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

Cul de Sac Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Cul de Sac vacation rentals

Terrace/patio

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 AED 412
AED 812 total
includes taxes & fees
25 Sep - 26 Sep
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
Living area

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 AED 588
AED 797 total
includes taxes & fees
26 Sep - 27 Sep
Quiet cozy flat in the centre of the island.
Property grounds

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 AED 562
AED 1,014 total
includes taxes & fees
25 Sep - 26 Sep
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
On the beach, sun loungers, beach umbrellas, beach towels

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 AED 528
AED 650 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Vacation Club Royal Palm St. Maarten
Deluxe Double Room | Down comforters, WiFi (free), bed sheets

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 AED 340
AED 358 total
includes taxes & fees
25 Sep - 26 Sep
July Apartments
Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, WiFi

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 AED 244
AED 297 total
includes taxes & fees
25 Sep - 26 Sep
MIDTOWN MOTEL SXM
Terrace/patio

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 AED 446
AED 500 total
includes taxes & fees
25 Sep - 26 Sep
Simpson Bay Suites
Amazing Top Floor Apartment | Balcony

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 AED 595
AED 1,018 total
includes taxes & fees
4 Oct - 5 Oct
The Hills Residence
Private kitchen

9. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is AED 441
AED 549 total
includes taxes & fees
25 Sep - 26 Sep
The Castle ᴷ
Outdoor pool

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 AED 1,110
AED 1,641 total
includes taxes & fees
14 Oct - 15 Oct
condostmaarten by the sea -Adults Only-
Outdoor dining

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 AED 293
AED 452 total
includes taxes & fees
28 Sep - 29 Sep
Lovely room in a nice villa , close to Friars bay and happy bay
Interior

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 AED 441
AED 549 total
includes taxes & fees
26 Sep - 27 Sep
The Castle ᴶ
Interior

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 AED 441
AED 549 total
includes taxes & fees
25 Sep - 26 Sep
The Castle f
Interior

14. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is AED 496
AED 609 total
includes taxes & fees
25 Sep - 26 Sep
The Castle ᴵ
On the beach

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 AED 551
AED 823 total
includes taxes & fees
26 Sep - 27 Sep
Cozy flat on the boardwalk!
Deluxe Apartment, Courtyard View | Blackout drapes, WiFi (free)

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 AED 545
AED 841 total
includes taxes & fees
25 Sep - 26 Sep
Philips Scott House Calinago
Living area

17. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is AED 441
AED 549 total
includes taxes & fees
25 Sep - 26 Sep
The Castle ᴳ
Beach nearby, sun loungers, beach towels

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 AED 594
AED 810 total
includes taxes & fees
25 Sep - 26 Sep
Charming studio with the beach at your feet & pool access
Beach

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 AED 364
AED 584 total
includes taxes & fees
24 Oct - 25 Oct
Beach Front Studio C3
Beach

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 AED 459
AED 662 total
includes taxes & fees
26 Sep - 27 Sep
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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

8/10 Good
"I want to start with the housekeeping staff. I am so sad I forgot to leave a tip because the staff cleaned our rooms from top to bottom. When I requested additional towels, the staff was there in minutes AND someone called to follow up after delivery. I was impressed. The location is PERFECT! We were 5 minutes from everything. Would I stay here again? Yes. I only had two things I’d change. The ac wasn’t as cool as I would have liked it. It was hot outside tho. Once I closed all the doors, it was comfortable. Also, there was only one full body mirror and the lighting in the bedrooms and hallway was terrible, not ideal for ladies who like to take pictures on vacation. Other than that the location was perfect, and the housekeeping staff was on point."
DeLexis 4-night trip
Posted 1 hour ago
Simpson Bay Resort, Marina & Spa

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 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 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. Rainforest Adventures St. Maarten and Marigot Market 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.