Cole Bay holiday rentals

We found 3,235 holiday rentals — enter your dates for availability
Discover a selection of 20 homes, 37 apartments and other holiday rentals in Cole Bay that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Cole Bay

  • Picturesque Beaches: Relax on inviting sandy shores with crystal-clear waters ideal for sunbathing, swimming, and leisurely strolls.
  • Natural Beauty: Revel in the stunning outdoor scenery with eco-friendly activities in lush parks and coastal paths.
  • Local Culture: Immerse in the vibrant local atmosphere, experiencing the charm of friendly encounters and scenic landscapes.
  • Family-friendly Appeal: Enjoy a blend of romantic and family-oriented activities perfect for creating lasting holiday memories.
  • Varied Accommodation: Choose from a range of cosy cottages to modern apartments that suit every holiday preference.

Popular types of accommodation in Cole Bay

Welcome to Cole Bay, Sint Maarten, where you can immerse yourself in the island's unique charm. Discover cosy cottages, waterfront hotels, luxury lodges, and more. Whether you're drawn to a condo, villa or apartment, Cole Bay offers a range of holiday rentals to suit every taste. Experience the warmth of local hospitality and explore the rich attractions and landmarks of this enchanting seaside destination.

  • Condos: Experience the charm of Cole Bay in stylish, compact condominiums, the top choice for holidaymakers.
  • Villas: Enjoy a luxurious stay in spacious villas, the second most preferred option in Cole Bay.
  • Apartments: Settle into well-appointed apartments, a popular and practical choice for visitors.
  • Private Holiday Homes: Relish the privacy of independent holiday homes, a favoured alternative for a relaxed retreat.
  • Guest Houses: Discover the cosy appeal of guest houses, offering a comfortable and inviting stay in Cole Bay.**

Top attractions in and around Cole Bay

Cole Bay, Sint Maarten offers a delightful blend of beach and outdoor experiences, making it an ideal destination for nature lovers. Visitors can explore beautiful beaches and parks, soaking in the stunning scenery and enjoying eco-friendly activities. The local visitor centre provides valuable information on attractions and activities, ensuring a memorable stay for tourists eager to experience the charm of Cole Bay's natural landscapes and vibrant atmosphere.

  • Indigo Beach: A serene spot within Cole Bay, Indigo Beach offers soft sands and tranquil waters perfect for sunbathing and relaxing. The beach vibe is both laid-back and inviting, making it an ideal place to unwind.
  • Kim Sha Beach: Located a short distance from Cole Bay, Kim Sha Beach features vibrant beach life with various water sports and beachside eateries. It's a great place for socialising and enjoying the local atmosphere.
  • Simpson Bay Beach: A stunning stretch of coastline, Simpson Bay Beach is known for its breathtaking sunsets and lively beach scene. It's perfect for leisurely strolls and enjoying the picturesque views.

Things to do recommended for couples

For a romantic getaway in Cole Bay, enjoy a sunset cruise across the lagoon, dine at a beachfront restaurant with stunning views, or take a leisurely stroll along the shoreline. Don't forget to indulge in a couples massage at a local spa for ultimate relaxation.

Things to do recommended for families

Families visiting Cole Bay can enjoy a relaxing day at the beach and explore interactive local markets, perfect for a true local experience with plenty of kid-friendly activities.

Things to do recommended for groups

Groups visiting Cole Bay can enjoy a vibrant local market experience, indulge in authentic Caribbean cuisine at beachfront restaurants, and partake in water sports such as snorkelling and paddleboarding. A boat tour around the island offers stunning views and a chance to discover hidden coves.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Cole Bay

Whether you're journeying with a group, as a family, accompanied by your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking pointers for you.

