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Holiday rentals in Cole Bay

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Quick stats about holiday rentals in Cole Bay

  • Total holiday rentals

    Explore 510 holiday rentals in Cole Bay

  • Nightly prices starting at

    Cole Bay holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 8,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    510 of Cole Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cole Bay rentals

  • 4.8 Average rating

    Cole Bay stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Cole Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A private pool is bordered by a spacious patio area, featuring two lounge chairs. Expansive ocean views are visible in the background, with lush greenery surrounding the space. A dining table is situated under a covered area, providing a shaded option for meals outdoors.
Villa in Indigo Bay

Villa Ocean - Indulge Yourself in Paradise

A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.

ValueLocationCondition

4.95 out of 5 average rating, 81 reviews
Guest favourite
A bright living area features large glass doors that open to a private outdoor space. A comfortable sofa and a coffee table are positioned on a light-toned rug. A TV is mounted on a sleek white cabinet, while wooden accents add warmth to the design.
Flat in Simpson Bay

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

ValueLocationLaundry

5.0 out of 5 average rating, 87 reviews
Top guest favourite
Flat 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

FamilyLocationCheckout

5.0 out of 5 average rating, 257 reviews
Top guest favourite
Apartment in Simpson Bay

4 Bedroom Beachfront Condo with Private Pool D2.1

Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walking to the beach and located in the busiest area! Surrounded by bars and popular restaurants with local and international food, spas, shops and casinos! Walking distance to Simpson Bay Marina where you have departures to different islands with numerous boat charter and water sports activities. The location assures that you will have an unforgettable holiday!

LocationFamilyAccess

4.97 out of 5 average rating, 29 reviews
Guest favourite
Flat in Cole Bay

Casa Bay 3 Bedroom in St.Maarten

Welcome to Casa Bay, your tropical retreat in the heart of Cole Bay, St. Maarten. This spacious and beautifully designed 3-bed, 2-bath condo offers the perfect blend of comfort and convenience. Centrally located, you're just 15 minutes from the airport and a short drive to stunning beaches, vibrant nightlife, and a variety of dining options. Whether you're here to relax or explore, Casa Bay is the ideal home base for your island getaway Rental car available at additional fee.

FamilyLocationAccuracy

4.88 out of 5 average rating, 24 reviews
Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

LocationValueHospitality

5.0 out of 5 average rating, 203 reviews
Guest favourite
A modern building is depicted next to a shimmering infinity pool. Comfortable lounge chairs are arranged along the poolside, with tall palm trees providing a tropical ambiance. The clear blue sky enhances the outdoor setting, creating a serene atmosphere.
Flat in Cole Bay

Luxury apartment on the lagoon with boat lift

Discover this sumptuous apartment located in the prestigious Las Brisas residence, a high-end residential complex nestled by the Cole Bay lagoon. With stunning views of the lagoon, this exceptional property combines comfort, luxury and serenity, in a secure and refined setting. 24/7 secure residence Infinity swimming pool Private marina for boats and jet skis Gym This apartment is a real invitation to relaxation and the Caribbean lifestyle.

LocationValueView

4.87 out of 5 average rating, 31 reviews
Guest favourite
A modern living area features a comfortable gray sofa and a wooden dining table with two chairs. A decorative plant adds a touch of greenery. On the wall, a piece of artwork depicts an abstract scene, while a television is mounted on a white shelf across from the seating.
Flat in Cole Bay

J-m house 2

Welcome to the “Friendly Island” of Sint Maarten, a Caribbean gem where the sun shines all year round and hospitality is a true tradition. Here, we welcome you to our elegant and harmonious guesthouse, thoughtfully designed for your comfort and well-being. From the moment you arrive, you’ll be charmed by the warm and soothing atmosphere. Every space has been carefully crafted, with everything you need to make you feel instantly at home.

LocationFamilyBathroom

4.86 out of 5 average rating, 160 reviews
Guest favourite
A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.
Villa in Indigo bay, Sint Maarten

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

FamilyLocationCheckout

4.93 out of 5 average rating, 73 reviews
Guest favourite
A private heated pool is featured at the edge of the terrace, offering views of the ocean and nearby islands. The clear blue water contrasts with the light-colored stone surrounding the pool, while lush greenery can be seen in the background against a clear sky.
Flat in Little Bay

Stunning 2 BD Ocean View - Terraces Lt Bay

Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

ValueLocationAmenities

4.99 out of 5 average rating, 191 reviews
Superhost
An inviting infinity pool stretches toward the horizon, offering uninterrupted views of the ocean and coastline. A covered terrace with two lounge chairs is positioned nearby, framed by a modern architectural structure that enhances the surrounding scenic beauty.
Home in Indigo Bay

Préstige - Luxurious 3 bedroom by the Beach

Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!

LocationValueWifi

4.83 out of 5 average rating, 217 reviews
Top guest favourite
A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.
Villa in Little Bay

Barefoot Villas GreatBay View in Hot Tub & Balcony

Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.

