Family-friendly vacation rentals in Cole Bay

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Top-rated family-friendly rentals in Cole Bay

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

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Superhost

Condo in Meads Bay Beach

5 out of 5 average rating, 3 reviews

Beachfront 1 Bedroom Resort Condo with Terrace, Hot Tub & Stunning Views!

Tranquility Beach Anguilla is Anguilla’s newest beach resort on top-rated Meads Bay Beach on the West End and was voted Best Boutique Hotel in Anguilla 2023. Everything you need for an ultimate beach vacation is at your doorstep and our award-winning staff is at your service. Swim and snorkel in turquoise waters. Walk to resorts, spas and top restaurants. This unit is professionally managed by our friendly resort staff including property manager, concierge team, housekeepers and beach butlers.

Superhost

Apartment in Simpson Bay

4.87 out of 5 average rating, 205 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.

Superhost

Apartment in Collectivity of Saint Martin

4.91 out of 5 average rating, 11 reviews

Just in paradise with lagoon's view

Situé au 2ème étage dans une résidence au bord du lagon sur la baie Nettlé . Joliment décoré, tout confort, entièrement équipée et climatisé, avec une superbe vue. D'une surface de 50m2, idéal pour une ou deux personnes (deux à deux places) , cet appartement peut accueilr jusqu'à 7 personnes (lit bébé et lits singles supplémentaires fournis sur demande) Coin salon Espace bureau salle à manger sur la terrasse Salle de bain avec baignoire Deux piscines. Un coucher du soleil inoubliable !

Top guest favorite

Apartment in Simpson Bay

5 out of 5 average rating, 202 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

Superhost

Villa in Orient Bay

4.83 out of 5 average rating, 69 reviews

Villa Allamanda, sublime view, heated jacuzzi

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

Guest favorite

Apartment in West end

4.92 out of 5 average rating, 83 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. we also have scooters for rent $30per day. we can take you to the beaches and pick you up $30

Guest favorite

Villa in Cul-de-Sac

4.94 out of 5 average rating, 109 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......

Top guest favorite

Condo in Nettle Bay

4.95 out of 5 average rating, 56 reviews

Ski Beach - Beachfront Condo - Nettle Bay

Ski Beach has a fully equipped kitchen, a nice bathroom, a comfortable living room and a private deck where you can admire the sunsets over the bay of Marigot. Two large shared pools and a beautiful beach are at your disposal for a relaxing and enjoyable stay! All shops, grocery stores, bakeries, pharmacies and restaurants are within 5 minutes walking distance. Ski Beach, a corner of paradise with feet in the water for a romantic stay.

Guest favorite

Condo in Lowlands

5 out of 5 average rating, 20 reviews

St Maartin Maho Condo Comfortable Clean Relaxing

Located on the white sands of Maho Bay, the Royal Islander Club welcomes you to St. Maarten @ La Terrasse – where you can lounge on our private balcony, wander tropical gardens, and relax with family and friends in an exclusive setting. Overlooking the Caribbean Sea and St. Maarten’s tropical foliage, this newly renovate unit (5-2017), blessed to have survived the hurricanes of 2018, has a fully furnished kitchen and modern amenities.

Superhost

Home in Cole Bay

4.86 out of 5 average rating, 29 reviews

Luxury, Villa Panoramic Sea Views, Pelican Key

Welcome to Villa del Mar, a luxurious executive home offering breathtaking panoramic views of the Caribbean Sea and stunning sunsets. From this exquisite property, you can see the islands of St. Barts, Nevis, St. Kitts, St. Eustatius, and Saba. Nestled in the premier residential area on the Dutch Side, it provides easy access to vibrant attractions and beautiful beaches while ensuring privacy and tranquility.

Superhost

Apartment in Sint Maarten

5 out of 5 average rating, 6 reviews

Pelican Key 1BR Townhouse

My place is close to the beach, family-friendly activities, nightlife, public transport, and the airport. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, solo adventurers, business travelers, and families (with kids). Caribbean Weeks has many units all over the island both smaller and larger then this one.

Superhost

Condo in SX

4.81 out of 5 average rating, 108 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!