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

Cul de Sac Holiday Rentals

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Our top choices for Cul de Sac holiday 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 NZ$400
includes taxes & fees
29 Sept - 30 Sept
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 NZ$374
includes taxes & fees
26 Sept - 27 Sept
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 NZ$489
includes taxes & fees
29 Sept - 30 Sept
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

4. 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, (1,306 reviews)
"Perfect location."
United States
Andre
The price is NZ$309
includes taxes & fees
4 Oct - 5 Oct
Hilton Vacation Club Royal Palm St. Maarten

5. 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 NZ$170
includes taxes & fees
25 Sept - 26 Sept
July Apartments

6. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (73 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is NZ$146
includes taxes & fees
29 Sept - 30 Sept
MIDTOWN MOTEL SXM

7. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (165 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is NZ$238
includes taxes & fees
28 Sept - 29 Sept
Simpson Bay Suites

8. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (170 reviews)
"Very good"
United States
Alyssia
The price is NZ$476
includes taxes & fees
6 Oct - 7 Oct
The Hills Residence

9. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is NZ$261
includes taxes & fees
25 Sept - 26 Sept
The Castle ᴷ

10. 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 NZ$780
includes taxes & fees
14 Oct - 15 Oct
condostmaarten by the sea -Adults Only-

11. 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 NZ$216
includes taxes & fees
28 Sept - 29 Sept
Lovely room in a nice villa , close to Friars bay and happy bay

12. 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 NZ$261
includes taxes & fees
26 Sept - 27 Sept
The Castle ᴶ

13. 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 NZ$261
includes taxes & fees
25 Sept - 26 Sept
The Castle f

14. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is NZ$289
includes taxes & fees
25 Sept - 26 Sept
The Castle ᴵ

15. 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 NZ$384
includes taxes & fees
29 Sept - 30 Sept
Cozy flat on the boardwalk!

16. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is NZ$397
includes taxes & fees
25 Sept - 26 Sept
Philips Scott House Calinago

17. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is NZ$261
includes taxes & fees
25 Sept - 26 Sept
The Castle ᴳ

18. 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 NZ$389
includes taxes & fees
25 Sept - 26 Sept
Charming studio with the beach at your feet & pool access

19. Beach Front Studio C3

Beach Front Studio C3
Simpson Bay
8.8 out of 10, Excellent, (5 reviews)
The price is NZ$278
includes taxes & fees
29 Sept - 30 Sept
Beach Front Studio C3

20. 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 NZ$325
includes taxes & fees
29 Sept - 30 Sept
Beach Front 1 Bedroom Flat D3
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cul de Sac holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cul de Sac. 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 Cul de Sac. 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 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 holiday 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 Cul de Sac short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there 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.

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

Philips Scott House Calinago: This holiday home rental outside Cul de Sac is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

How many holiday rentals are there in Cul de Sac?

With 6 Expedia holiday rentals, you're guaranteed 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 Marigot Market are a couple of places you'll find in the wider area.

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 offer amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family gatherings.