  • Traveling to Cole Bay with a group: Consider how many bedrooms will be required, along with amenities such as a fully-equipped kitchen or an outdoor area suitable for group gatherings. Fortunately, you can filter for these features, and many others, on Stayz.
  • Traveling to Cole Bay with young kids: Traveling with young children can present its own set of challenges. It is essential to prioritise their comfort and safety, while also seeking out age-appropriate facilities such as a private swimming pool. Additionally, it is advisable to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Cole Bay: For many, a family holiday is not complete without their four-legged companion. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Cole Bay: If you are seeking holiday lettings with offers for stays of a month or more, you have come to the right place. By using the appropriate filter, you can effortlessly locate and save on monthly rentals. You may also wish to include a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Cole Bay

Experience the charm of Cole Bay, Sint Maarten with its inviting beaches and breathtaking outdoor scenery. Revel in the family-friendly and romantic atmosphere while exploring the local coastline and serene natural landscapes. Enjoy leisurely strolls along its sandy shores and immerse yourself in the vibrant local culture, perfect for a scenic holiday escape.

  • Simpson Bay: Simpson Bay is a vibrant city located 1km away from Cole Bay. It offers a delightful blend of coastal charm and modern amenities. Visitors can enjoy the pristine beach, appreciate the scenic bay, and explore the modern college university nearby. The area is perfect for those seeking a mix of outdoor adventures and leisurely strolls along the boardwalk. Its combination of natural beauty and urban conveniences makes it an attractive destination for travellers.
  • Indigo Bay: Indigo Bay is a welcoming neighbourhood situated in the vicinity of Cole Bay. This area is renowned for its stunning beach views and outdoor spaces, making it an excellent spot for those who appreciate natural landscapes. A range of activities, including education and adventure pursuits, is available, along with easy access to the local beach, bay, and modern college university. The relaxed atmosphere and scenic environment of Indigo Bay ensure a memorable travel experience.
  • Pelican Key: Pelican Key is a charming neighbourhood located 2km away from Cole Bay. Known for its beautiful coastal scenery and inviting outdoor experiences, it offers plenty of opportunities for hiking and other adventurous pursuits. Visitors can enjoy the local beach, admire the bay, and visit the modern college university in the area. Pelican Key provides a serene yet invigorating environment, ideal for those looking to balance relaxation with active exploration.

Best time to go to Cole Bay

If you're planning a trip to Cole Bay, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in March, July and September, while off-peak times, like May and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.3°F (25.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High
February77.7°F (25.4°C)No Rain (Dry)Mostly SunnyAverageAverage
March77.5°F (25.3°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
May80.1°F (26.7°C)Light RainMostly SunnySlightly LowAverage
June81.5°F (27.5°C)Light RainMostly SunnyAverageAverage
July82.0°F (27.8°C)Light RainMostly SunnySlightly HighAverage
August82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
September82.9°F (28.3°C)Light RainMostly SunnySlightly HighSlightly Low
October82.6°F (28.1°C)Light RainMostly CloudySlightly LowSlightly Low
November81.3°F (27.4°C)Light RainMostly CloudySlightly LowSlightly Low
December79.7°F (26.5°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Stayz is simple

Looking to save some money on your next trip? We recommend maintaining flexibility with your travel dates as prices can vary. Additionally, booking a longer stay often brings significant savings. To find the perfect Stayz property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's Trip Board provides an excellent platform for you to plan new journeys, manage your existing arrangements, or review your bookings. Your saved or reserved properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of Cole Bay

The beaches and other outdoor surroundings create an inviting atmosphere in Cole Bay. This romantic and scenic city entices travellers with its restaurants and boating. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Cole Bay

Are you hoping to find top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Cole Bay a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Aurora International Golf Club (9.9 mi / 15.9 km)
  • Mullet Bay Golf (2.5 mi / 4 km)

Exploring the natural landscape of Cole Bay

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Cole Bay is a great place to spend some time outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Maho Beach (2.5 mi / 4 km)
  • Kim Sha Beach (0.9 mi / 1.4 km)
  • Flamingo Beach (1.2 mi / 1.9 km)
  • Simpson Bay Beach (1.9 mi / 3.1 km)
  • Little Bay Beach (2.1 mi / 3.3 km)
  • Great Bay Beach (2.1 mi / 3.4 km)

How to get to and around Cole Bay

The nearest airport is in Philipsburg (SXM-Princess Juliana Intl.), located 2 mi (3.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Grand Case (SFG-L'Esperance), which is 4.8 mi (7.8 km) away.

