Photo by Bill Dillard

Cul de Sac Holiday Rentals

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Holiday Rentals in Cul de Sac

Deluxe Condo, 1 Bedroom, Beach View | Living area
Fourteen at Mullet Bay
3.5 star property
9.6 out of 10, Exceptional, (116)
"Beautiful and peaceful definitely going back"
Fourteen at Mullet Bay
Sundeck
Dawn Beach Club Resort Sint Maarten
4.0 star property
8.6 out of 10, Excellent, (14)
"Nice property, but far away from the airport and party area"
The price is NZ$1,222
per night
4 Jun - 5 Jun
Dawn Beach Club Resort Sint Maarten
Front of property
July Apartments
3.0 star property
9.2 out of 10, Wonderful, (70)
"That you have to park outside the premises of the resort."
The price is NZ$132
per night
10 Jun - 11 Jun
July Apartments
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Sun-loungers, beach towels
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
10.0 out of 10, Exceptional, (8)
"The house was just as listed and the area was perfect. We enjoyed our stay and would recommend and will return!"
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
Orchid | View from room
The Horny Toad Guesthouse
3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The price is NZ$363
per night
28 May - 29 May
The Horny Toad Guesthouse
Outdoor pool, an infinity pool
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
10.0 out of 10, Exceptional, (66)
""We had an incredible stay at Villa Namaste! The property is gorgeous, with every room beautifully appointed. The view from the patio is breathtaking—worth every penny. Sitting in the infinity edge pool, looking out over the bluest Caribbean waters while watching mega yachts sail by, was a highlight of our days. The villa is also conveniently located close to many cool restaurants, some even within walking distance, which was perfect for our evenings out. The staff, particularly Olive and...
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
Pool
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8
10.0 out of 10, Exceptional, (12)
"2 familes each with 2 kids had a great time. Very close to baie rouge. Pool was nice. Hot tub water seemed bad so we didnt use it. Housekeeper and concierge were really nice. Rented a car and drove all over the small island. Would recommend and would stay again"
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8
Beach nearby, white sand, sun-loungers, beach umbrellas
Simpson Bay Suites
3.5 star property
6.8 out of 10, (100)
"Convenient location with the requisite amenities for local stay and business. Water pressure could be improved. Though clean and tidy furniture could be modernized. "
The price is NZ$222
per night
28 May - 29 May
Simpson Bay Suites
Beach nearby, white sand, sun-loungers, beach umbrellas
The Hotel Porto Cupecoy
3.5 star property
9.4 out of 10, Exceptional, (30)
"Great and safe property. Big rooms"
The price is NZ$801
per night
7 Jun - 8 Jun
The Hotel Porto Cupecoy
Exterior
Tradewinds at Simpson Bay
3.5 star property
8.6 out of 10, Excellent, (10)
"The room was spacious and spotless . The staff were attentive and went out of their way to ensure that we were comfortable. Nothing was too much trouble.Will be back excellent stay "
Tradewinds at Simpson Bay
Outdoor pool
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
10.0 out of 10, Exceptional, (67)
"From the moment we walked out of the airport everything was amazing. The resort had transportation waiting for us. There was no real check-in like most resorts, the taxi driver walked us right to our villa and vacation began. On this trip we chose not to rent a car so we hired Claudette Fritz to take us everywhere we wanted to go which was much cheaper than car rental. The house was amazing to say the least. The pool was very well kept and only a couple steps from the beautiful white sand. We...
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Property grounds
Beachfront villa with pool in Cul de Sac
9.8 out of 10, Exceptional, (60)
"We lucked out on selecting this place since we've never been. The french side is the place to stay. The airport, the cruise ships and all the tourist shops are on the dutch side ands its packed all the time. On the french side its beautiful, less touristy an A"
Beachfront villa with pool in Cul de Sac
Beach
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
10.0 out of 10, Exceptional, (24)
"Our family of 5 (2-10yr old boys, 1-14yr old girl) were very pleased with the condo. The location was prime in Simpson Bay. Within walking distance to a few beach bars and walked over to Maho Beach too a few times. The pool was nice (warm) and had plenty of seating, always a few seats available. There are beach chairs, toys on the porch along with a beach umbrella. The kitchen was well equipped and left us not needing anything. Bath linens could use a refresh but was sufficient. The only...
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
Beach/ocean view
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
10.0 out of 10, Exceptional, (53)
"This stay was a mixed bag for our group of 4 kids aged 6-15 and 5 adults. Our check in process was not smooth but the owner was apologetic and tried to make it right. And I feel for the owners because I am sure the issues are not so much neglect as not completing repairs after the hurricane. Still, the pictures do not reflect the current state of the home. It feels warn down. Pros The house is spacious with room for a big group. Direct beach access is a great feature. Views from the house and...
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
Beach
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
10.0 out of 10, Exceptional, (66)
"Our stay was amazing ! The ten minute drive from the airport to the well maintained, secured condo complex was easy. The condo is just as pictured, it had everything we needed and more! It is very spacious, clean & comfortable with breathtaking views from the double balconies! The two pools were both fabulous and the private beach access with the spiral staircase was picture perfect. Our host could not have been more accommodating with lots of great information on where to go from beaches,...
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
On the beach, sun-loungers, beach towels
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
10.0 out of 10, Exceptional, (91)
"Host was amazing. Our flight got canceled the morning of. He was very accommodating and understanding. Perfect views. Private beach. Perfect, clear water. Very little shade on beach with stairs. Friendly staff. Would recommend."
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
On the beach, sun-loungers, beach umbrellas, beach towels
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
10.0 out of 10, Exceptional, (63)
"Great stay, beautiful view"
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
Outdoor pool
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
10.0 out of 10, Exceptional, (116)
"We stayed at Villa Valhalla with our 3 teenage kids and another family of 4. The house was beautiful, clean, well stocked with stunning views! Plenty of room for us all. It’s located in a safe and quiet neighborhood overlooking Dawn Beach. Everything was as stated from the website, except the kitchen has been updated and looks great. We had excellent communication before and during the trip. We were able to walk to the beach, and had dinner at the new JW Marriott. It was nice to have a close...
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
Outdoor pool
Oceanfront amazing 2 bedrooms Condo
9.8 out of 10, Exceptional, (49)
"The condo was very nice. The furnishings were as expected and very tastefully done. The only detractor was the cleanliness of the pool. It needs more attention than what it currently receives and it is full sun. There is no shaded area if you’re hoping to take a break from the sun."
Oceanfront amazing 2 bedrooms Condo
Property grounds
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
9.6 out of 10, Exceptional, (71)
"Beautiful building, property, and very spacious condo with great views. Highly recommended."
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
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See all available properties in Cul de Sac
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.

