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Holiday houses 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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Guest favourite
A bright and modern kitchen area features sleek cabinetry and stainless steel appliances. A dining table with four upholstered chairs is set next to a comfortable sofa, creating an open and inviting living space. Neutral tones enhance the contemporary design.
Apartment in Simpson Bay
4.88 out of 5 average rating, 51 reviews

NEW Double S Suite

In the heart of Simpsonbay, close to bars, restaurants, and the beach, you'll find this stylish and newly constructed apartment. Only 4 min from the airport and have double-paned windows to keep out the noise. The apartment has a queen-size bed, free Wi-Fi, and 2 flat-screen TVs; it's also only 2 minutes from Simpson bay beach, known for its clear water. This chic grey and white studio comes with all the amenities necessary for a restful and romantic beach getaway in the middle of St. Maarten.

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.
Apartment in Simpson Bay
5 out of 5 average rating, 55 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
A spacious living area showcases neutral-toned walls and tiled flooring. Modern furnishings include a wooden coffee table, open shelving, and a large wall-mounted television. A dining space with high-backed wicker chairs is visible, alongside a well-equipped kitchen area with green cabinetry.
Apartment in Cole Bay
4.85 out of 5 average rating, 20 reviews

Villa Nautica

Explore the beautiful island of St.Maarten while you reside in a gated community that offers you peace of mind and comfort. This one- bedroom unit is ideal for solo adventurers, couples, business travelers, and students. Just 10 minutes away from the Princess Julianna International Airport and 3 minutes drive from all the buzz and entertainment enjoyed at Simpson Bay. Within the vicinity, you can find grocery stores, restaurants, night life, pharmacy, bars, and more for your convenience.

Top Guest favourite
Large glass sliding doors open to a sunny outdoor deck with views of the turquoise ocean. Comfortable lounge chairs and a dining table are visible among tropical palm trees. The living area features a soft gray couch and a wall-mounted TV, creating an inviting indoor space.
Apartment in Simpson Bay
5 out of 5 average rating, 220 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

Top Guest favourite
A spacious terrace is complemented by a dining table surrounded by four chairs. A comfortable seating area with two wooden chairs and a couch is visible. Large glass windows provide a view of the lagoon and the outdoors, enhancing the natural light in the space.
Apartment in Marigot
5 out of 5 average rating, 9 reviews

NEW 1BR apt lagoon & sunset view 2/3p

Brand new! Elegant 1-bdr unit on the 1st floor of a small building in a secure lagoon-side residence with a swimming pool. Large terrace with exceptional views of the lagoon and sunset. Living room with a sofa bed, queen-size mattress, smart TV, and an fully equipped kitchen. Modular bedroom with a choice of two single beds or a king size bed. Bathroom with shower Separate toilet. Wi-Fi, A/C, and parking. Shops within walking distance, close to the city center.

Superhost
A spacious verandah features a comfortable seating area with a light-colored couch and a dark wicker coffee table. Lush greenery is displayed in a yellow planter, with panoramic views of the hills and bright blue sky in the background.
Home in Indigo Bay
4.77 out of 5 average rating, 180 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

Superhost
Home in Calabash Rd, Cole Bay
4.9 out of 5 average rating, 153 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramic view

Accommodation with private pool and breathtaking views Treat yourself to a dream break at this stylish home, nestled in the secure Almond Grove Estate neighborhood. Enjoy 2 air-conditioned bedrooms, a bright living room, a full kitchen, and especially an idyllic outdoor space with a pool and panoramic views of Simpson Bay. Just 5 min from Marigot, 10 min from the airport and 15 min from the beaches, it is the perfect address for an unforgettable stay!

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, 170 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 deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * 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, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Superhost
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.
Apartment in Cole Bay
4.78 out of 5 average rating, 98 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
A dining area is presented with a modern table surrounded by four black chairs. Above, a colorful artwork adorns the wall, complementing the vibrant decor. Two candles on the table add an elegant touch, while soft lighting from above enhances the welcoming ambiance.
Condo in Cole Bay
4.83 out of 5 average rating, 127 reviews

Convenient, Near Airport, Free Parking + Security.

Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.

Superhost
Apartment in Cole Bay
5 out of 5 average rating, 3 reviews

D431 - Condo with amazing view

Take in the amazing views from this modern 1-bedroom condo at The Hills Residence in Simpson Bay. Unit D431 offers a bright and airy space with a fully equipped kitchen, stylish living area, and a private balcony perfect for enjoying morning coffee or sunset skies. Located close to beaches, restaurants, and nightlife. Guests enjoy access to a rooftop pool, gym, and 24/7 security for total comfort.

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.
Apartment in Indigo bay
4.95 out of 5 average rating, 108 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.

Popular amenities for Cole Bay holiday rentals

When is the best time to visit Cole Bay?

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Avg. price$297 AUD$281 AUD$281 AUD$300 AUD$246 AUD$233 AUD$228 AUD$220 AUD$205 AUD$220 AUD$225 AUD$300 AUD
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Quick stats about holiday rentals in Cole Bay

  • Total holiday rentals

    Explore 470 holiday rentals in Cole Bay

  • Nightly prices starting at

    Cole Bay holiday rentals start at $46 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    350 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    460 of Cole Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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