. Beautiful hotel very spacious and comfortable for my family of 5. Also enjoyed the Beautiful pool and breathing view. Will definitely visit again.

Reviewed on 28 Jun 2024

Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Save 100% on your flight
Price was £3,361, price is now £1,988 per person
£1,988
per person
21 Jun - 27 Jun
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9.2/10 Wonderful! (443 reviews)
Amazing staff and best location.

Reviewed on 7 Apr 2026

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

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.

Find hotels in Sugarloaf Shores

Top hotels in Cutthroat Harbor Estates

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cudjoe Key FL
8.4/10 Very Good! (125 reviews)
Great location for all we wanted to do. The house is an older property and could use a bit more maintenance but it worked well for us, not fancy but very clean!

Reviewed on 20 Mar 2026

Get rates
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is £191 per night from 10 May to 11 May
£191
10 May - 11 May
includes taxes & fees
8.2/10 Very Good! (2,084 reviews)
Overall, our stay at the Blue Flamingo was very good. The staff was excellent. A few things: more lounge chairs by the pool would be good as they fill up quickly.

Reviewed on 11 Apr 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is £228 per night from 13 Apr to 14 Apr
£228
13 Apr - 14 Apr
includes taxes & fees
8.6/10 Excellent! (2,135 reviews)
Ok

Reviewed on 12 Apr 2026

Beachside Resort & Residences
See all 1,364 properties in Cutthroat Harbor Estates
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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Frequently asked questions

How much does a Cutthroat Harbour Estates travel package cost?
From as little as £764, you can tailor make your Cutthroat Harbour Estates travel package. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Cutthroat Harbour Estates travel package?
Yes you can, and we're here to help. You may be able to change or cancel your Cutthroat Harbour Estates travel package at no cost if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, take a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Cutthroat Harbour Estates?
Book everything in the one place with our Cutthroat Harbour Estates travel packages. You'll find bargains on hotels, flights, tours and more that'll keep your budget happy and your adventurous side busy. And, with more than 550 partner airlines and 1,000,000 hotel options across the globe to pick from, there are endless opportunities to mix and match as you like.
Does Expedia offer Book Now, Pay Later Cutthroat Harbour Estates holidays?
Expedia has joined forces with online lender Klarna to make your next trip a bit easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday in multiple transactions.
  • Low deposit holidays: Clicking the "book now" button is easier with this option. Just put down a small deposit on your holiday and then start packing your bags.

What are the top hotels in Cutthroat Harbour Estates?
Get your holiday off to a great start by booking a room at Waterfront Fresh And Cosy 2 Bedroom 35 Sea Wallnew Uv Light Air Purification Safe. It's one of most popular properties in Cutthroat Harbour Estates. Another welcoming option is Oceanside Paradise In The Fl Keys Free Kayaks Bikes Wifi Outdoor Bbq Grill.
How far in advance should I book my Cutthroat Harbour Estates holiday?
It all depends on the airline, but you can normally compare international flights on Expedia up to 12 months in advance. While it's advisable to book ahead of time, lucky customers will occasionally nab a cheaper ticket just weeks before the date of departure.
What does an Expedia Cutthroat Harbour Estates travel package include?
That depends entirely on you. You can pick from a range of Cutthroat Harbour Estates bundles, such as a rental car, flight and hotel. You can also book a flight with a hotel, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your Cutthroat Harbour Estates trip looks like, you'll save!
What should I know before booking a Cutthroat Harbour Estates travel package?
When you book your hotels, flights and car rentals together, you'll enjoy amazing discounts. Whether you're planning a beach break in a villa or want to stay in a fancy hotel in the city, Expedia will help make it happen.
Can I choose my airline with a Cutthroat Harbour Estates Expedia travel package?
You certainly can. We offer more than 550 airline partners all over the world, so fly with the carrier that matches your budget and travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.