
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.

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.

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.

PARADISE ONE TO LAS BRISAS
A proximité de l'aéroport international de JULIANA [10 min], nous vous proposons un appartement de luxe, dans une très belle résidence sécurisée, en bord de lagon, avec une piscine et un jardin PRIVE, qu'une magnifique vue sur les yatchs durant la haute saison. Pour les sorties nocturnes, vous serez idéalement situés, non loin de Simpson Bay, avec de nombreux restaurants, casinos, boites de nuit ect... Possibilité de faire de footing, qui est une attraction incontournable de l'île.

The beachcomber
Welcome to your perfect island retreat! Located in the heart of Beacon Hill, this cozy unit offers the ideal home base for exploring all that Sint Maarten has to offer. Just steps away from the island’s top attractions, you'll be within walking distance to: Maho Beach, Casinos,Restaurants & Bars. This unit is perfect for couples or solo travelers. Don’t miss out on the best location on the island – book your stay in Beacon Hill today and live like a local just steps from the action!

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

Les Alysés - 2BR-piscine privative
Réservez votre séjour au soleil dans ce magnifique appartement situé au rez de jardin d une villa de type hacienda. La piscine à l’eau turquoise et le jardin où vous pourrez prendre vos repas à l ombre du Cycas vous seront entièrement réservés. L appartement meublé dans un esprit carribéen vous propose deux chambres avec télévision et climatisation, une salle de bain avec une grande douche, une cuisine entièrement équipée et un salon spacieux avec un sac de boxe et un baby foot.

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!

Apartment garden - swimming pool
Take it easy at this unique and tranquil getaway. Enjoy your vacation in this renovated apartment in Ruby Blue Residences, with swimming pool. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs, Simpson Bay and close to the airport. This apartment, "Saba" is a ground floor unit by the garden , swimming pool, laundry, private and free parking. You will enjoy this peaceful place ! Adults only

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.

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.

C344 - Lagoon view with balcony
C344 is a stylish 1-bedroom apartment at The Hills Residence, offering a peaceful lagoon view from a private balcony. Perfect for a relaxing getaway, it features a modern kitchen, cozy living area, and all the comforts of home. Guests can enjoy the shared pool, secure parking, and 24/7 security. Located just minutes from the beach, dining, and shopping, it’s the ideal base for exploring Sint Maarten.

Villa Dream View Belair Sint Maarten SXM
Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.
Popular amenities for Cole Bay holiday rentals
Other great holiday rentals in Cole Bay

Casa Bay Studio, Cole Bay

Sea Lover - Las Brisas

Indigo Bay Villa Poolside - Ocean 14

Brand New- Maho Condo Studio with Seaview and Pool

Luxury 3 bedrooms apartment

2 Bedroom Ocean Front Villa, Private Infinity Pool

Studio coquet idéalement situé

Casa Bisani, 2BD 2,5BA in Cupecoy
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $251 SGD | $238 SGD | $238 SGD | $253 SGD | $208 SGD | $197 SGD | $193 SGD | $181 SGD | $172 SGD | $186 SGD | $190 SGD | $253 SGD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
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 Villa Rentals in Cole Bay?
Enhance your stay in our Villa Rentals with the most popular amenities: over 50 homes with free parking, over 40 homes with a kitchen, over 50 homes with air conditioning, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do serviced apartment rentals in Cole Bay have a kitchen?
Absolutely! We offer over 20 serviced apartment 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 condo rentals in Cole Bay?
Experience the best of Cole Bay with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Cole Bay have wifi?
Absolutely! We offer over 220 apartment 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 apartment rentals in Cole Bay have air conditioning?
Absolutely! We offer over 220 apartment rentals with air conditioning in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
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 $39 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
460 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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