Family-friendly holiday rentals in Pelican Key

4.87 out of 5 average rating, 209 reviews

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.

Guesthouse in Simpson Bay

4.96 out of 5 average rating, 100 reviews

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

Modern 1 bedroom luxury apartment detached from the main house. Backup power Generator. Marble floors throughout. All stainless appliances in a full size kitchen. 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. Grill, fridge and sink on deck. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available

4.93 out of 5 average rating, 28 reviews

Apartment in Simpson Bay

Apartment Simpson Bay Yacht Club at the Marina

Welcome to our apartment at the Marina in the Simpson Bay Yacht Club. A gated residence with 24 hours security, 2 swimming pools, outdoor jacuzzi, 2 tennis courts. You'll have a direct view over the marina and the Simpson Bay Lagoon. In front of the apartment is a private boat slip! and a private parking space. The apartment is within walking distance from bakeries, lunch rooms, restaurants, pharmacy, medical care, supermarket, night life, and beaches. Check also my other apartments!!

5 out of 5 average rating, 206 reviews

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

4.96 out of 5 average rating, 80 reviews

Condo in Sint Maarten

FLASH SALE! June-Oct. 2025! Ocean&Tropical Views!

NOTE=THIS IS A "STUDIO" CONDO, NOT A 1 BEDROOM, IN THE MOST HAPPENING SPOT ON THE ISLAND!!! BANG FOR YOUR BUCK!!! MANY PERKS!!! INTERESTED IN PURCHASING A PROPERTY IN ST. MAARTEN, I AM ALSO A REALTOR & I WILL BE HAPPY TO HELP WITH THAT!! NETFLIX, Movie DVD library, Binoculars, Snorkel Gear, Boogie Boards & MUCH More!! 2 guests Max. NO AUTO BOOKINGS FOR MORE THAN 2 PEOPLE, OR STAYS LONGER THAN one MONTH. YOU MUST CONTACT OWNER 1ST. CONTACT OWNER FOR BOOKINGS BEYOND ONE YEAR OUT.

4.9 out of 5 average rating, 204 reviews

Condo in Maho

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!

4.97 out of 5 average rating, 134 reviews

Apartment in Lowlands

Cupecoy Garden Side 1

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.

4.76 out of 5 average rating, 54 reviews

Apartment in pelican key

Pelican Pearl (pool, ocean view, garden)

This studio is the perfect place to book when you are looking for an affordable place to stay that is close to the beach, lots of restaurants, bars and supermarkets. The apartment is perfectly located in a complex with a pool that is rarely used. You have a big terrace with beautiful ocean views to enjoy a meal or just your morning coffee or afternoon cocktail! We have rechargeable fans and lights in the unit in case of power outages.

4.65 out of 5 average rating, 91 reviews

Condo in Marigot

Fully renovated studio, sea view

Refurbished studio in a quiet residence. Close to all amenities (supermarkets,restaurants, shops, marinas, market and parking) and 2 minutes from downtown Marigot. Free parking at the bottom of the building. Small beach nearby within walking distance of the studio. The studio is on the 1st floor and conveniently located for staying in the Caribbean. Close proximity to public transit or taxi rank for those who don't want to rent cars.

4.82 out of 5 average rating, 114 reviews

Condo in SX

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!

4.98 out of 5 average rating, 131 reviews

Villa in Cul-de-Sac

VILLA JADE 2: WATERFRONT SUITE/POOL

VILLA JADE is a complex of 3 villas located in the bay of CUL DE SAC and its islets... VILLA JADE 2 is a spacious/sea view suite for 2 people on the water, with a private pool. The 3 villas are adjoining but very quiet and private. Your unique view is the sea... Direct access to the sea via a pontoon, and kayaks at your disposal.