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Holiday rentals in Cole Bay

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Top-rated holiday rentals in Cole Bay

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Top guest favourite
The private patio features a saltwater pool with ocean views, complemented by lounge chairs and tropical plants. Soft clouds drift overhead, enhancing the serene atmosphere. Nearby, a dining area offers an inviting space for meals while overlooking the lush garden and the expansive sea.
Home in Cole Bay
4.82 out of 5 average rating, 22 reviews

Luxury Villa Turquoise Heaven in Pelican Key

Welcome to Villa Turquoise Heaven- Modern Luxury in Pelican Key, SXM Experience the pinnacle of Caribbean elegance at Villa Turquoise Heaven, the newest luxury villa in the exclusive Tepui Residence. Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. From waking up to the gentle sound of waves to savoring sunsets from your private infinity pool, Villa TH offers an unforgettable escape.

Top guest favourite
A spacious bedroom is showcased with a large bed featuring neutral-toned linens. A panoramic window offers stunning views of the ocean and coastline, framed by soft drapes. A bedside table holds a lamp, and a television is positioned across the room, enhancing the modern decor.
Home in Upper Prince's Quarter
5 out of 5 average rating, 86 reviews

Endless Views @ Acqua Bleu

Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!

Top 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
5 out of 5 average rating, 67 reviews

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.

Top guest favourite
Flat in Simpson Bay
5 out of 5 average rating, 231 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
Flat in Simpson Bay
4.93 out of 5 average rating, 140 reviews

Le Petit Paradis – Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

Top guest favourite
Flat in Upper Prince's Quarter
5 out of 5 average rating, 15 reviews

Aman_Aria

This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.

Guest favourite
Flat in St Martin
5 out of 5 average rating, 12 reviews

07 yellow cliff

07 YELLOW CLIFF is a brand-new, stylish two-bedroom with breathtaking views of the ocean and a beautiful panoramic of Cul de sac, Orient bay, Tintamarre island and St. Barths from your private terrace. Bright, fully equipped, and tastefully decorated, it offers comfort and elegance with easy access and parking at your door. Enjoy a tranquil setting close to beaches, restaurants, and shops — the perfect spot for couples, friends, or family to relax and soak in paradise

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
4.99 out of 5 average rating, 183 reviews

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

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
4.83 out of 5 average rating, 127 reviews

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.

Top 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
4.99 out of 5 average rating, 169 reviews

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 !

Top guest favourite
An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.
Flat in Indigo bay
4.94 out of 5 average rating, 122 reviews

Independent apartment at the bottom of the villa – Indigo Bay

The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.

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
4.99 out of 5 average rating, 84 reviews

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.

Popular amenities for Cole Bay holiday rentals

When is the best time to visit Cole Bay?

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Avg. price$250 SGD$237 SGD$237 SGD$253 SGD$208 SGD$196 SGD$192 SGD$181 SGD$172 SGD$186 SGD$194 SGD$237 SGD
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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.

Quick stats about holiday rentals in Cole Bay

  • Total holiday rentals

    Explore 500 holiday rentals in Cole Bay

  • Nightly prices starting at

    Cole Bay holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    380 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    500 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!

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