Family-friendly vacation rentals in Little Bay

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Top-rated family-friendly rentals in Little Bay

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Guest favorite

Guesthouse in Simpson Bay, Sint Maarten

4.96 out of 5 average rating, 96 reviews

Simpson Bay Beach Apartment. Topdeck. Ocean View

Modern 1 bedroom luxury apartment detached from the main house. Marble floors throughout. All stainless appliances in a full size kitchen. Granite counter top. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Private roof deck with 360° views. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available. Roof deck with grill, fridge and sink

Oct 3 – 10

G$32,492 GYD per night

Superhost

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$33,185 GYD per night

Guest favorite

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$64,517 GYD per night

Guest favorite

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$32,736 GYD per night

Guest favorite

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$38,602 GYD per night

Guest favorite

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$39,351 GYD per night

Guest favorite

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$27,418 GYD per night

Guest favorite

Home in Philipsburg, Sint Maarten

4.96 out of 5 average rating, 51 reviews

Villa Allamanda a Indigo Bay

This magnificent new villa is located in the most beautiful bay of St Maarten on the Dutch side, Indigo Bay. you will be swept away by the ocean views and the sound of the waves that dance right out front of Villa Allamanda. The infinity pool and the terrace are a magical setting designed to take full advantage of the Caribbean setting. Imagine yourself in the morning sipping your coffee or enjoying a tropical punch at sunset.

Sep 24 – Oct 1

G$129,500 GYD per night

Guest favorite

Villa in Upper Princess Quarter, Sint Maarten

5.0 out of 5 average rating, 10 reviews

Luxury Villa Twin Palms

Back by Popular Demand... Villa 'Twin Palms’ offers a unique opportunity to enjoy your own Private & Luxurious Tropical Villa while enjoying breathtaking and endless ocean views. The villa is tucked into the beautiful hillside inside the the secluded ‘Dawn Beach Estates" This villa in a 2 bedroom villa, the 3rd bedroom is available only on request for an additional fee

Oct 28 – Nov 4

G$74,816 GYD per night

Guest favorite

Villa in Cul-de-Sac

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$61,628 GYD per night

Superhost

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$57,743 GYD per night

Guest favorite

Condo in Marigot

4.79 out of 5 average rating, 87 reviews

The Grand Saint Martin with/with Netflix

In a quiet residence with parking and green space. Studio avec tele, machine a laver, wifi performant. The apartment is located facing the sea (sea view) All close to the city center, supermarket, restaurants and the beach (1 min walk). Price for 2 adults and children.

Jun 26 – Jul 3

G$18,432 GYD per night