Sint Maarten Holiday Rentals

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Top Holiday Rentals Destinations in Sint Maarten

Fourteen at Mullet Bay
3.5 out of 5
2 University Drive, Cupecoy, Lowlands
The price is NZ$548 per night from 11 Jun to 12 Jun
NZ$548
per night
11 Jun - 12 Jun
Stay at this 3.5-star beach aparthotel in Lowlands. Enjoy free WiFi, free parking, and a casino. Popular attractions Mullet Bay Beach and Maho Beach are located ...
9.6/10 Exceptional! (110 reviews)
"Great. Love it here we will def stay again"

Reviewed on 11 May 2024

Fourteen at Mullet Bay
Dawn Beach Club Resort Sint Maarten
4 out of 5
144 Oyster Pond Rd, Oyster Pond, Sint Maarten
Fully refundableReserve now, pay when you stay
The price is NZ$1,208 per night from 21 May to 22 May
NZ$1,208
per night
21 May - 22 May
Stay at this 4-star beach condo in Oyster Pond. Enjoy free parking, 2 restaurants, and a beach locale. Popular attractions Orient Bay Beach and Dawn Beach are ...
8.6/10 Excellent! (14 reviews)
"Nice property, but far away from the airport and party area"

Reviewed on 6 Apr. 2024

Dawn Beach Club Resort Sint Maarten
July Apartments
3 out of 5
A.T. Illidge Road 117, Philipsburg
Fully refundableReserve now, pay when you stay
The price is NZ$150 per night from 15 May to 16 May
NZ$150
per night
15 May - 16 May
Stay at this 3-star aparthotel in Philipsburg. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Orient Bay Beach and Maho Beach are ...
9.2/10 Wonderful! (66 reviews)
"Really enjoyed my stay. Will definitely be my go to place when I come back to st maarten."

Reviewed on 10 May 2024

July Apartments
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The Horny Toad Guesthouse
3 out of 5
2 Vlaun Drive, Simpson Bay
The price is NZ$369 per night from 15 May to 16 May
NZ$369
per night
15 May - 16 May
Stay at this 3-star beach apartment in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are ...
9.4/10 Exceptional! (51 reviews)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"

Reviewed on 10 Apr. 2024

The Horny Toad Guesthouse
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
Book a stay at this beach villa in Simpson Bay. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are located ...
9.8/10 Exceptional! (45 reviews)
Worth every penny!
""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 ..."

Reviewed on 23 Apr. 2024

One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
Simpson Bay Suites
3.5 out of 5
Elmanar Plaza 3D Billy Folly Road, Cole Bay, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$226 per night from 15 May to 16 May
NZ$226
per night
15 May - 16 May
Stay at this 3.5-star spa aparthotel in Simpson Bay. Enjoy free parking, a full-service spa, and 3 beach bars. Popular attractions Maho Beach and Mullet Bay ...
6.6/10 (99 reviews)
"Good desk staff. Beds did not have a top sheet. Close to beach and restaurants but noisy street in front."

Reviewed on 8 Feb. 2024

Simpson Bay Suites
The Hotel Porto Cupecoy
3.5 out of 5
166 Rhine Rd, Lowlands, Sint Maarten
The price is NZ$815 per night from 7 Jun to 8 Jun
NZ$815
per night
7 Jun - 8 Jun
Stay at this 3.5-star spa aparthotel in Lowlands. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mullet Bay Beach and Maho Beach ...
9.4/10 Exceptional! (29 reviews)
"It is completely dead at this time of year. We liked it ! The road leading to the hotel from the airport is in complete disrepair with speed bumps every 100 yards."

Reviewed on 21 Apr. 2024

The Hotel Porto Cupecoy
Tradewinds at Simpson Bay
3.5 out of 5
23 Simpson Bay Road, Simpson Bay, Sint Maarten
Stay at this 3.5-star beach condo in Simpson Bay. Enjoy free WiFi, a beach locale, and Netflix. Popular attractions Maho Beach and Mullet Bay Beach are located ...
8.6/10 Excellent! (10 reviews)
"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"

Reviewed on 6 May 2024

Tradewinds at Simpson Bay
Oceanfront amazing 2 bedrooms Condo
Book a stay at this beach condo in Simpson Bay. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are located ...
9.4/10 Exceptional! (23 reviews)
Bacon Hill Ocean Front Villa
"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, ..."

Reviewed on 16 Apr. 2024

Oceanfront amazing 2 bedrooms Condo
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Book a stay at this beach villa in Oyster Pond. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (48 reviews)
Beachfront paradise
"The view from this property strikes you the minute you walk in the front door. All you can see is your pool, the beach and then St. Barth off in the distance. The property is very well maintained and easy to find. It is well located between the French and Dutch sides of the island. The restaurant ..."

Reviewed on 21 Apr. 2024

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
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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.

Everything you need to know about Sint Maarten holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sint Maarten holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sint Maarten holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sint Maarten holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sint Maarten. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sint Maarten holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sint Maarten holiday rentals we have selected for you start as low as NZ$150 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sint Maarten rentals

At Expedia, we put the best Sint Maarten holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sint Maarten rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sint Maarten holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sint Maarten. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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