A coastal town with a clear blue sea, a winding road, and a mountainous backdrop.

Cul de Sac Vacation Rentals

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Our top choices for Cul de Sac vacation rentals

1. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
The price is CA $158
CA $321 total
includes taxes & fees
Aug 24 - Aug 25
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

2. Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.
Weymouth Hill, Sint Maarten
7.6 out of 10, Good, (5 reviews)
"Amazing view, Very friendly and helpful people. Only 1 thing is a must that's a SUV rental car. And some driving skills. But still a great spot to be spending your holiday."
Netherlands
Tobias
The price is CA $220
CA $294 total
includes taxes & fees
Sep 3 - Sep 4
Quiet cozy flat in the centre of the island.

3. SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
South Reward
The price is CA $222
CA $405 total
includes taxes & fees
Sep 1 - Sep 2
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

4. Your full day cruise with your family and friends

Your full day cruise with your family and friends
Collectivité de Saint-Martin
The price is CA $3,415
CA $3,415 total
includes taxes & fees
Sep 3 - Sep 4
Your full day cruise with your family and friends

5. UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Grand-Case
The price is CA $1,607
CA $1,893 total
includes taxes & fees
Sep 2 - Sep 3
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

6. Unusual night in catamaran with dinner

Unusual night in catamaran with dinner
Grand-Case
The price is CA $1,621
CA $1,621 total
includes taxes & fees
Sep 2 - Sep 3
Unusual night in catamaran with dinner

7. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is CA $123
CA $129 total
includes taxes & fees
Sep 21 - Sep 22
July Apartments

8. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (71 reviews)
"Good rooms at a great location"
United States
Asheed
The price is CA $101
CA $122 total
includes taxes & fees
Sep 20 - Sep 21
MIDTOWN MOTEL SXM

9. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,271 reviews)
"It was a great stay"
United States
Shawn
The price is CA $208
CA $255 total
includes taxes & fees
Aug 27 - Aug 28
Hilton Vacation Club Royal Palm St. Maarten

10. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (165 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
The price is CA $219
CA $378 total
includes taxes & fees
Sep 17 - Sep 18
The Hills Residence

11. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (163 reviews)
"It was good value for money."
United States
Tirichmir
The price is CA $167
CA $187 total
includes taxes & fees
Aug 24 - Aug 25
Simpson Bay Suites

12. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
The price is CA $417
CA $616 total
includes taxes & fees
Sep 1 - Sep 2
condostmaarten by the sea -Adults Only-

13. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is CA $211
CA $321 total
includes taxes & fees
Aug 29 - Aug 30
Philips Scott House Calinago

14. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $186
CA $228 total
includes taxes & fees
Aug 24 - Aug 25
The Castle ᴵ

15. Lovely Studio Apartment with Pool & Nature Views!

Lovely Studio Apartment with Pool & Nature Views!
Oyster Pond
9.4 out of 10, Exceptional, (3 reviews)
"The feature of the unit is the view! For the price it’s a great deal - especially if you have a car. The unit is clean - but the shower only runs really hot. "
United States
Jennifer
The price is CA $118
CA $179 total
includes taxes & fees
Sep 3 - Sep 4
Lovely Studio Apartment with Pool & Nature Views!

16. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (178 reviews)
"All together beautiful will stay again"
United States
Kentorrie
The price is CA $314
CA $453 total
includes taxes & fees
Aug 27 - Aug 28
Mullet Bay Suites: Your Luxury Stay Awaits

17. Lovely room in a nice villa , close to Friars bay and happy bay

Lovely room in a nice villa , close to Friars bay and happy bay
Saint-martin
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is CA $112
CA $174 total
includes taxes & fees
Aug 24 - Aug 25
Lovely room in a nice villa , close to Friars bay and happy bay

18. Cozy flat on the boardwalk!

Cozy flat on the boardwalk!
Downtown Philipsburg
10.0 out of 10, Exceptional, (2 reviews)
"Host was very accommodating and helpful. Amenities were abundant."
United States
Robert H.
The price is CA $206
CA $303 total
includes taxes & fees
Sep 2 - Sep 3
Cozy flat on the boardwalk!

19. Beach Front 1 Bedroom Flat D3

Beach Front 1 Bedroom Flat D3
Simpson Bay
10.0 out of 10, Exceptional, (3 reviews)
"Great location near Simpson Bay restaurants and nightlife. Accommodations were exactly as pictured with modern furnishings. Car rental is recommended to fully enjoy the island. "
United States
Christopher
The price is CA $172
CA $256 total
includes taxes & fees
Aug 24 - Aug 25
Beach Front 1 Bedroom Flat D3

20. Beach Front Studio C3

Beach Front Studio C3
Simpson Bay
8.8 out of 10, Excellent, (5 reviews)
"Really cool place and the location was prime. The cleaning lady was the nicest person there could be as well. "
Canada
Benjamin
The price is CA $136
CA $219 total
includes taxes & fees
Aug 24 - Aug 25
Beach Front Studio C3
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cul de Sac. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Cul de Sac?

Yes, we have vacation rentals close to well known points of interest in Cul de Sac, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental that Cul de Sac has to offer?

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool : You might want to consider this vacation home rental near Cul de Sac, which is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Cul de Sac?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Cul de Sac stay.

What’s there to see and do in Cul de Sac?

While you're exploring the area, Maho Beach and Great Bay Beach are a couple of picturesque spots to get outside and enjoy nature. Marigot Market and University of St. Martin are a couple of places you'll find in the larger area.

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

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Cul de Sac. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.