Vacation rentals in Cole Bay

A stretch of sandy beach is lined with gentle waves, meeting the clear turquoise water. In the background, low-rise buildings and palm trees are visible, along with distant mountains under a partly cloudy sky.

4.86 out of 5 average rating, 44 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.

An aerial view captures the lush landscape surrounding the waterfront property, featuring charming villas with red roofs, palm trees, and inviting swimming pools. The marina is visible with boats docked alongside, framed by a backdrop of rolling hills and a clear blue sky.

5 out of 5 average rating, 45 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.

White lounge chairs with blue cushions are positioned on a sandy beach, facing the calm turquoise sea. Gentle waves lap at the shore under a clear blue sky, while palm leaves provide a hint of shade in the foreground.

4.87 out of 5 average rating, 209 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.

5 out of 5 average rating, 95 reviews

Two travel books are presented side by side on a wooden surface. The left book cover features the title 'St. Martin in Sight,' accompanied by a colorful aerial view of a coastal town. The right book cover, titled 'St. Maarten,' depicts a figure pointing towards the sea with a scenic backdrop.

Townhouse in Cole Bay

Hillside Beach Townhouse Simpson Bay

Dreaming of a gorgeous sunset, turquoise waters and enjoyable nightlife? Welcome to Simpson Bay Beach Front Townhouse where sunny memories are made! Less than 1 minute walking (50meters) from the beach and surrounded by bars and popular restaurants featuring local and international food, spas, shops and casinos! Next to Simpson Bay Beach Resort and Marina where you have departures to different islands with numerous boat charter activities. The location assures that you will have an awesome!

The outdoor deck features two lounge chairs positioned for ocean views, surrounded by palm trees and tropical foliage. The crystal clear waters of the beach are visible in the background, and the sky reflects a mix of clouds and sunlight.

5 out of 5 average rating, 206 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

4.93 out of 5 average rating, 40 reviews

A scenic view showcases lush greenery, with a body of water reflecting the sky and distant hills. The ocean is visible on the horizon, framed by clouds and bright blue sky, creating a serene natural landscape.

Guesthouse in Little Bay

Studio near the beach

Small lovely studio in a quiet, peaceful and secure neighborhood. The studio is air-conditioned and perfect for the budget traveler and with about 25m2 it is spacious enough for 2 guests. The studio is equipped with a small kitchenette and a full bathroom. Located within a 10-minute walk to Belair beach and a 5-minute walk to the hospital. Philipsburg is a 5 minute drive away. Note: The studio has a shared entrance and is located next to the main house where the host resides.

4.96 out of 5 average rating, 116 reviews

Condo in Marigot

"SeaBird" studio, feet in the water on the beach

The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

A modern bathroom corner is depicted, featuring a sleek sink with a minimalist faucet above a wooden cabinet. Light-colored marble tiles cover the walls, while a round mirror with a decorative frame is mounted above the sink. A small dish holds toiletries beside the faucet.

4.76 out of 5 average rating, 79 reviews

J-m house 2

On this beautiful friendly island ‘’Sint Maarten’’ relax in this quiet accommodation, for an unforgettable stay. Our guest house harmoniously combines elegance and practicality, offering a well-equipped space where every detail is thought of for your well-being. Whether you relax while enjoying the tranquility of our spaces, you will immediately feel at home. Come discover our welcoming refuge, where modern comfort and friendliness meet to create an exceptional stay

Home in Calabash Rd, Cole Bay

A spacious outdoor area is surrounded by lush greenery, featuring a private pool and a covered seating space. Comfortable lounge chairs are arranged by the pool, while tropical plants add a natural touch to the serene environment.

4.92 out of 5 average rating, 142 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramic view

Your private oasis with pool and breathtaking views Treat yourself to a dream getaway in this elegant house, 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!

4.99 out of 5 average rating, 156 reviews

A spacious open-plan living area features high ceilings with exposed beams and large glass windows overlooking the sea. A wooden desk is positioned beside an elegant chair, while a comfortable sofa and armchair invite relaxation. Natural light fills the room, highlighting its inviting layout.

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

An outdoor terrace is presented with lush green grass, featuring modern seating arranged around a wooden table. Soft furnishings and decorative pillows are positioned for comfort, while stunning views of the water and surrounding hills create a serene backdrop.

4.88 out of 5 average rating, 26 reviews

A101 - Outstanding Lagoon View & Garden

The stunning Room 101, a very luxurious one-bedroom apartment, is situated on the ground floor of The Hills Residence Simpson Bay in Sint Maarten. Enjoy breathtaking views of the Caribbean Sea from your backyard, which looks out over the gorgeous Simpson Bay Lagoon. You may unwind inside in a tastefully constructed living space that is furnished with opulent materials and modern conveniences for your maximum pleasure. The Hills Residence

4.83 out of 5 average rating, 117 reviews

A modern washing machine is positioned in the laundry area. It features a digital control panel with buttons and a display screen, showcasing a sleek white exterior. The machine is placed beside a wooden cabinet, with kitchen utensils visible in the background.

Condo in Cole Bay

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.