Frequently asked questions

What is the best area to stay in Cole Bay when booking a holiday rental?
When considering a holiday rental in Cole Bay, Sint Maarten, the best area to stay would be close to the waterfront, where you'll find a delightful blend of relaxation and vibrant local culture. This part of Cole Bay offers a range of properties, from charming villas to modern apartments, ensuring there's something to suit various preferences and budgets.One of the top attractions nearby is the picturesque Simpson Bay Beach, great for sunbathing and enjoying the stunning Caribbean views. Additionally, the area boasts a lively marina where you can indulge in various water sports, dine at lovely waterfront restaurants, or simply take a leisurely stroll to soak in the beautiful scenery.Staying in this vibrant part of Cole Bay not only provides easy access to the beach but also places you within reach of local markets and shops, allowing you to experience the island's unique charm and hospitality.
Where are the best areas for renting a beach house in Cole Bay?
For renting a beach house in Cole Bay, Sint Maarten, consider the waterfront areas that offer stunning views of the Caribbean Sea. The vicinity around Simpson Bay is particularly attractive, as it provides direct access to beautiful beaches and a vibrant setting. Many beach houses here come equipped with private pools, outdoor terraces for sunbathing, and modern amenities such as fully equipped kitchens and air conditioning, making them great for families or groups seeking comfort and convenience.In Cole Bay itself, you can find charming villas and apartments with close proximity to the beach, often featuring outdoor dining areas and easy access to local shops and restaurants. The area is also known for its lively nightlife and various water sports activities, adding to the allure of staying here.Additionally, nearby Marigot offers a more laid-back vibe with its picturesque waterfront and French influence, where you might find properties with lush gardens and direct beach access. Many rentals in this region come with amenities like barbecues and beach gear, enhancing the overall beach experience.
Are there any houseboat rentals in Cole Bay?
In Cole Bay, there are several houseboat rentals available, offering a great experience for travellers looking to enjoy the beautiful surroundings of Sint Maarten. These houseboats typically come equipped with essential amenities such as kitchen facilities, comfortable sleeping arrangements, and often outdoor decks for relaxing and taking in the stunning views of the bay. Being located near popular points of interest like Simpson Bay and Marigot, guests can easily access local dining, shopping, and entertainment options while enjoying the tranquil atmosphere of life on the water.
What is the most popular type of holiday rental accomodation in Cole Bay?
In Cole Bay, apartments are the most popular type of holiday rental, with around 93 available throughout the area. These apartments are typically situated in lively neighbourhoods, offering easy access to local amenities and stunning views of the surrounding landscape. Most units come equipped with fully equipped kitchens, spacious living areas, and often balconies or terraces for enjoying the tropical climate.In addition to apartments, there are approximately 66 villas available, which provide a more luxurious option for travellers seeking extra space and privacy. These villas typically feature multiple bedrooms, private pools, and outdoor dining areas, making them ideal for families or groups looking to relax together. For those preferring a more unique stay, around 54 holiday houses offer a cozy feel, complete with amenities such as gardens and BBQ facilities.
Are there any family house rentals in Cole Bay?
In Cole Bay, Sint Maarten, there are some family-friendly holiday rentals available, offering a variety of options for visitors. This area is well-known for its stunning views and proximity to beautiful beaches, making it an excellent choice for families seeking both relaxation and adventure.Many properties in the locale feature spacious living areas, full kitchens for preparing meals, and outdoor spaces where children can play or families can gather for barbecues. Additionally, amenities such as Wi-Fi and air conditioning are commonly included, ensuring comfort throughout your stay.Nearby, families can explore attractions like the lively Maho Beach, known for its great experience of watching planes land just above the sand, as well as the vibrant nightlife and dining options in Philipsburg.
