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Vacation rentals in Cole Bay

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Top-rated vacation rentals in Cole Bay

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

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Top guest favorite
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
4.85 out of 5 average rating, 26 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 favorite
A bright building is showcased with orange-tiled roofs and white walls, surrounded by lush greenery and palm trees. The structure is positioned along the water's edge, with boats visible in the distance and an inviting view of the bay and surrounding landscape.
Condo in Simpson Bay
5 out of 5 average rating, 44 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

A spacious apt in a great location. This apt is located on the 2nd and 3rd floor in a gated +24/7 secured community of the Simpson Bay Yacht Club. A fully stocked kitchen. Open concept Dining/Living room combination leads to a covered patio for outdoor dining with panoramic bay views. 2 large and spacious bedrooms with private baths. Enjoy morning coffee or afternoon cocktails on one of the 3 patios all overlooking water. This complex offers 2 pools, Tennis, Jacuzzi, security and parking.

Top guest favorite
Apartment in Simpson Bay
5 out of 5 average rating, 235 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
Apartment in Cole Bay
4.91 out of 5 average rating, 11 reviews

Casa Bay 3 Bedroom in St.Maarten

Welcome to Casa Bay, your tropical retreat in the heart of Cole Bay, St. Maarten. This spacious and beautifully designed 3-bed, 2-bath condo offers the perfect blend of comfort and convenience. Centrally located, you're just 15 minutes from the airport and a short drive to stunning beaches, vibrant nightlife, and a variety of dining options. Whether you're here to relax or explore, Casa Bay is the ideal home base for your island getaway Rental car available at additional fee.

Guest favorite
Apartment in Upper Prince's Quarter
5 out of 5 average rating, 12 reviews

Aman_Sky

The unique Aman_Sky is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman

Top guest favorite
Apartment in St Martin
5 out of 5 average rating, 15 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 favorite
A panoramic view captures a calm pool area surrounded by lush greenery. The setting features lounge chairs and a shaded seating area, while the backdrop reveals a vibrant sunset over the water. Sailboats are anchored in the distance, enhancing the serene coastal environment.
Condo in Cole Bay
5 out of 5 average rating, 14 reviews

Gorgeous 2 Bdrm Ground Floor Beach Access

Great for Families!! ONLY feet from the beach! Our ground floor 2-bdrm 2 bath full kitchen step out of your door directly onto the beach, pool, swim up bar and restaurant. Walking distance to outstanding restaurants. Enjoy water sports On-site gym, restaurant free internet laundry facility 24 hour security parking. *Guests are charged $26.20 per day resort fee at The Hilton Royal Palm (pool,beach, gym usage, pool towel changes,and tax are all included resort fee)

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, 185 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 favorite
A corner of the room is furnished with a decorative chair set upon a round woven mat, accompanied by a tall potted plant. Natural light enters through a small window adorned with shutters, while light curtains add a soft touch to the space.
Apartment in Cole Bay
4.81 out of 5 average rating, 177 reviews

J-m house 1

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 favorite
A spacious terrace is furnished with a wooden dining table surrounded by black wicker chairs. Lush greenery and the lagoon are visible beyond the railing, with palm trees swaying gently in the breeze. The sky is bright blue with scattered clouds.
Apartment in Simpson Bay
5 out of 5 average rating, 25 reviews

Vitamin sea 2

Welcome to Vitamin Sea 2 ! This one bedroom condo is well located in Simpson Bay Yacht club, central location in the heart of the action, and nonetheless peaceful atmosphere, tucked away by lush yet elegant landscaping and architecture. The living room and the master bedroom have an amazing view over the lagoon, offering a fresh respite from the town of Simpson Bay. 24/7 security gated residence, swimming pool, parking.

Top guest favorite
Apartment in Cole Bay
5 out of 5 average rating, 11 reviews

Beautiful bright apartment, lagoon view in Simpson Bay

Enjoy an unforgettable stay in this cozy apartment with lagoon views. The accommodation has a pleasant living space, carefully furnished for your comfort. The balcony will allow you to enjoy your meals or a coffee facing the lagoon, with a soothing view at any time of the day. The kitchen is fully equipped. Located in a quiet residence, you are close to the island's beaches, restaurants, shops and must-see activities.

Top guest favorite
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
4.96 out of 5 average rating, 57 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.

Popular amenities for Cole Bay vacation rentals

When is the best time to visit Cole Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,752 GYDG$38,662 GYDG$38,662 GYDG$41,170 GYDG$33,856 GYDG$31,975 GYDG$31,348 GYDG$29,467 GYDG$28,004 GYDG$30,303 GYDG$31,557 GYDG$38,662 GYD
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 vacation rentals in Cole Bay

  • Total vacation rentals

    Explore 520 vacation rentals in Cole Bay

  • Nightly prices starting at

    Cole Bay vacation rentals start at G$6,270 GYD per night before taxes and fees

  • Verified guest reviews

    Over 7,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Vacation rentals with a pool

    390 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    510 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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