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Family-friendly vacation rentals in Orient Bay

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Orient Bay

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

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Apartment in Simpson Bay, Sint Maarten

4.87 out of 5 average rating, 179 reviews

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.

Oct. 31 – Nov. 7

$232 CAD per night

Guest favourite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 171 reviews

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

Oct. 4 – 11

$435 CAD per night

Guest favourite

Condo in Maho, Sint Maarten

4.88 out of 5 average rating, 171 reviews

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!

Sep. 11 – 18

$248 CAD per night

Guest favourite

Apartment in Philipsburg, Sint Maarten

4.93 out of 5 average rating, 176 reviews

Blue grand view studio with infinity pool

This is a perfect studio for anyone who wants to enjoy all of SXM. It is close to restaurants, bars, casinos, the city center and the beach(3 minutes walking). The apartment has a full kitchen and a gorgeous terrace. You will love this place because of the ambiance and the outdoors space and of course the infinity pool with breathtaking views of the island overseeing Philipsburgs Great Bay with its cruise ships and Divi Little Bay. Check the reviews :-)

Mar. 19 – 26

$372 CAD per night

Guest favourite

Apartment in Lowlands, Sint Maarten

4.97 out of 5 average rating, 113 reviews

Cupecoy Côté Jardin

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Nov. 7 – 14

$257 CAD per night

Guest favourite

Condo in Marigot, St. Martin

4.8 out of 5 average rating, 109 reviews

Charming studio directly on the beach

A perfect place for an idyllic relaxing, with its balcony on the sea and the beach at your feet. It comfortably fits two, and it's centrally located at walking distance from all the restaurants, boutiques, supermarkets, and transport services. You'll love it! Conveniently close to the city of Marigot, but far enough from all its noise once in your little nest. You will be 20 minutes or less by car from your desired destination.

Jan. 22 – 29

$217 CAD per night

Guest favourite

Cottage in Cul-de-Sac, St. Martin

4.98 out of 5 average rating, 101 reviews

VILLA JADE 2: WATERFRONT/ POOL

VILLA JADE is a complex of 3 villas located in THE BAY OF ASS DE SAC and its islets ... VILLA JADE 2 is a spacious suite/sea view for 2 people seafront, with private pool. The 3 villas are adjoining but very quiet and intimate. Your only view is the sea... Direct access to the sea by a pontoon, and kayaks at your disposal.

Oct. 29 – Nov. 5

$371 CAD per night

Guest favourite

Condo in ORIENT BAY-SAINT MARTIN, St. Martin

4.89 out of 5 average rating, 35 reviews

Orient Bay "B&C Collection" 2BD+Sofa

Appartement 2 chambres, 2 salles des bains à 50m de la plage d'orient bay. L'appartement est moderne, il est situé dans une résidence avec piscine et ayant un accès plage directement depuis la résidence. La résidence, dispose d’un large choix de petits commerces, de restaurants, situés sur la place.

Jun. 2 – 9

$271 CAD per night

Guesthouse in Little Bay, Sint Maarten

4.85 out of 5 average rating, 214 reviews

Great view w/private pool

Long idelness by the infinity pool. Two bedrooms each with its own bathroom and seperate toilette. A few minutes from the beach, shops and nightlife and yet in a quiet and safe area. The guests has the entire home with a private pool. Please check “villa_pi” on instagram for more photos

Mar. 16 – 23

$481 CAD per night

Guest favourite

Townhouse in Orient Bay, St. Martin

4.95 out of 5 average rating, 19 reviews

Searulean, a stylish 3 bedroom abode in Orient Bay

Welcome to Searulean, the perfect vacation rental in Orient Beach, Saint-Martin for those seeking a luxurious and comfortable stay. This beautiful 3 bedroom townhouse offers exceptional value and is just steps away from the stunning beach and within walking distance to all amenities.

Oct. 2 – 9

$487 CAD per night

Guest favourite

Condo in Orient Bay, St. Martin

4.95 out of 5 average rating, 56 reviews

Beachfront oceanview Aruba studio

Level access luxury beachfront studio with breathtaking oceanview in former Hotel Mont Vernon at Saint Martin (F.W.I.). This 485 sqft design studio with a terrace has been renovated for your comfort. Guests may also enjoy a swimming pool which opens up on Orient Bay beach.

Aug. 28 – Sep. 4

$157 CAD per night

Guest favourite

Apartment in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 8 reviews

Le Colibri - Baie Orientale - Private Jacuzzi

Private accommodation composed of 2 air-conditioned bungalows in the heart of Baie Orientale with beautiful outdoor living space and private Jacuzzi. Come and enjoy the sun of the West Indies a few minutes walk from the beach and its restaurants and activities.

