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Family-friendly vacation rentals in Simpson Bay

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Simpson Bay

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Rental unit in Simpson Bay

4.86 out of 5 average rating, 194 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.

Rental unit in West end

4.91 out of 5 average rating, 75 reviews

James Hughes nice place 2 bedroom upstairs

James Hughes apartment located in West end affordable and comfortable. we are close to maundays Bay Beach, shoal Bay West Beach, Barnes Bay beach, meads Bay Beach. we are also close to best buy supermarket. close to picante restaurants. excellent wifi. we have cars for rent $35per day we only take cash. we will take you back to the ferry or airport for free. Electric bikes for rent $25 per day. we also have scooters for rent $30per day. we can take you to the beaches and pick you up $30

Rental unit in Simpson Bay

5 out of 5 average rating, 191 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

Condo in Maho

4.89 out of 5 average rating, 187 reviews

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub

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!

Villa in Cul-de-Sac

4.95 out of 5 average rating, 100 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas , feet in the water. VILLA JADE 3, our 2 bedroom villa is located in the Bay of Cul de Sac, facing the Ilet PINEL and the nature reserve with turquoise waters. Life is peaceful, kayak outings, idleness, BBQ ... You are 5 minutes from the fabulous Oriental Bay, its restaurants, bars and water activities... The 3 villas are terraced but very intimate and quiet, your only view is the sea....your only goal is to " enjoy"......

Villa in Orient Bay

4.82 out of 5 average rating, 67 reviews

Villa Allamanda, sublime view, heated hot tub

Villa Allamanda is a very spacious house located in the Secure Park of Baie Orientale, on the French side. It offers many assets for holidays for families or groups of friends: * Large terrace with pool, and its HEATED and overflowing JACUZZI * Spectacular view of the bay and surrounding islands * Beach, water activities and shops within a 10-minute walk * 4 bedrooms with private bathrooms * Bluetooth speakers around pool, with USB charger * Wi-Fi

Rental unit in Lowlands

4.97 out of 5 average rating, 117 reviews

Cupecoy Garden Side

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.

Condo in Marigot

4.8 out of 5 average rating, 111 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.

Condo in Marigot

4.73 out of 5 average rating, 135 reviews

Le grand saint martin II avec/with Netflix

i love this studio, it's my favorite. Bright, spacious studio with sea view in a quiet residence. Close to all shops, restaurants, beach and city center of Marigot. Ideal for a relaxing and zen stay. This studio has a fully equipped kitchen, traditional oven with rotating heat, microwave, 3 induction plates, freezer fridge and a large space for cooking. This studio also has a bathroom equipped with a washing machine.

Condo in SX

4.82 out of 5 average rating, 103 reviews

Large 2BR Condo - STEPS FROM BEACH!

Experience tropical luxury at our Mullet Bay vacation rental in Sint Maarten. Our 2BR/1BA property boasts queen beds, full kitchen, laundry facilities and a gated community complete with pool and barbecue area. Perfect for families, couples or groups seeking a tranquil escape. Enjoy the comfort of spacious bedrooms and the convenience of on-site amenities. Book now for the ultimate island getaway!

Guesthouse in Little Bay

4.86 out of 5 average rating, 222 reviews

Your oasis with spectacular views and 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

Vacation rentals for every style

Get the amount of space that is right for you

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Villas

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Apartments

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Popular amenities for Simpson Bay family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Lowlands

5 out of 5 average rating, 34 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

Serviced apartment in Lowlands

4.88 out of 5 average rating, 41 reviews

Amazing 1 bedroom apartment in Maho Village

Condo in Lowlands

4.71 out of 5 average rating, 7 reviews

The Cliff,Ocean View Luxury units

Condo in Sint Maarten

4.96 out of 5 average rating, 72 reviews

Tropical Gem Ocean & Tropical Garden Views+PERKS!

Rental unit in Collectivité de Saint-Martin

4.81 out of 5 average rating, 31 reviews

The Rock 2 Duplex Apartment Sea View with Jacuzzi

Rental unit in Simpson Bay

4.96 out of 5 average rating, 96 reviews

Top of the art penthouse

Rental unit in Collectivity of Saint Martin

5 out of 5 average rating, 9 reviews

Le Colibri - Baie Orientale - Private Jacuzzi

Condo in Upper Prince's Quarter

4.8 out of 5 average rating, 80 reviews

2 Bed Suite in Condo Hotel, Ocean view, Concierge

Family- and pet-friendly home rentals

Condo in ORIENT BAY-SAINT MARTIN

4.9 out of 5 average rating, 39 reviews

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

Villa in MF

4.99 out of 5 average rating, 81 reviews

Your Paradise Villa

Condo in Orient Bay

4.82 out of 5 average rating, 91 reviews

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

Condo in Marigot

5 out of 5 average rating, 5 reviews

Luxury apt, direct access to the beach

Villa in Residence Hope Hill

5 out of 5 average rating, 26 reviews

Villa Azur, great view of the Orient Bay

Villa in Cul-de-Sac

4.94 out of 5 average rating, 64 reviews

Villa Marine with your feet in the water facing Pinel Island

Villa in Upper Prince's Quarter

5 out of 5 average rating, 24 reviews

Villa tropicale et paella party

Rental unit in Sint Maarten

5 out of 5 average rating, 6 reviews

Pelican Key 1BR Townhouse

Family-friendly home rentals with a pool

Villa in SX

4.96 out of 5 average rating, 48 reviews

Indigo Sunset Villa, Indigo Bay Saint Maarten

Home in Little Bay

4.95 out of 5 average rating, 77 reviews

Villa Kailani 4 bedroom with Stunning Ocean Views

Townhouse in Orient Bay

4.97 out of 5 average rating, 29 reviews

Searulean, a stylish 3 bedroom abode in Orient Bay

Home in Cole Bay

4.89 out of 5 average rating, 28 reviews

Luxury, Villa Panoramic Sea Views, Pelican Key

Condo in Collectivity of Saint Martin

4.8 out of 5 average rating, 15 reviews

Condominium with terrace, pool

Home in Cul-de-Sac

5 out of 5 average rating, 37 reviews

Water access, snorkeling gear & kayaks

Villa in Beacon Hill

4.91 out of 5 average rating, 32 reviews

Oceanfront Villa with Private Pool

Rental unit in Collectivity of Saint Martin

5 out of 5 average rating, 6 reviews

Just in paradise with lagoon's view

Quick stats about vacation rentals that are family-friendly in Simpson Bay

Total rentals
160 properties
Nightly prices starting at
G$27,121 GYD before taxes and fees
Total number of reviews
2.1K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Destinations to explore