Villa
10.0(180 Reviews)
5 Bedrooms
12 Guests
Private Pool
Parking
Pool
Balcony/Terrace
US $497/Night
7 Nights - US $3,481
Sint Maarten Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Sint Maarten
10.0
Apartment
10.0(35 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
Air Conditioner
US $359/Night
7 Nights - US $2,514
Villa
10.0(2 Reviews)
1 Bedroom
- Parking
- Pool
- Balcony/Terrace
Kitchen
US $1,145/Night
7 Nights - US $8,015
Villa
10.0(124 Reviews)
6 Bedrooms
12 Guests
- Private Pool
Oceanfront- Parking
- Pool
US $1,574/Night
7 Nights - US $11,015
Apartment
10.0(12 Reviews)
2 Bedrooms
4 Guests
Private Beach- Oceanfront
- Parking
- Pool
US $445/Night
7 Nights - US $3,115
Villa
10.0(108 Reviews)
3 Bedrooms
7 Guests
- Private Pool
Hot Tub- Parking
- Pool
US $901/Night
7 Nights - US $6,304
Apartment
10.0(92 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
Ocean View
US $680/Night
7 Nights - US $4,757
Condo
10.0(82 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $641/Night
7 Nights - US $4,485
Condo
10.0(63 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $682/Night
7 Nights - US $4,771
Luxury Holiday Rentals in Sint Maarten
Over 2693+ Luxury Holiday Rentals in or Near Sint Maarten
Villa
5 Bedrooms
10 Guests
- Private Pool
- Pool
- Ocean View
View
US $8,777/Night
7 Nights - US $61,438
US $6,786/Night
7 Nights - US $47,500
Villa
7 Bedrooms
14 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
US $5,652/Night
7 Nights - US $39,564
Villa
10.0(2 Reviews)
9 Bedrooms
18 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $4,329/Night
7 Nights - US $30,301
Villa
6 Bedrooms
12 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $4,211/Night
7 Nights - US $29,477
US $4,107/Night
7 Nights - US $28,751
US $3,847/Night
7 Nights - US $26,928
Villa
6 Bedrooms
12 Guests
- Pool
- Balcony/Terrace
- View
- Kitchen
US $3,796/Night
7 Nights - US $26,573
US $3,597/Night
7 Nights - US $25,179
Top-Rated Holiday Rentals with a Pool in Sint Maarten
Over 1872+ The Best Private Villas and Holiday Rentals in Sint Maarten with a Pool
Resort
10.0(94 Reviews)
5 Guests
Breakfast- Parking
- Pool
- Balcony/Terrace
US $396/Night
7 Nights - US $2,769
Condo
10.0(61 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $892/Night
7 Nights - US $6,247
Condo
10.0(60 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $516/Night
7 Nights - US $3,609
Condo
10.0(60 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $316/Night
7 Nights - US $2,212
Villa
10.0(59 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $954/Night
7 Nights - US $6,676
Villa
10.0(53 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $298/Night
7 Nights - US $2,087
Villa
10.0(50 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $621/Night
7 Nights - US $4,348
Villa
10.0(48 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,300/Night
7 Nights - US $9,097
Villa
10.0(46 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,166/Night
7 Nights - US $8,161
Pet-Friendly Holiday Rentals in Sint Maarten
Over 253+ Pet-Friendly Holiday Rentals in or Near Sint Maarten
Villa
10.0(22 Reviews)
3 Bedrooms
9 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $329/Night
7 Nights - US $2,300
Apartment
10.0(3 Reviews)
4 Bedrooms
8 Guests
- Parking
- Pool
- Air Conditioner
- Internet
US $503/Night
7 Nights - US $3,521
Apartment
9.2(43 Reviews)
1 Bedroom
- Oceanfront
- Parking
- Pool
- Ocean View
US $447/Night
7 Nights - US $3,127
Villa
10.0(21 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $956/Night
7 Nights - US $6,694
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Air Conditioner
- Internet
US $199/Night
7 Nights - US $1,394
New
Villa
10.0(18 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $856/Night
7 Nights - US $5,990
Villa
10.0(11 Reviews)
3 Bedrooms
7 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $684/Night
7 Nights - US $4,786
Apartment
10.0(10 Reviews)
1 Bedroom
4 Guests
- Pool
- Air Conditioner
- Internet
Pet Friendly
US $458/Night
7 Nights - US $3,204
US $800/Night
7 Nights - US $5,598
Large Holiday Rentals and Private Villas in Sint Maarten
Over 722+ Large Holiday Rentals and Private Villas in or Near Sint Maarten
Villa
10.0(46 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $872/Night
7 Nights - US $6,101
US $930/Night
7 Nights - US $6,510
Villa
10.0(44 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $391/Night
7 Nights - US $2,735
US $805/Night
7 Nights - US $5,635
Villa
10.0(34 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $1,131/Night
7 Nights - US $7,914
Villa
10.0(32 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $1,317/Night
7 Nights - US $9,216
Villa
10.0(32 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $528/Night
7 Nights - US $3,698
New
Villa
10.0(29 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $442/Night
7 Nights - US $3,091
Wheelchair Accessible Holiday Homes in Sint Maarten
Over 661+ Wheelchair Accessible Holiday Homes in or Near Sint Maarten
Condo
10.0(43 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $236/Night
7 Nights - US $1,655
Resort
8.9(242 Reviews)
18 Guests
- Private Beach
- Oceanfront
- Hot Tub
- Parking
US $306/Night
7 Nights - US $2,145
Apartment
9.6(185 Reviews)
1 Bedroom
2 Guests
- Breakfast
- Parking
- Pool
Spa
US $343/Night
7 Nights - US $2,402
Condo
10.0(37 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $897/Night
