Some info has been automatically translated. Show original language

Vacation rentals with a pool in Sint Maarten

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sint Maarten

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Guest favorite
Condo in Maho
2 Min to Beach/Exclusive Rooftop Jacuzzi, Pool+Bar
This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance! If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available, at your fingertips!
Jan 22 – 29
$157 per night
4.88 out of 5 average rating, 162 reviews
Guest favorite
Home in Calabash Rd, Cole Bay
THE HILL HOUSE, 2 Bdr, pool, panoramic view
The house consists of 2 beautiful bedrooms with pool in the residential area of Almond Grove Estate, secured 24 hours a day, (luxury residence), the villa is completely private, you will not share the pool and its yard. You will appreciate the charm of this house. The view is just magnificent, green hills and sea of Simpson Bay, a place both discreet and close to tourist hustle and bustle, shopping and beaches.
Jul 30 – Aug 6
$276 per night
4.92 out of 5 average rating, 104 reviews
Guest favorite
Apartment in Little Bay
Stunning 2 BD Ocean View - Terraces Lt Bay
Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !
Jul 18 – 25
$310 per night
4.98 out of 5 average rating, 107 reviews

Popular amenities for Sint Maarten rentals with a pool

House rentals with a pool

Guest favorite
Home in Sint Maarten
Lux 5* Indigo Bay Villa Private Pool-Walk to Beach
Feb 25 – Mar 4
$660 per night
5.0 out of 5 average rating, 60 reviews
Superhost
Home in Cay Bay
Luxury Villa Summer Sea - Indigo Bay SXM
May 5 – 12
$523 per night
4.93 out of 5 average rating, 92 reviews
Superhost
Home in Lowlands
Sapphire Fantasy : Oceanfront paradise
Nov 11 – 18
$469 per night
4.9 out of 5 average rating, 67 reviews
Guest favorite
Home in Simpson Bay
Villa Blue View .. stunning views of endless sea!
Jul 5 – 12
$675 per night
5.0 out of 5 average rating, 62 reviews
Superhost
Home in Philipsburg
Villa Allamanda a Indigo Bay
Feb 13 – 20
$630 per night
4.96 out of 5 average rating, 47 reviews
Superhost
Home in Sint Maarten
Stunning 5 bedroom villa with 180° ocean view !
Aug 29 – Sep 5
$421 per night
4.75 out of 5 average rating, 85 reviews
Guest favorite
Home in Sint Maarten
Puerta Al Mar Villa
Jul 19 – 26
$782 per night
4.8 out of 5 average rating, 5 reviews
Guest favorite
Home in Upper Prince's Quarter
Tropical Oasis/Million $ Views!
Nov 14 – 21
$595 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Upper Prince's Quarter
Villa Tamarind | Luxury Oasis | Ocean views | 4BDR
Oct 9 – 16
$689 per night
5.0 out of 5 average rating, 56 reviews
Guest favorite
Home in Upper Prince's Quarter
Furnished Villa/Private Pool
Jun 27 – Jul 4
$158 per night
4.8 out of 5 average rating, 10 reviews
Guest favorite
Home in Cole Bay
Spacious 3BR with Private Cozy Pool
Oct 3 – 10
$243 per night
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Lowlands
Modern artist villa
May 16 – 23
$180 per night
New place to stay

Condo rentals with a pool

Superhost
Condo in Lowlands
Amenity-Filled Maho Studio, Close to Airport/Beach
Jul 18 – 25
$104 per night
4.84 out of 5 average rating, 56 reviews
Guest favorite
Condo in Lowlands
Nice one bedroom apartment near cupecoy
Jun 24 – Jul 1
$76 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Condo in Simpson Bay
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
Sep 16 – 23
$530 per night
5.0 out of 5 average rating, 52 reviews
Guest favorite
Condo in Lowlands
Sint Maarten La Terrasse Maho
Oct 19 – 26
$112 per night
4.94 out of 5 average rating, 84 reviews
Guest favorite
Condo in Simpson Bay
Five Star Luxury Beachfront Condo Private Hot Tub
May 3 – 10
$406 per night
4.96 out of 5 average rating, 71 reviews
Guest favorite
Condo in Simpson Bay
Encanto -2BR beachfront w/pool & gorgeous sunsets!
Nov 22 – 29
$320 per night
5.0 out of 5 average rating, 23 reviews
Superhost
Condo in Pelican
SeaLaVie Apartment with Private Pool
Dec 3 – 10
$440 per night
4.89 out of 5 average rating, 27 reviews
Guest favorite
Condo in Simpson Bay
The Beach Condo
Aug 24 – 31
$239 per night
5.0 out of 5 average rating, 49 reviews
Guest favorite
Condo in Philipsburg
Apt3 - 3 bedrooms amazing sea view, terrace, Pool
Jun 27 – Jul 4
$341 per night
4.79 out of 5 average rating, 38 reviews
Guest favorite
Condo in Lowlands
Gorgeous Beachfront PENTHOUSE- Sunset Ocean Views!
Sep 1 – 8
$254 per night
5.0 out of 5 average rating, 28 reviews
Superhost
Condo in Simpson Bay
Renovated 2-Level Condo @ Simpson Bay Yacht Club
Sep 30 – Oct 7
$125 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Condo in Lowlands
Loft Condo - STEPS FROM BEACH!
May 24 – 31
$99 per night
4.81 out of 5 average rating, 48 reviews

Destinations to explore