Photo by Bill Dillard

Cul de Sac Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Cul de Sac

Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio
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 CA $957
CA $1,148 total
includes taxes & fees
Jun 4 - Jun 5
Dawn Beach Club Resort Sint Maarten
Front of property
July Apartments
3.0 star property
9.2 out of 10, Wonderful, (69)
"That you have to park outside the premises of the resort."
The price is CA $92
CA $111 total
includes taxes & fees
Jun 19 - Jun 20
July Apartments
Save an average of 15% on thousands of hotels when you're signed in
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 CA $235
CA $304 total
includes taxes & fees
May 27 - May 28
The Horny Toad Guesthouse
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 CA $166
CA $186 total
includes taxes & fees
May 27 - May 28
Simpson Bay Suites
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
The Hotel Porto Cupecoy
3.5 star property
9.4 out of 10, Exceptional, (30)
"Great and safe property. Big rooms"
The price is CA $639
CA $738 total
includes taxes & fees
Jun 7 - Jun 8
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/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
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.
Outdoor pool
Oceanfront amazing 2 bedrooms Condo
9.8 out of 10, Exceptional, (49)
"The place was very nice. John was supreme host. Place was very clean and service was wonderful. Wasn’t as quiet as expected. Being so close to the airport had it’s draw backs. But the condo was close to Simpsom Bay, food shopping and a nice beach restaurant. Traveled a few times to Orient Beach, fantastic beach just a little bit of a distance to travel. But overall this place meet our needs. Thank you John for the enjoyment of your Villa."
Oceanfront amazing 2 bedrooms Condo
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
Property grounds
Beach Front Villa in cupecoy
9.6 out of 10, Exceptional, (44)
"Beautiful Villa. Needs some repair with the sliding glass doors not working. Had to lower Hurricane shutters to help keep the downstairs cool. Lower level had no air conditioning. Upstairs left BR shower head looks nice but sprays up to the ceiling. Fixture needs replacing. Parking great ! Taking care of those 3 issues would lift this to a top property."
Beach Front Villa in cupecoy
Beach
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
10.0 out of 10, Exceptional, (65)
"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!
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
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
Don't see what you're looking for?
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.

Cul de Sac Vacation Rental Travel Info

Number of vacation rentals
167
Popular accommodation
Cul de Sac apartments
Known landmarks
Maho Beach, Mullet Bay Beach and Simpson Bay Beach
International airport
Philipsburg (SXM-Princess Juliana Intl.)

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, (1655)
"First time visiting Sint Maarten. Excellent service, staff was friendly and professional. Enjoyed our stay. We will be back. Thank you so much!!"
The price is CA $308
CA $373 total
includes taxes & fees
May 29 - May 30
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Outdoor pool, sun loungers
The Morgan Resort Spa Village
4.0 star property
9.2 out of 10, Wonderful, (1215)
"Staff was incredible!"
The price is CA $408
CA $513 total
includes taxes & fees
Jun 5 - Jun 6
The Morgan Resort Spa Village
BBQ/picnic area
The Villas at Simpson Bay Resort
4.0 star property
9.2 out of 10, Wonderful, (1005)
"All good "
The price is CA $224
CA $269 total
includes taxes & fees
Jun 11 - Jun 12
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 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?

Beachfront villa with pool in Cul de Sac: Visitors like this Cul de Sac vacation home rental. It is located by the ocean and has an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a spa tub.

How many vacation rentals are there in Cul de Sac?

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

Recent reviews of Cul de Sac properties
Expedia verified reviews