Sugarloaf Shores Holidays

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Price found within the past 48 hours. Click for updated prices.
The Plymouth South Beach

The Plymouth South Beach

4.5 out of 5
South Beach
Price was €1,726, price is now €1,448 per person
€1,448
per person
6 Jul - 13 Jul
found 4 hours ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9.4/10 Exceptional! (2,023 reviews)
The staff is awesome!

Reviewed on 29 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 €33,129, price is now €17,689 per person
€17,689
per person
6 Jul - 13 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8/10 Very Good! (1 review)
Mondrian South Beach

Mondrian South Beach

4.5 out of 5
South Beach
Price was €1,810, price is now €1,689 per person
€1,689
per person
6 Jul - 13 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8/10 Very Good! (2,812 reviews)
The staff was rude. They clean every three days it was gross the staff were understanding about it but it was disgusting since most hotels clean everyday

Reviewed on 29 Apr 2026

Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf Shores
Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Venture Key.

Find hotels in Cutthroat Harbor Estates

Top hotels in Sugarloaf Shores

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 €203 per night from 27 May to 28 May
€203
27 May - 28 May
includes taxes & fees
8.4/10 Very Good! (2,153 reviews)
We loved our stay at Blue Flamingo. The rooms were very clean and we loved the decorations and overall theme and feeling of the resort. There were two pools and lots of things to do like ping pong, a pool table, and a shuttle to take you into town. We had a problem with our air conditioning not working ...

Reviewed on 29 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 €243 per night from 11 May to 12 May
€243
11 May - 12 May
includes taxes & fees
8.6/10 Excellent! (2,187 reviews)
We stayed there for my sisters wedding. First, I'd like to say that the front desk staff was very kind, and helpful whenever I needed something. I also appreciated the free water! We booked the Pool view suite, which was nice. The room itself was clean & spacious, which was nice. I really enjoyed ...

Reviewed on 29 Apr 2026

Beachside Resort & Residences
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is €275 per night from 26 May to 27 May
€275
26 May - 27 May
includes taxes & fees
8.8/10 Excellent! (1,810 reviews)
Most of the staff were friendly and helpful. Facilities very clean. Great shuttle to town and airport!

Reviewed on 28 Apr 2026

Margaritaville Beach House Key West
See all 3,436 properties in Sugarloaf Shores
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.

Frequently asked questions

How much does a Sugarloaf Shores holiday package cost?
From just €1,448, you can tailor your Sugarloaf Shores package the way you want. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Sugarloaf Shores?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all covered. Select the combination that best suits you and watch your savings pile up. We know a travel package is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your Sugarloaf Shores holiday.
Where should I stay in Sugarloaf Shores?
A holiday in Sugarloaf Shores isn't complete without seeing Sugarloaf Beach, Upper Sugarloaf Sound and Upper Sugarloaf Key. Spend your evenings close to these popular attractions and make sightseeing simple.
What are the top hotels in Sugarloaf Shores?
South Point Sunset - Florida Keys Waterfront 3 and Paradise Point - Amazing Views are among the most well-known properties in Sugarloaf Shores. Why not look up the rates and amenities at each and then decide?
How far in advance should I book my Sugarloaf Shores holiday?
While not all airlines advertise tickets early, you can usually start comparing international flights on Expedia up to 12 months in advance. This is the time when you'll score some incredible bargains. If you've left things to the last minute, you might get lucky. Discounted prices occasionally appear just weeks prior to departure.
What does an Expedia Sugarloaf Shores travel package include?
That mostly depends on you. You can pick from a variety of Sugarloaf Shores packages, such as a rental car, flight and hotel. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Sugarloaf Shores break looks like, you'll save!
What should I know before booking a Sugarloaf Shores travel package?
You'll score great savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything in one spot will make your trip planning easier. So why waste time or money? Whether you're putting together a fancy romantic getaway or a budget solo adventure, take a look at our holiday packages today.
Can I choose my airline with a Sugarloaf Shores Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you're looking to fly to Sugarloaf Shores in business or coach, simply select from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Sugarloaf Shores holiday package?
Yes, it's possible to cancel your Sugarloaf Shores booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.