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Family-friendly vacation rentals in Cole Bay

Find and book unique family-friendly homes on Airbnb

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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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.

Guest favourite

Home in Phillipsburg

4.94 out of 5 average rating, 33 reviews

Villa Fleur de Mer Endless Ocean view /Priv. Pool

Villa Fleur de Mer is one of Sint Maarten's top-rated Villas. Private estate villa with a breathtaking 180-degree ocean view! Seclusion and tranquility, tempered by cool ocean breezes, with a private pool. Enjoy this adventurous yet tranquil paradise home between France and Holland. Spectacular views of the Atlantic Ocean with an unparalleled view of St. Barths. Minutes drive to downtown Phillipsburg and the French side. Enjoy the video below and Welcome, Home! https://fb.watch/7uxXstBra7/

Apartment in Simpson Bay

4.86 out of 5 average rating, 199 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.

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, avec une superbe vue, dans une charmante résidence à la Baie Nettlé Joliment décoré, tout confort, entièrement équipée et climatisé. D'une surface de 50m2, idéal pour une ou deux personnes (deux à deux places) , cet appartement peut accueilr jusqu'à 9 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 Piscine refaite à neuf . Un coucher du soleil inoubliable !

Guest favourite

Apartment in West end

4.91 out of 5 average rating, 77 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

Guest favourite

Apartment in Simpson Bay

5 out of 5 average rating, 197 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

Guest favourite

Villa in Cul-de-Sac

4.95 out of 5 average rating, 102 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

4.83 out of 5 average rating, 69 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

Guest favourite

Home in Cole Bay

4.89 out of 5 average rating, 28 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.

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.

Condo in SX

4.82 out of 5 average rating, 105 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, 225 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.

Houses

A space that's all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Cole Bay family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Lowlands

4.63 out of 5 average rating, 8 reviews

The Cliff, Ocean View Luxury units

Guest favourite

Condo in Lowlands

5 out of 5 average rating, 37 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

Guest favourite

Condo in Sint Maarten

4.96 out of 5 average rating, 76 reviews

Discount Offer Ocean & Tropical Garden Views+PERKS

Apartment in Collectivité de Saint-Martin

4.81 out of 5 average rating, 31 reviews

The Rock 2 Duplex Sea View Apartment with Jacuzzi

Guest favourite

Apartment in Simpson Bay

4.96 out of 5 average rating, 96 reviews

Top of the art penthouse

Villa in les Terres Basses

4.74 out of 5 average rating, 50 reviews

Beautiful Villa Azur, Terres Basses, Private Tennis

Guest favourite

Apartment in Collectivity of Saint Martin

5 out of 5 average rating, 12 reviews

Le Colibri - Baie Orientale - Private Jacuzzi

Guest favourite

Condo in Upper Prince's Quarter

4.8 out of 5 average rating, 81 reviews

2 Bed Suite in Condo Hotel, Ocean view, Concierge

Family- and pet-friendly home rentals

Guest favourite

Condo in ORIENT BAY-SAINT MARTIN

4.88 out of 5 average rating, 41 reviews

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

Guest favourite

Villa in MF

4.99 out of 5 average rating, 85 reviews

Your Paradise Villa

Villa in MF

5 out of 5 average rating, 5 reviews

Villa Kiwi - Collection Villas Saint-Martin

Guest favourite

Condo in Orient Bay

4.83 out of 5 average rating, 94 reviews

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

Guest favourite

Condo in Marigot

5 out of 5 average rating, 6 reviews

Luxury apt, direct access to the beach

Condo in Saint Martin

4.71 out of 5 average rating, 31 reviews

Caribbean Dream, Orient Beach. Mont Vernon.

Guest favourite

Villa in Residence Hope Hill

5 out of 5 average rating, 27 reviews

Villa Azur, great view of the Orient Bay

Guest favourite

Apartment in Lowlands

4.97 out of 5 average rating, 122 reviews

Cupecoy Garden Side

Family-friendly home rentals with a pool

Home in Orient Beach

4.75 out of 5 average rating, 12 reviews

Nice Villa for 6 Orient Bay Beach

Guest favourite

Home in Cul-de-Sac

4.92 out of 5 average rating, 66 reviews

C’est la Vie! Private pool and amazing views !

Guest favourite

Tiny homes in Cole Bay

4.93 out of 5 average rating, 95 reviews

Pirat's kingsize bedroom

Guest favourite

Home in Caribbean

4.88 out of 5 average rating, 52 reviews

Pelican Paradise

Villa in Beacon Hill

4.91 out of 5 average rating, 33 reviews

Oceanfront Villa with Private Pool

Villa in Cul-de-Sac

4.84 out of 5 average rating, 31 reviews

Ocean front "colibris" amazing view

Home in AI

5 out of 5 average rating, 4 reviews

Lockrum Point Villa Oceanside 2bdrm/2bath w/ Pool

Home in Collectivity of Saint Martin

4.78 out of 5 average rating, 37 reviews

Very pleasant ocean view house with swimming pool

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

Total rentals
170 properties
Nightly prices starting at
$172 CAD before taxes and fees
Total number of reviews
1.5K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
150 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace

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