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Family-friendly vacation rentals in Sint Maarten

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Top-rated family-friendly rentals in Sint Maarten

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Superhost
Apartment in Simpson Bay
Apartment on the beach
Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.
Jul. 1 – 8
$229 CAD per night
Guest favourite
Apartment in Simpson Bay
The Beach House Apartment
A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more
Aug. 21 – 28
$368 CAD per night
Guest favourite
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!
Aug. 7 – 14
$244 CAD per night

Popular amenities for Sint Maarten family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Apartment in Simpson Bay
Top of the art penthouse
Oct. 23 – 30
$866 CAD per night
Guest favourite
Apartment in Simpson Bay
HARMONY HAVEN on Simpson Bay Beach Beacon Hill
Dec. 3 – 10
$1,348 CAD per night
Guest favourite
Condo in Lowlands
The Cliff in Cupecoy Beach HEAVEN!!!
Dec. 10 – 17
$412 CAD per night
Guest favourite
Place to stay in Sint Maarten
$119/nite SALE! Ends Soon! Book up to May 31, 2024
Nov. 29 – Dec. 6
$231 CAD per night
Guest favourite
Apartment in Dutch Cul de Sac
(HeavenlyHideAway) MEcasaMEnavia Hidden Gems
Apr. 9 – 16
$150 CAD per night
Superhost
Condo in Koolbaai
Flamingo Beach Resort- studio **
Jul. 23 – 30
$323 CAD per night
Apartment in Sint Maarten
La Terrasse Maho One bedroom with amazing view!
Apr. 11 – 18
$230 CAD per night
Guest favourite
Apartment in Simpson Bay
Apartment Simpson Bay Yacht Club at the Marina
May 27 – Jun. 3
$259 CAD per night
Guest favourite
Condo in Lowlands
St Maartin Maho Condo Comfortable Clean Relaxing
Dec. 18 – 25
$282 CAD per night
Guest favourite
Condo in Lowlands
MAHO,La Terrasse 2 BDR SUITE, SLEEPS 6, WIFI, POOL
Jun. 27 – Jul. 4
$325 CAD per night
Condo in Lowlands
Fully renovated spectacular Island Getaway in Maho
Nov. 7 – 14
$300 CAD per night
Condo in St. Maarten
Beachfront Charming Suite, 3 beds,2 baths, 6/8
Sep. 28 – Oct. 5
$462 CAD per night

Family- and pet-friendly home rentals

Superhost
Villa in Simpson Bay
Oceanfront amazing 2 bd Villa
Jul. 8 – 15
$464 CAD per night
Superhost
Home in Philipsburg
Villa Allamanda a Indigo Bay
Feb. 4 – 11
$1,007 CAD per night
Superhost
Home in Sint Maarten
Stunning 5 bedroom villa with 180° ocean view !
Jan. 8 – 15
$1,180 CAD per night
Superhost
Condo in Cole Bay
Top of Pelican Key! Villa Cleavage: Studio
Dec. 2 – 9
$190 CAD per night
Guest favourite
Condo in Sint Maarten
Studio in Condo Hotel, Ocean view, Concierge
Oct. 28 – Nov. 4
$299 CAD per night
Guest favourite
Home in Little Bay
Villa Kailani 4 bedroom with Stunning Ocean Views
May 21 – 28
$995 CAD per night
Guest favourite
Apartment in Lowlands
Amazing 1 bedroom apartment in Maho Village
Oct. 15 – 22
$201 CAD per night
Superhost
Apartment in Sint Maarten
Pelican Key 1BR Townhouse
Mar. 1 – 8
$319 CAD per night
Guest favourite
Apartment in Lowlands
Oceanfront view apartment with private beach
May 12 – 19
$389 CAD per night
Guest favourite
Apartment in Cupecoy
Panoramic ocean view Large 3 Bed Rooftop Penthouse
Nov. 26 – Dec. 3
$569 CAD per night
Guest favourite
Home in Upper Prince's Quarter
Villa tropicale et paella party
Jan. 31 – Feb. 7
$1,303 CAD per night
Villa in Beacon Hill
Oceanfront Villa with Private Pool
Sep. 7 – 14
$708 CAD per night

Family-friendly home rentals with a pool

Guest favourite
Condo in SX
Large 2BR Condo - STEPS FROM BEACH!
May 19 – 26
$253 CAD per night
Guest favourite
Home in Upper Prince's Quarter
Villa Tamarind | Luxury Oasis | Ocean views | 4BDR
Oct. 30 – Nov. 6
$1,121 CAD per night
Guest favourite
Home in Cole Bay
Luxury, Villa Panoramic Sea Views, Pelican Key
Jun. 11 – 18
$764 CAD per night
Superhost
Condo in Cupecoy
LuxuryOceanfrontClifftop, SuperbView, PrivateBeach
Aug. 4 – 11
$284 CAD per night
Superhost
Condo in Lowlands
Moonrise - Beautiful Condo with 180 views
Feb. 3 – 10
$488 CAD per night
Superhost
Home in Phillipsburg
Villa Fleur de Mer Endless Ocean view /Priv. Pool
Dec. 23 – 30
$698 CAD per night
Superhost
Apartment in Simpson Bay
Royal Palm Beach Resort- 2 bedroom ocean view
Superhost
Condo in Simpson Bay
Relaxation by the Ocean • Glorious Beach Retreat
Aug. 11 – 18
$464 CAD per night
Villa in Upper Princess Quarter
Luxury Villa Twin Palms
Feb. 9 – 16
$580 CAD per night
Guest favourite
Condo in Lowlands
Porto Cupecoy 4 BR PH OceanView Pool Tennis Gym
Mar. 26 – Apr. 2
$703 CAD per night
Guest favourite
Villa in SX
Indigo Sunset Villa, Indigo Bay Saint Maarten
Jan. 25 – Feb. 1
$890 CAD per night
Guest favourite
Tiny homes in Cole Bay
Pirat's kingsize bedroom
Sep. 25 – Oct. 2
$131 CAD per night

Destinations to explore