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Holiday rentals in Cole Bay

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Top-rated holiday rentals in Cole Bay

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

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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, 74 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.

Superhost
Home in Indigo Bay
5 out of 5 average rating, 4 reviews

Luxury Villa Ocean at Indigo Bay with Private Pool

Welcome to Villa Ocean -Modern Luxury in Indigo Bay, SXM Stunning Ocean Views & Island Comfort, experience the pinnacle of Caribbean elegance at Villa Ocean, Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. This spacious & stylish 3br, 3.5-bath Vacation retreat is designed for ultimate comfort, your Caribbean dream escapes awaits you with the infinity private pool at Villa Ocean.

Top guest favourite
Flat in Simpson Bay
5 out of 5 average rating, 242 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 Upper Prince's Quarter
5 out of 5 average rating, 28 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.

Top guest favourite
Flat in St Martin
5 out of 5 average rating, 19 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

Guest favourite
Flat in Cole Bay
5 out of 5 average rating, 12 reviews

Beautiful, bright apartment with a lagoon view in Simpson Bay

Profitez d’un séjour inoubliable dans cet appartement confortable avec vue sur le lagon. Le logement dispose d’un espace de vie agréable, soigneusement aménagé pour votre confort. Le balcon vous permettra de savourer vos repas ou un café face au lagon, avec une vue apaisante à toute heure de la journée. La cuisine est entièrement équipée. Situé dans une résidence calme, vous êtes à proximité des plages, restaurants, commerces et activités incontournables de l’île.

Top guest favourite
A private pool is surrounded by a wooden deck, featuring multiple lounge chairs arranged for relaxation. The space offers a clear view of the sea and distant hills, complemented by a bright sky with scattered clouds. The outdoor area invites enjoyment of the coastal scenery.
Loft in Marigot
4.99 out of 5 average rating, 190 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
Flat in Cole Bay
4.84 out of 5 average rating, 140 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.

Guest favourite
Flat in Cole Bay
4.96 out of 5 average rating, 25 reviews

Lovem

Welcome to this charming apartment located in the heart of Cole Bay, one of the neighborhoods of Sint Maarten. Carefully maintained by a dedicated team offering a comfortable, clean and welcoming space to make the most of your stay The accommodation represents exceptional value for money. Just minutes from Simpson Bay, beaches, restaurants, shops and activities, the apartment is ideally located to explore the island with ease.

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
4.95 out of 5 average rating, 59 reviews

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.

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, 175 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 living space features a covered terrace with comfortable seating, a stylish bar area, and potted plants. The warm wooden flooring complements the soft purple lighting, while ocean views can be seen in the background, creating a relaxing ambiance for gatherings.
Townhouse in Sint Maarten
4.98 out of 5 average rating, 102 reviews

Indigo Bay Villa Poolside - Ocean 14

Experience refined Caribbean living in this enchanting 2-bedroom villa, nestled within the exclusive Indigo Bay community of St. Maarten. This beautifully designed villa offers a perfect blend of comfort, style, and outdoor elegance, making it an ideal retreat for those seeking tranquility and luxury.

Popular amenities for Cole Bay holiday rentals

When is the best time to visit Cole Bay?

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Avg. price$227 SGD$229 SGD$224 SGD$252 SGD$207 SGD$195 SGD$192 SGD$180 SGD$171 SGD$185 SGD$193 SGD$236 SGD
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.

Quick stats about holiday rentals in Cole Bay

  • Total holiday rentals

    Explore 520 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 7,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    390 properties feature pools

  • Rentals with dedicated workspaces

    180 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!

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