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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

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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.

Sep 27 – Oct 4

G$33,160 GYD per night

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 172 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

G$64,468 GYD per night

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!

Aug 26 – Sep 2

G$32,711 GYD per night

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 :-)

Aug 2 – 9

G$38,573 GYD per night

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 4 – 11

G$39,321 GYD per night

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.

Apr 28 – May 5

G$27,375 GYD per night

Villa 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 CUL DE SAC Bay and its islets ... VILLA JADE 2 is a spacious suite /sea view for 2 people on foot in the water, 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 dock, and kayaks at your disposal.

Oct 21 – 28

G$61,531 GYD per night

Condo in ORIENT BAY-SAINT MARTIN, St. Martin

4.89 out of 5 average rating, 36 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.

May 26 – Jun 2

G$38,702 GYD 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

Oct 29 – Nov 5

G$57,699 GYD per night

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.

Apr 21 – 28

G$71,210 GYD per night

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 9 – 16

G$24,356 GYD per night

Apartment in Philipsburg , Sint Maarten

4.93 out of 5 average rating, 102 reviews

Amazing modern duplex ocean view "Colosseo"

The apartment Colosseo is located on the Great Bay, in Philipsburg, main city of Sint Maarten. Is a Duplex with a fully equipped kitchen, leaving room with sofa bed (for 2 people), laundry room, one bathroom, dressing, bed room with king size bed.

Dec 9 – 16

G$56,844 GYD per night

Vacation rentals for every style

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Popular amenities for Orient Bay family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

Nov 11 – 18

G$33,699 GYD per night

Condo in Meads Bay, Anguilla

5.0 out of 5 average rating, 20 reviews

1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub

Jun 19 – 26

G$103,369 GYD per night

Place to stay in Sint Maarten, Sint Maarten

4.95 out of 5 average rating, 66 reviews

109/Nite SALE Ends May 15. Book dates through July

Sep 4 – 11

G$30,036 GYD per night

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 45 reviews

HARMONY HAVEN on Simpson Bay Beach Beacon Hill

Apr 2 – 9

G$161,490 GYD per night

Condo in Lowlands, Sint Maarten

5.0 out of 5 average rating, 27 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

Aug 13 – 20

G$42,230 GYD per night

Apartment in Simpson Bay, Sint Maarten

4.96 out of 5 average rating, 93 reviews

Top of the art penthouse

Aug 9 – 16

G$133,973 GYD per night

Condo in Lowlands, Sint Maarten

4.85 out of 5 average rating, 13 reviews

The Cliff, Nicest Infinity Pool Overlooking the Oc

Sep 20 – 27

G$61,186 GYD per night

Villa in St Martin, St. Martin

4.67 out of 5 average rating, 3 reviews

Villa Sunrise - Amazing View of Orient Bay

Apr 5 – 12

G$176,041 GYD per night

Family- and pet-friendly home rentals

Condo in Orient Bay, St. Martin

4.81 out of 5 average rating, 84 reviews

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

Jun 22 – 29

G$59,760 GYD per night

Apartment in Saint Martin, St. Martin

5.0 out of 5 average rating, 19 reviews

Large studio, full ocean view, right on Orient Bay

Aug 8 – 15

G$24,605 GYD 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

Sep 9 – 16

G$85,372 GYD per night

Villa in MF, St. Martin

4.99 out of 5 average rating, 76 reviews

Your Paradise Villa

Jan 17 – 24

G$133,033 GYD per night

Home in Philipsburg, Sint Maarten

4.96 out of 5 average rating, 51 reviews

Villa Allamanda a Indigo Bay

Sep 24 – Oct 1

G$129,402 GYD per night

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

G$58,071 GYD per night

Condo in Sint Maarten, Sint Maarten

4.82 out of 5 average rating, 158 reviews

Studio in Condo Hotel, Ocean view, Concierge

Oct 1 – 8

G$44,580 GYD 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 9 – 16

G$21,603 GYD per night

Family-friendly home rentals with a pool

Villa in MF, St. Martin

4.96 out of 5 average rating, 51 reviews

Private Orient Bay Villa with Spectacular Views

Jun 27 – Jul 4

G$131,912 GYD per night

Villa in Cul-de-Sac, St. Martin

4.94 out of 5 average rating, 62 reviews

Villa Marine sea front opposite to Pinel Island

Mar 8 – 15

G$110,438 GYD per night

Villa in Collectivité de Saint-Martin, St. Martin

4.94 out of 5 average rating, 51 reviews

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Dec 4 – 11

G$126,967 GYD per night

Home in Parc de la Baie Orientale, St. Martin

4.87 out of 5 average rating, 30 reviews

Esther ideal villa in the heart of Orient Bay

Oct 19 – 26

G$41,395 GYD per night

Home in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 59 reviews

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Oct 2 – 9

G$189,204 GYD per night

Cottage in St Martin, France

5.0 out of 5 average rating, 53 reviews

Casa Mia a peaceful waterfront haven

Sep 16 – 23

G$71,787 GYD 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

Jan 18 – 25

G$28,622 GYD per night

Condo in Marigot, St. Martin

4.89 out of 5 average rating, 37 reviews

LA VIDA - Duplex on the beach

Jun 18 – 25

G$24,243 GYD per night

Destinations to explore