Vacation rentals for every style

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Popular amenities for Cole Bay vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Cole Bay

A modern bathroom features a glass block shower enclosure and neutral-toned tiled walls. A compact vanity with a mirror and contemporary fixtures provides functionality. Natural light enters through a small window, while a small plant adds a touch of greenery.

4.86 out of 5 average rating, 14 reviews

Colebay Retro Vibe w Private Outdoor Enclosure

ValyRating, 5 stars1 month ago

i had a very nice and pleasant stay. location was centrally located near a Bus stop and shops. i really felt at home in that apartment. The contact and communication was very professional and perfect.. if I needed anything they were always there for me and helped me where needed. lovely ladies who are very accommodating & helpful. Heather and Lynne thanks for everything!

A seating area features comfortable sofas and a low table, surrounded by greenery and a calming water view. Natural light fills the space, highlighting the scenic marina backdrop with sailboats and a soft sunset glow.

4.9 out of 5 average rating, 10 reviews

Sunny Marina Residence

DeniseRating, 5 stars2 months ago

From the very start in our dealings with the owner, this was a wonderful experience. We had to add a day on our stay due to travel issues and the response was quick, pleasant, and accommodating. Check-in was a breeze even with our delay from the airport. The concierge was very accommodating and checked in on us a few times during our stay to make sure there weren't any issues. The pictures truly do not do this property justice. It was absolutely beautiful and quiet. My only complaint was the bed in one of the king rooms had a dip in the middle and made noise every time we moved. I did not mention this to the concierge as I didn't think it was an issue that could've been fixed while we were there, but did mention it while checking out. Certainly, did not ruin our trip and would not deter me from staying here again. One review had mentioned the lack of "starter" items in the property, but we had plenty of everything we needed. Overall, an amazing and positive experience!

A private verandah features a comfortable seating arrangement with wicker-style chairs and a low table. Beyond large sliding glass doors, an inviting interior area can be seen. The expansive ocean view showcases calm blue waters and a cloudy sky, creating a serene atmosphere.

Home in Indigo Bay

4.77 out of 5 average rating, 157 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

ShandraRating, 5 stars1 week ago

Le Pearle, is an amazing place to stay while in paradise. The location is private, the views are incredible, and you have the luxury of a beach at your disposable. The condo itself is very beautiful, the bed is comfortable, my boyfriend and I felt right at home and would highly recommend staying here.

Home in Upper Prince's Quarter

5 out of 5 average rating, 51 reviews

Endless Views @ Acqua Bleu

JaredRating, 5 stars1 month ago

I was completely blown away by this property—it exceeded all of my expectations! The views were absolutely breathtaking; relaxing on the patio while overlooking Saint Bartholomew was a dream. The home itself was exactly as described: spacious, modern, and beautifully maintained. The kitchen was fully equipped with high-end appliances, and the bedrooms were comfortable and stylish, each with large, luxurious bathrooms. While it’s about a 25-minute drive from the downtown area, the peace, privacy, and stunning scenery more than made up for the distance. One of the best surprises was the fully stocked refrigerator provided at no extra cost—a thoughtful and much-appreciated touch. And then there’s Irene—she was simply incredible. From greeting us with champagne to helping us plan our outings and even assisting with a small issue at the residence, her hospitality made our trip unforgettable. Irene went above and beyond, and we are so grateful. Thank you for making our stay truly special!

5 out of 5 average rating, 38 reviews

A serene coastline is depicted, featuring soft sandy beaches shaded by palm trees. Clear turquoise waters gently lap against a rocky shoreline, while beach loungers are arranged under canopies. The scene is enriched by distant white buildings lining the shore amidst lush greenery.

Apartment in West End

Creative Suite: Modern Studio Unit

NoraRating, 5 stars3 weeks ago

A truly lovely studio with many wonderful touches and amenities. I especially loved the little balcony and bench to drink my coffee in the morning while enjoying the sunrise and the beautiful view of St. Martin in the distance. Thomas was an excellent host and always very responsive to any questions or requests. The location is absolutely ideal and very convenient to a good grocery store (Best Buy), many fabulous restaurants and some of the most gorgeous beaches, all within easy driving distance. I definitely recommend staying with Thomas in his Creative Studio and I hope to come back again soon!

A modern bathroom is depicted with beige tiled walls. A round mirror is mounted above a sleek, white vessel sink set on a black countertop. Fresh white towels hang neatly on a towel rack, and a white toilet is positioned adjacent to the sink.

4.8 out of 5 average rating, 20 reviews

1-Queen size memory foam Bedroom with Free WiFi

AjayRating, 5 stars1 month ago

great place to stay in Cole Bay if your looking for something nice yet affordable or want a more quiet atmosphere. responsive host, great showers

Home in Upper Prince's Quarter

An infinity pool seamlessly blends into the horizon, reflecting the sky’s soft blue tones. A shaded lounge area with comfortable seating is positioned nearby, providing an inviting space to enjoy the panoramic ocean views.

5 out of 5 average rating, 6 reviews

Aman Oceanview

KeeshaRating, 5 stars3 weeks ago

Irene was such a great host, she was very helpful and friendly. Greeted us with champagne and made us feel at home in the luxurious property. She had a handful of resources for our stay and was readily available for questions. I plan on coming back to the property. The views were absolutely stunning.