Other types of properties in Cul de Sac you may be interested in

View from property
Sonesta Maho Beach All Inclusive Resort Casino & Spa
4.0 star property
8.0 out of 10, Very good, (1673)
"Great property "
The price is NZ$445
per night
28 May - 29 May
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Outdoor pool, pool loungers
The Morgan Resort Spa Village
4.0 star property
9.2 out of 10, Wonderful, (1227)
"My only complaint with my room was it kind of had a mildew smell to it and it was not the accommodation we needed. I requested a kind with a sleep sofa and that’s not what we got but overall my stay was nice and I would stay here again"
The price is NZ$605
per night
2 Jun - 3 Jun
The Morgan Resort Spa Village
BBQ/picnic area
The Villas at Simpson Bay Resort
4.0 star property
9.2 out of 10, Wonderful, (1009)
"Friendly staff, very clean, felt safe. Food and shopping in close proximity. "
The price is NZ$321
per night
11 Jun - 12 Jun
The Villas at Simpson Bay Resort
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.

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?

Beachfront villa with pool in Cul de Sac: This holiday home rental outside of Cul de Sac is located by the ocean, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub.

How many holiday rentals are there in Cul de Sac?

With 3 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, Great Bay Beach and Little Bay Beach are a couple of picturesque spots to get outside and enjoy nature. Marigot Market and Sint Maarten Park 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.

Recent reviews of Cul de Sac properties
Expedia verified reviews