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Vacation rentals in Cole Bay

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Top-rated vacation rentals in Cole Bay

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Guest favorite
Apartment in Little Bay
4.94 out of 5 average rating, 16 reviews

Ocean Sunset Retreat

Your tranquil escape perched on the scenic hills of Belair, overlooking the sparkling Caribbean Sea. This charming getaway is designed for couples or solo travelers seeking peace, privacy, and breathtaking views including unforgettable sunsets and a clear view of the neighboring island of Saba. Wake up to gentle ocean breezes and wind down as the sky turns brilliant hues of orange and pink in the evening. Nestled in a quiet residential area, the condo offers perfect blend of nature and comfort.

Top guest favorite
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, 65 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.

Guest favorite
A vibrant blue gate opens to reveal a sandy beach and calm waters. Decorative pots with blooming pink flowers frame the entrance, accompanied by lush green leaves. In the distance, sailboats can be seen on the horizon under a cloudy sky.
Apartment in Simpson Bay
4.88 out of 5 average rating, 230 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.

Top guest favorite
A serene beach view is captured, showcasing clear turquoise waters meeting powdery white sands. A picnic table sits on the beach, bordered by vibrant green plants and palm trees. Soft clouds drift above under a bright blue sky, completing the tranquil seaside scene.
Apartment in Simpson Bay
4.96 out of 5 average rating, 214 reviews

Lilly's Beach

This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.

Top guest favorite
Apartment in Simpson Bay
5 out of 5 average rating, 228 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 favorite
The image depicts a clear blue swimming pool surrounded by lounge chairs and tropical palm trees. In the background, the ocean can be seen alongside a beach area with a white railing, under a bright sky featuring fluffy clouds.
Apartment in Simpson Bay
5 out of 5 average rating, 8 reviews

Sunny Outlook - 1-bdr condo - Beachfront Residence

✨ Sunny Outlook with IRE Vacations ✨ This amazing 1 bedroom 1.5 bathroom unit is located at Palm Beach Condo’s, directly on Simpson Bay Beach. Palm beach is very convenient located in Simpson Bay, here you will find beach bars, restaurants and supermarkets within walking distance. Only a 10 minute drive from the airport. Palm beach offers you a large common pool and private access to the beach. Enjoy your day on the beach, at the pool or go on an adventure on our beautiful island!

Guest favorite
Apartment in Simpson Bay
4.93 out of 5 average rating, 139 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 favorite
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, 178 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

Top guest favorite
A living room area features comfortable seating with colorful cushions against light blue walls. A dining table is set with breakfast items, including orange juice and pastries. Large windows allow natural light to illuminate the space, providing a view of the terrace and surrounding greenery.
Apartment in Simpson Bay
4.99 out of 5 average rating, 91 reviews

Second Home Beach Apartment

Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and reconnect with ourselves. It has all the amenities one needs, like a comfortable living room, high quality mattress and linens, cozy sitting on the terrace to watch the sunset, fully equipped kitchen, and airconditioning in each room. It is located just two houses away from the beautiful white sand beach of Simpson Bay.

Guest favorite
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
4.84 out of 5 average rating, 139 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.

Top guest favorite
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.
Apartment in Little Bay
4.99 out of 5 average rating, 166 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 !

Guest favorite
A panoramic view of the azure ocean is captured, dotted with sailboats. The sandy beach features thatched umbrellas and lounge chairs. Lush palm trees are visible, alongside a beachside bar area with shaded seating, all under a bright sky with fluffy clouds.
Apartment in Cole Bay
4.92 out of 5 average rating, 53 reviews

Royal Palm Hilton SXM

This beautiful 2-bedroom 2-bathroom condo is in the heart of Simpson Bay, located inside the Royal Palm Hilton Vacation Club, and offers full resort amenities including a swimming pool, direct beach access, and a gym. This fourth-floor units has dazzling sunset views. Wake up to the beautiful view and then head downstairs where all you have to do is choose between the beach or the pool.

Popular amenities for Cole Bay vacation rentals

When is the best time to visit Cole Bay?

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Avg. priceﺩ.ﺇ716ﺩ.ﺇ679ﺩ.ﺇ679ﺩ.ﺇ723ﺩ.ﺇ595ﺩ.ﺇ562ﺩ.ﺇ551ﺩ.ﺇ518ﺩ.ﺇ492ﺩ.ﺇ533ﺩ.ﺇ555ﺩ.ﺇ679
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Frequently Asked Questions

  • Are there Cole Bay vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 350 vacation homes with pools in Cole Bay, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Cole Bay?

    Cole Bay has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Serviced Apartment Rentals in Cole Bay?

    Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with wifi, over 20 homes with air conditioning, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do guesthouse rentals in Cole Bay have a kitchen?

    Absolutely! We offer over 10 guesthouse rentals with a kitchen in Cole Bay. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in serviced apartment rentals in Cole Bay?

    Experience the best of Cole Bay with our serviced apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do villa rentals in Cole Bay have wifi?

    Absolutely! We offer over 50 villa rentals with wifi in Cole Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Cole Bay have free parking?

    Absolutely! We offer over 20 serviced apartment rentals with free parking in Cole Bay. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Cole Bay?

    Yes! Work meets play with ease at over 210 vacation rentals in Cole Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Cole Bay?

    Four-legged friends are welcome in Cole Bay. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Do villa rentals in Cole Bay have air conditioning?

    Absolutely! We offer over 50 villa rentals with air conditioning in Cole Bay. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Cole Bay

  • Total vacation rentals

    Explore 500 vacation rentals in Cole Bay

  • Nightly prices starting at

    Cole Bay vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 5,950 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    380 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    500 of Cole Bay vacation rentals include wi-fi 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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