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 $168
CA $315 total
includes taxes & fees
Aug 14 - Aug 15
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 $224
CA $300 total
includes taxes & fees
Aug 9 - Aug 10
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 $232
CA $421 total
includes taxes & fees
Aug 14 - Aug 15
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

4. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (251 reviews)
"Great stay"
United States
Drunisha
The price is CA $124
CA $131 total
includes taxes & fees
Aug 12 - Aug 13
July Apartments

5. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (70 reviews)
"All in all it was a great experience. Close to the beach. Clean environment. Kind staff"
United States
James
The price is CA $99
CA $120 total
includes taxes & fees
Aug 20 - Aug 21
MIDTOWN MOTEL SXM

6. 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, (1,263 reviews)
"It was a great stay"
United States
Shawn
The price is CA $212
CA $259 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Vacation Club Royal Palm St. Maarten

7. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (162 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
The price is CA $217
CA $368 total
includes taxes & fees
Aug 19 - Aug 20
The Hills Residence

8. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (161 reviews)
"AC worked well the room was cleaned daily and the staff was always friendly and made great suggestions for dinning and places to see."
United States
Michael
The price is CA $170
CA $191 total
includes taxes & fees
Aug 9 - Aug 10
Simpson Bay Suites

9. The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
The price is CA $168
CA $210 total
includes taxes & fees
Aug 8 - Aug 9
The Castle ᴶ

10. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $168
CA $210 total
includes taxes & fees
Aug 13 - Aug 14
The Castle ᴷ

11. 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 $483
CA $698 total
includes taxes & fees
Aug 12 - Aug 13
condostmaarten by the sea -Adults Only-

12. 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, (176 reviews)
"Great stay! Beautiful suite"
United States
Crystal Alana
The price is CA $355
CA $499 total
includes taxes & fees
Aug 10 - Aug 11
Mullet Bay Suites: Your Luxury Stay Awaits

13. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is CA $214
CA $327 total
includes taxes & fees
Aug 8 - Aug 9
Philips Scott House Calinago

14. The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
The price is CA $168
CA $210 total
includes taxes & fees
Aug 8 - Aug 9
The Castle f

15. The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
The price is CA $189
CA $232 total
includes taxes & fees
Aug 9 - Aug 10
The Castle ᴴ

16. Charming studio with the beach at your feet & pool access

Charming studio with the beach at your feet & pool access
Marigot
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great"
Canada
Brad W.
The price is CA $229
CA $322 total
includes taxes & fees
Aug 9 - Aug 10
Charming studio with the beach at your feet & pool access

17. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $189
CA $232 total
includes taxes & fees
Aug 8 - Aug 9
The Castle ᴵ

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 $210
CA $311 total
includes taxes & fees
Aug 11 - Aug 12
Cozy flat on the boardwalk!

19. 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 $139
CA $223 total
includes taxes & fees
Aug 8 - Aug 9
Beach Front Studio C3

20. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is CA $168
CA $210 total
includes taxes & fees
Aug 8 - Aug 9
The Castle ᴳ
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?

Philips Scott House Calinago: You might want to consider this vacation home rental near Cul de Sac, which is in a shopping district and equipped with air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

How many vacation rentals are there in Cul de Sac?

With 5 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. Rainforest Adventures St. Maarten 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.