7 Nights - US $6,278
Resort
8.5(795 Reviews)
32 Guests
- Private Beach
- Oceanfront
- Hot Tub
- Parking
US $152/Night
7 Nights - US $1,062
Condo
10.0(28 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $436/Night
7 Nights - US $3,049
Condo
10.0(26 Reviews)
1 Bedroom
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $390/Night
7 Nights - US $2,732
Condo
10.0(25 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $464/Night
7 Nights - US $3,251
Condo
10.0(25 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $323/Night
7 Nights - US $2,259
Sint Maarten Private Villas and Holiday Homes Under $200
Over 508+ Sint Maarten Private Villas and Holiday Homes Under $200
Condo
10.0(23 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $132/Night
7 Nights - US $924
US $72/Night
7 Nights - US $504
House
9.0(78 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $98/Night
7 Nights - US $684
Apartment
10.0(21 Reviews)
1 Bedroom
2 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $162/Night
7 Nights - US $1,131
House
10.0(2 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $144/Night
7 Nights - US $1,011
Apartment
10.0(17 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $142/Night
7 Nights - US $994
Condo
10.0(13 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $166/Night
7 Nights - US $1,164
Apartment
10.0(11 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $184/Night
7 Nights - US $1,288
Apartment
10.0(11 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $109/Night
7 Nights - US $761
Instantly Bookable Holiday Homes in Sint Maarten
Over 1414+ Instantly Bookable Holiday Homes in or Near Sint Maarten
Condo
10.0(36 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $438/Night
7 Nights - US $3,064
Condo
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $463/Night
7 Nights - US $3,242
Condo
10.0(34 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $610/Night
7 Nights - US $4,269
Villa
10.0(28 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,513/Night
7 Nights - US $10,591
Villa
10.0(23 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $839/Night
7 Nights - US $5,876
Condo
10.0(23 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $430/Night
7 Nights - US $3,009
New
Condo
10.0(19 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $833/Night
7 Nights - US $5,828
Condo
10.0(18 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $368/Night
7 Nights - US $2,578
House
10.0(17 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,133/Night
7 Nights - US $7,928
Book a Last Minute Place to Stay in Sint Maarten
About Casai's Private Villas and Holiday Rentals in Sint Maarten
Discover more than 2702 vacation rentals available in Sint Maarten. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Sint Maarten.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Sint Maarten, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Sint Maarten. On average, places to stay near Sint Maarten offer 854.77 ft², with nightly prices averaging US $565.
With Casai, finding and comparing holiday rentals in Sint Maarten is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Sint Maarten
There are 2702 Sint Maarten Holiday Rentals
- Prices for a holiday home in Sint Maarten start at US $69
- Top rated vacation home in Sint Maarten is Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
- Most popular short term in Sint Maarten is Sonesta Maho Beach All Inclusive Resort Casino & Spa
- Cheapest place to stay in Sint Maarten is Living La Vida Local
- Most expensive holiday rental in Sint Maarten is Chef included by Fantasia Villas: Villa Dreams Come True
Recently Booked Holiday Rentals in Sint Maarten
- Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
- Modern 3BR Home with Own Private Pool
- Serenity Penthouse - The Pinnacle of Luxury
- Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
- B1401 - Fourteen at Mullet Bay, Luxurious and Cosy 2bed apartment with the sea view
Frequently Asked Questions About Sint Maarten?
What are the top holiday rentals in Sint Maarten?
With numerous options available in Sint Maarten, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Sint Maarten:
- Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
- Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
- DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
- Amazing Beachfront Condo in Simpson Bay -Walk Out Beach/Pool
- Top of the art penthouse on the beach - 4000 sq. ft of luxury
- LUXURIOUS BEACH FRONT UNIT - SPECTACULAR OCEAN VIEWS.
- The Penthouse at LaSiesta Stunning views in luxurious surroundings!
- The Cliffs 2BR 2.5BA Apt Private Beach Sleeps 5 Luxury Oceanfront Apartment
- Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
- Rainbow Beach Club 2 Bedroom Condo - Our Rose in Winter
How many holiday rentals have private pools in Sint Maarten?
Discover a selection of holiday rentals with private pools near Sint Maarten with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Sint Maarten are best for families?
If you're searching for a family-friendly holiday home in Sint Maarten, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Sint Maarten:
How many Casai.nz holiday rentals are available in Sint Maarten?
As of 2026, Casai boasts over 2702 properties listed in the Sint Maarten area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Sint Maarten.