LocationFamilyDecor

4.99 out of 5 average rating, 107 reviews

Popular amenities for Cole Bay holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Cole Bay

Guest favourite
A spacious living area is characterized by arched doorways allowing natural light to fill the room. A round dining table sits centered, with white chairs and a decorative wooden stool nearby. A neutral sofa and a hanging punching bag are visible, inviting relaxation.
Flat in Cole Bay

Les Alysés - 2BR-private pool

ValueLocationNearby

4.95 out of 5 average rating, 22 reviews
Guest favourite
Villa in Lowlands

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

FamilyValueBeach

4.78 out of 5 average rating, 156 reviews
Top guest favourite
Flat in Cole Bay

Beautiful bright apartment, lagoon view in Simpson Bay

LocationDecorAccuracy

5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Cole Bay

Sentry Lane Condo in Cole Bay

LocationValueSolo travel

5.0 out of 5 average rating, 17 reviews
Guest favourite
Flat in Cole Bay

Beautiful 3 bedroom condo with a private pool

LocationFamilyGetting around

5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Little Bay

Maazoon -Luxury modern 3BR Apt for 6 – Central SXM

LocationValueCondition

4.95 out of 5 average rating, 21 reviews
Top guest favourite
Villa in Cole Bay

[Sunset Place] 3BR Oceanfront Villa, Private Pool

LocationAir conditioningPool

5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Cole Bay

B231 - Serene Chic 2 Bedroom

LocationValueView

4.96 out of 5 average rating, 27 reviews

When is the best time to visit Cole Bay?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£135£135£132£132£121£121£113£107£101£110£114£140
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

Frequently Asked Questions

  • What are the best places to stay in Cole Bay?

    Cole Bay has a mix of vacation rentals near the marina, as well as apartments and houses close to waterfront dining and local markets. Many accommodations feature outdoor space and family-friendly amenities.

  • What are the best things to do in Cole Bay with kids?

    Families often enjoy boat tours departing near the marina, checking out local parks, and sampling Caribbean treats at casual eateries. Calm beaches around Cole Bay make popular spots for swimming and building sandcastles.

  • What are some of the best things to do in Cole Bay?

    Explore marina activities, dine at waterfront restaurants, and browse local markets for crafts or specialties. Many visitors join boat tours or relax at nearby beaches, combining leisure and adventure.

  • How is the weather in Cole Bay?

    Cole Bay has warm temperatures year-round, ranging from 74°F to 89°F (23°C to 32°C), with more rainfall in autumn months. Lightweight clothing and sun protection are useful as the area is generally sunny and humid.

  • When is the best time to visit Cole Bay?

    Late winter and early spring are often recommended for milder weather and lower rainfall, while summer draws visitors for vibrant festivals and warm temperatures. Some travelers enjoy the quieter atmosphere during autumn months.

  • What are the best places to visit in Cole Bay?

    Explore the marina area and waterfront markets, then take in local art murals or sample Caribbean dishes at neighborhood restaurants. Cole Bay is also near several beaches and nature spots favored by visitors.

  • What are some hiking trails in Cole Bay?

    Cole Bay and the surrounding region have trails that lead through low hills, scenic overlooks, and nature reserves. Guided walks are often available, allowing travelers to spot local flora and enjoy gentle outdoor exercise.

  • What are some family activities we can do in Cole Bay?

    Families in Cole Bay enjoy waterfront parks, boat tours, and outings to local markets or casual eateries. Kid-friendly beaches around the area often have calm waters suitable for swimming and sandcastle fun.

  • What are some of the best day trip ideas from Cole Bay?

    Plan a beach day on the island's sandy shores, visit lively Phillipsburg for shopping and cultural sites, or explore hiking trails in nearby nature areas. Guided snorkeling tours and boat outings are frequently suggested activities.

  • Are there any pet friendly accommodations available in Cole Bay?

    Many vacation rentals in Cole Bay welcome pets, especially apartments and homes with outdoor spaces. Be sure to check pet policies and ask about local parks or waterfront areas suitable for walks with your companion.

  • What are some local tips for visiting Cole Bay?

    Locals often suggest exploring culinary spots, taking in sunset views at waterfront areas, and browsing markets for handmade crafts. Comfortable shoes and a relaxed schedule help travelers enjoy Cole Bay's slower pace.

  • What is Cole Bay known for?

    Cole Bay is known for its waterfront marinas, vibrant boating culture, and friendly community atmosphere. The area features local dining, markets, and convenient access to both beaches and urban amenities.

  • What are the best hidden gems to explore in Cole Bay?

    Explore waterfront markets with local crafts, visit tucked-away eateries serving Caribbean comfort foods, or join a guided boat excursion departing near Cole Bay. Neighborhood marinas and mural-lined streets add to the area's distinctive character.

  • What are the best foods to try in Cole Bay?

    Cole Bay is known for Caribbean cuisine, such as grilled seafood, stewed chicken, and johnnycakes. Island-style barbecue, fresh fish, and side dishes with plantains or rice are frequently suggested by locals.

  • What should I bring for a trip to Cole Bay?

    Pack lightweight clothing, a swimsuit, sunscreen, and comfortable sandals for exploring beaches and markets. A reusable water bottle, sunhat, and insect repellent are often suggested for outdoor activities and island excursions.

  • What is the nightlife in Cole Bay like?

    Cole Bay has bars, casual restaurants, and lounges that host music and social gatherings. The area draws a mix of locals and visitors, creating a lively yet laid-back atmosphere, especially along waterfront spots.

  • What are the most popular events or festivals in Cole Bay?

    Carnival season, often celebrated across Sint Maarten in late spring, features lively parades and music that locals and visitors enjoy. Food, dance, and cultural performances add to the festive atmosphere around Cole Bay and nearby neighborhoods.

  • Are there family friendly vacation rentals in Cole Bay?

    Cole Bay has a variety of vacation rentals, including spacious houses and apartments that accommodate families. Many options feature amenities like kitchens and outdoor areas, making it easy for travelers of all ages to relax together.

Destinations to explore