Cutthroat Harbor Estates Vacation Packages

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Top Holiday Package Deals in Cutthroat Harbor Estates

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Overall, the property is great and it’s very close to the beach , the Check in staff was great and friendly. And the bedrooms are renovated very good . However, the bathroom has a sliding door which is glass when you are in the bathroom, your shadow can be seen by the person that is in the bedroom.

Reviewed on Jul. 23, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very Good! (1 review)
Aloha Fridays

Aloha Fridays

3 out of 5
South Beach
per person
Oct 11 - Oct 18
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
8.4/10 Very Good! (36 reviews)
Best service at the restaurant

Reviewed on Jun. 8, 2025

The Gabriel Miami South Beach, Curio Collection by Hilton

The Gabriel Miami South Beach, Curio Collection by Hilton

4 out of 5
South Beach
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.2/10 Very Good! (877 reviews)
Wonderful property and right in the middle of all the action in South Beach. Awesome they had two pools, one in courtyard then an amazing rooftop pool with incredible views! Bathrooms were nice and clean up on rooftop too! Only complaint would be room was pretty hot even with AC, just can’t seem to cool the room enough. Not sure if that’s extremely common for Miami since it’s so how they can’t keep up or what, but that was the same at another hotel we stayed downtown last year. Other than that, great hotel and would absolutely stay there again if going back to South Beach!

Reviewed on Jul. 20, 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
9.4/10 Exceptional! (1,212 reviews)
Good stay, hotel was accommodating whenever I needed something. Great location in south beach. Will be back

Reviewed on Jul. 20, 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
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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.

Find hotels in Sugarloaf Shores

Cutthroat Harbor Estates Hotel Deals

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 CA $182 per night from Jul 28 to Jul 29
CA $182
CA $274 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very Good! (1,375 reviews)
"There wasn’t anything we didn’t like, we had a suite overlooking the ocean and it was quiet and peaceful. The concierge’s were always friendly and helpful with things to do. I will definitely stay here again."

Reviewed on Jul. 23, 2025

Beachside Resort & Residences
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 CA $165 per night from Aug 24 to Aug 25
CA $165
CA $263 total
Aug 24 - Aug 25
includes taxes & fees
7.6/10 Good! (1,488 reviews)
Wonderful
"Had a wonderful experience at this hotel. Staff was friendly and facilities were clean. Soma at the front desk was helpful and ready to assist us with navigating the shuttle service. Sasha and davit were absolute gems when it came to operating the breakfast service all by themselves. Overall had ..."

Reviewed on Jul. 23, 2025

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Aug 18 to Aug 19
CA $207
CA $312 total
Aug 18 - Aug 19
includes taxes & fees
8.8/10 Excellent! (1,691 reviews)
"The only negative thing I can say; is that the A/C in our room didn’t work to well or it was just that hot!"

Reviewed on Jul. 20, 2025

Oceans Edge Key West Resort, Hotel & Marina
See all 1,376 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 Harbor Estates vacation package cost?
From as low as CA $770. Yes, you read that right. Our Cutthroat Harbor Estates packages are an easy way to make your budget go further. Bundle your hotels, flights and car rentals and get to know this wonderful destination.
How do I get a cheap travel package to Cutthroat Harbor Estates?
Lock in flights that fit in with your schedule, add a hotel to your booking and watch the savings pile up with a Cutthroat Harbor Estates vacation package. It's as easy as that! From hotels and flights to tours and rental cars, Expedia makes traveling cheaply a cinch. And with over 550 airlines and 1,000,000 hotels throughout the world to select from, you won't be short of choice.
What are the top hotels in Cutthroat Harbor Estates?
Get your vacation off to a fantastic start by booking a stay at Oceanfront Home With Large Private Deck With Boat Dockage. It's one of most popular properties in Cutthroat Harbor Estates. Another option is Dazzling Bayfront Home With 2 Boat Docks.
How far in advance should I book my Cutthroat Harbor Estates vacation?
Browse Expedia to compare international flights as soon as you know your travel dates. You can usually purchase a seat up to 12 months before departure. If you don't see your preferred carrier, or you've left things to the last moment, don't despair. Cheap tickets to Cutthroat Harbor Estates sometimes emerge just weeks before the date of departure.
What does an Expedia Cutthroat Harbor Estates travel package include?
Expedia has all you need to organize your Cutthroat Harbor Estates trip, but how you structure your package is your choice. Pick from a combination of rental cars, flights and hotels. Searching for some tours or activities to keep you busy? Once you've made your booking, you can add them on too. Whatever your budget or style, there's a package deal to meet your needs.
What should I know before booking a Cutthroat Harbor Estates travel package?
Find deals that fit your budget with an Expedia package. Flights, hotels, rental cars — we have them all. You'll save big dollars just for combining your bookings. Whether you're taking off on a ski adventure or sipping cocktails on a beach, your dream vacation is only a few clicks away.
Can I choose my airline with a Cutthroat Harbor Estates Expedia vacation package?
Yes, the choice is yours. Expedia has access to more than 550 partner airlines around the world, so you can tailor your Cutthroat Harbor Estates adventure according to your needs and budget.
If I'm not able to travel, can I cancel my Cutthroat Harbor Estates vacation package?
Your situation can change in a flash, so yes, you can. You may be able to cancel or alter your Cutthroat Harbor Estates vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, hotel or airline may charge additional fees. Want more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.