Oct. 12 – 19

$190 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Houses

A space that's all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Orient Bay family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Condo in Meads Bay, Anguilla

5.0 out of 5 average rating, 7 reviews

Beach Resort 1 Bedroom Condo with Terrace, Hot Tub & Ocean View

Aug. 18 – 25

$756 CAD per night

Guest favourite

Place to stay in Sint Maarten, Sint Maarten

4.97 out of 5 average rating, 65 reviews

109/Nite Special Ends Soon Book dates through July

May 19 – 26

$186 CAD per night

Guest favourite

Apartment in Collectivité de Saint-Martin, St. Martin

4.83 out of 5 average rating, 30 reviews

The Rock 2 Duplex Apartment Sea View with Jacuzzi

Jan. 30 – Feb. 6

$285 CAD per night

Guest favourite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 45 reviews

HARMONY HAVEN on Simpson Bay Beach Beacon Hill

May 17 – 24

$981 CAD per night

Guest favourite

Condo in Lowlands, Sint Maarten

5.0 out of 5 average rating, 27 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

Nov. 24 – Dec. 1

$418 CAD per night

Guest favourite

Apartment in Simpson Bay, Sint Maarten

4.96 out of 5 average rating, 93 reviews

Top of the art penthouse

Mar. 6 – 13

$1,505 CAD per night

Villa in St Martin, St. Martin

4.67 out of 5 average rating, 3 reviews

Villa Sunrise - Amazing View of Orient Bay

Sep. 15 – 22

$1,052 CAD per night

Apartment in Lowlands, Sint Maarten

5.0 out of 5 average rating, 4 reviews

Unique 4BR Penthouse,Close to day & night activiti

Jul. 15 – 22

$1,348 CAD per night

Family- and pet-friendly home rentals

Guest favourite

Apartment in Saint Martin, St. Martin

5.0 out of 5 average rating, 19 reviews

Large studio, full ocean view, right on Orient Bay

Jul. 28 – Aug. 4

$179 CAD per night

Guest favourite

Condo in Orient Bay, St. Martin

4.81 out of 5 average rating, 84 reviews

Princess Anouk, Orient Bay, swimming pool, on the beach

Jul. 21 – 28

$536 CAD per night

Villa in Cul-de-Sac, St. Martin

4.96 out of 5 average rating, 25 reviews

Villa Blue Anchor short and medium terms rental

Mar. 7 – 14

$674 CAD per night

Guest favourite

Villa in MF, St. Martin

4.99 out of 5 average rating, 75 reviews

Your Paradise Villa

Aug. 30 – Sep. 6

$732 CAD per night

Guest favourite

Cottage in Terres Basses , St. Martin

5.0 out of 5 average rating, 11 reviews

Lovely, romantic cottage in safe Terres Basses

Jan. 1 – 8

$400 CAD per night

Guest favourite

Home in Philipsburg, Sint Maarten

4.96 out of 5 average rating, 51 reviews

Villa Allamanda a Indigo Bay

Feb. 11 – 18

$1,020 CAD per night

Condo in Sint Maarten, Sint Maarten

4.82 out of 5 average rating, 158 reviews

Studio in Condo Hotel, Ocean view, Concierge

Sep. 25 – Oct. 2

$304 CAD per night

Apartment in Saint Martin, St. Martin

4.88 out of 5 average rating, 50 reviews

Studio 2 minutes from Friar's Bay Beach

Sep. 3 – 10

$160 CAD per night

Family-friendly home rentals with a pool

Guest favourite

Villa in MF, St. Martin

4.96 out of 5 average rating, 51 reviews

Private Orient Bay Villa with Spectacular Views

Jul. 5 – 12

$902 CAD per night

Guest favourite

Villa in Cul-de-Sac, St. Martin

4.95 out of 5 average rating, 41 reviews

AquaZen... 3 bedrooms, pool, private sea access

Nov. 6 – 13

$850 CAD per night

Apartment in MF, St. Martin

4.92 out of 5 average rating, 13 reviews

First line Zen lounge studio 50 meters from the beach

Dec. 6 – 13

$133 CAD per night

Guest favourite

Villa in Collectivité de Saint-Martin, St. Martin

4.94 out of 5 average rating, 51 reviews

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Aug. 22 – 29

$734 CAD per night

Villa in MF, St. Martin

4.7 out of 5 average rating, 20 reviews

Villa SILOVE

Oct. 14 – 21

$325 CAD per night

Guest favourite

Home in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 59 reviews

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Sep. 1 – 8

$1,293 CAD per night

Guest favourite

Cottage in St Martin, France

5.0 out of 5 average rating, 53 reviews

Casa Mia a peaceful waterfront haven

Sep. 10 – 17

$482 CAD per night

Apartment in Collectivity of Saint Martin, St. Martin

4.77 out of 5 average rating, 35 reviews

Luxurious Studio Studio Beautiful East Beach View

Jun. 23 – 30

$153 CAD per night

Destinations to explore