Cul de Sac Holiday Rentals

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Our top choices for Cul de Sac holiday rentals

Apartment in Cul-de-Sac

Studio Iguana
10.0 out of 10, Exceptional, (1)
"Missing a few items in the kitchen to cook, but otherwise really great location, great view. Host was really nice"
Canada
Ben D.
Studio Iguana
10.0 out of 10, Exceptional, (2)
"Wow. We can’t say enough about this amazing experience. The hosts are wonderful. We were just on their fantastic boat for one night - the last night of our trip, but it was perfect. We had a sail out to Tintamarre, a pristine and beautiful little deserted (amd conservation protected) island. We snorkeled, had apps and Karim’s signature cocktail as the sun went down. Then Sophie served us a great dinner out on the deck of the boat, including her delicious homemade bread! We stargazed and slept...
United States
Sheri W.
The price is NZ$4,416
includes taxes & fees
6 Jan - 7 Jan 2026
Tintamarre exclusive dinner and night at anchor

Aparthotel in Downtown Philipsburg

MIDTOWN MOTEL SXM
2.5 star property
8.0 out of 10, Very good, (1)
"The staff was extremely helpful "
United States
Joycelyn
The price is NZ$153
includes taxes & fees
4 Jan - 5 Jan 2026
MIDTOWN MOTEL SXM

Aparthotel in Madame's Estate

July Apartments
3.0 star property
9.2 out of 10, Wonderful, (156)
"Amazing place. "
United States
Cristina
July Apartments
9.0 out of 10, Wonderful, (9)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is NZ$168
includes taxes & fees
25 Dec - 26 Dec
Lovely room in a nice villa with a big garden, close to Friars bay beach

Aparthotel in Simpson Bay

The Hills Residence
3.0 star property
8.8 out of 10, Excellent, (55)
"Enjoyed my stay "
United States
Shakia
The Hills Residence

Aparthotel in Pelican Key

FLAMINGO BEACH
3.5 star property
The price is NZ$832
includes taxes & fees
17 Jan - 18 Jan 2026
FLAMINGO BEACH

Aparthotel in Simpson Bay

Simpson Bay Suites
3.5 star property
6.8 out of 10, (125)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
The price is NZ$324
includes taxes & fees
4 Jan - 5 Jan 2026
Simpson Bay Suites
The price is NZ$241
includes taxes & fees
15 Jan - 16 Jan 2026
Lovely Studio Apartment with Pool & Nature Views!
4.0 star property
9.8 out of 10, Exceptional, (114)
"Fantastic place to stay. Clean, great views, excellent amenities"
Canada
Oleksii
The price is NZ$730
includes taxes & fees
9 Jan - 10 Jan 2026
Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
9.0 out of 10, Wonderful, (1164)
"One of my favorite places to stay."
United States
Carlos
The price is NZ$733
includes taxes & fees
6 Jan - 7 Jan 2026
Hilton Vacation Club Royal Palm St. Maarten

Aparthotel in Downtown Philipsburg

Sea Palace
3.0 star property
8.6 out of 10, Excellent, (111)
"Great staff. Excellent room. Awesome views. The young lady with the glasses at the front desk is the best ever. Didn't get her name unfortunately. "
United States
Elizabeth
The price is NZ$387
includes taxes & fees
1 Jan - 2 Jan 2026
Sea Palace

Condo resort in Oyster Pond

Dawn Beach Club Resort Sint Maarten
4.0 star property
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten

Apartment in Baie Orientale

Soualiga Goddess Studio
9.8 out of 10, Exceptional, (8)
"Sabrina was a wonderful host to our quick stay in Orient Bay. The property was as advertised and we loved the short walk to the beach. Would definitely stay again if we had a short stay there!"
United States
Maggie B.
Soualiga Goddess Studio

Apartment in Collectivité de Saint-Martin

Happy Residence - Orient Beach 09
9.6 out of 10, Exceptional, (5)
"The property was very nice. A few improvements like more bath towel's and beach towels would be nice."
United States
Joseph
The price is NZ$404
includes taxes & fees
27 Dec - 28 Dec
Happy Residence - Orient Beach 09
The price is NZ$7,474
includes taxes & fees
6 Jan - 7 Jan 2026
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Holiday Home in Weymouth Hill, Sint Maarten

Quiet cozy flat in the centre of the island.
8.0 out of 10, Very good, (1)
The price is NZ$371
includes taxes & fees
11 Jan - 12 Jan 2026
Quiet cozy flat in the centre of the island.
9.8 out of 10, Exceptional, (6)
"This was an amazing property and the host was wonderful and easy to work with. We will definitely stay here in the future."
United States
Jan S.
The price is NZ$2,227
includes taxes & fees
20 Jan - 21 Jan 2026
VILLA 47 SXM - ORIENT BAY-BEACH ACCESS 🌸🌴🐚

Apartment in Collectivity of Saint Martin

The Hill Top Cottage
The price is NZ$227
includes taxes & fees
25 Dec - 26 Dec
The Hill Top Cottage
The price is NZ$293
includes taxes & fees
9 Jan - 10 Jan 2026
Charming studio with splendid Caribbean Sea view & pool/beach access
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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Top Cul de Sac Hotel Reviews

Find out more about Cul de Sac

Everything you need to know about Cul de Sac holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cul de Sac holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cul de Sac holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cul de Sac holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cul de Sac. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cul de Sac holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cul de Sac holiday rentals we have selected for you start as low as NZ$153 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cul de Sac rentals

At Expedia, we put the best Cul de Sac holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cul de Sac rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cul de Sac holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cul de Sac. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Cul de Sac?

Yes, there are holiday rentals close to the most popular sights in Cul de Sac, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Cul de Sac. Make sure you have time to check out the coffee shops while you're in the area.

What are some of the best holiday rentals that Cul de Sac has to offer?

Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.: This holiday home rental outside of Cul de Sac is located on the beach, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Cul de Sac?

Expedia has 21 holiday rentals for your stay in Cul de Sac.

What can I see and do in Cul de Sac?

Orient Bay and St. Martin Beaches are a couple of lovely local spots to get outside and enjoy nature. Mont Vernon and Cul-de-Sac Bay are other places to visit while you're in town.

What’s a holiday rental in Cul de Sac like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cul de Sac. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a small group gathering.