Can I rent a holiday home with a pool or hot tub in Cole Bay?
In Cole Bay, Sint Maarten, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 45 options to choose from. This picturesque area offers a blend of stunning views and tranquillity, making it an ideal choice for travellers seeking relaxation. Many of the properties in Cole Bay come equipped with private pools, luxurious hot tubs, and outdoor terraces, superb for entertaining or unwinding after a day of exploration.Travellers can also expect modern amenities such as fully equipped kitchens, air conditioning, and Wi-Fi, ensuring a comfortable stay.
Are there any remote work holiday rentals in Cole Bay?
In Cole Bay, Sint Maarten, there are plenty of options for remote work holiday rentals, with around 144 available for those looking to combine work and leisure. Many of these properties are equipped with essential amenities such as free Wi-Fi, dedicated office spaces, and comfortable desks with chairs, making it easy to maintain productivity while enjoying a picturesque environment.The area offers a vibrant coastal lifestyle, with proximity to the stunning beaches of Simpson Bay and the bustling nightlife of nearby Marigot. Rentals often feature spacious living areas, fully equipped kitchens, and outdoor spaces that allow guests to unwind after a workday, with some boasting beautiful sea views. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Cole Bay?
In Cole Bay, popular rental amenities include kitchens, which allow travellers to prepare their own meals and enjoy the convenience of home cooking. Many properties also feature onsite parking, making it easy for guests with vehicles to explore the island. For those who appreciate a good cup of tea or coffee, rentals typically come equipped with coffee and tea makers. Additionally, outdoor spaces such as decks or patios, as well as balconies, are common, providing guests with lovely spots to relax and take in the beautiful views of the surrounding area.
When is the best time to visit Cole Bay for a holiday rental?
The best time to visit Cole Bay for a holiday rental is during the peak season from July to September, with September being particularly popular. This vibrant period attracts sun-seekers and beach lovers eager to enjoy the beautiful Caribbean beaches and crystal-clear waters. With warm temperatures ranging from 25 to 30 degrees Celsius, the climate is superb for lounging on the beach, swimming, and indulging in water sports.September is a fantastic choice for visitors as it offers a lively option without the overwhelming crowds often found in July and August. You can enjoy local festivals and events while soaking up the vibrant culture and scenic views of the island.If you're looking for a more budget-friendly option, consider visiting in October, when the tourist rush begins to taper off. This month still provides pleasant weather and is great for exploring the local sights, such as the stunning beaches and charming shops, at a more relaxed pace.
What are the top attractions in Cole Bay?
In Cole Bay, Sint Maarten, visitors can enjoy a variety of attractions that highlight the area's natural beauty and vibrant culture. The Simpson Bay Lagoon is a prominent feature, offering stunning views and opportunities for boating and water sports. Nearby, you can find the popular Kim Sha Beach, which is ideal for sunbathing and swimming, with a lively option and beach bars.For those interested in local culture, the area features several dining options along the waterfront, where you can taste Caribbean cuisine while enjoying scenic views. The Cole Bay Hill offers panoramic vistas of the lagoon and surrounding areas, making it a great spot for photography and relaxation.Additionally, the nearby Maho Beach is famous for its proximity to the airport, where visitors can watch planes landing and taking off just above their heads, creating a great experience.
Are all fees included in the Cole Bay holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Cole Bay holiday homes with parking?
Stayz offers a wide selection of holiday homes in Cole Bay with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Cole Bay holiday homes?
You can find great discounts on holiday homes in Cole Bay on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Cole Bay holiday home booking on Stayz?
To find Cole Bay holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Cole Bay?
A long-stay holiday home in Cole Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Cole Bay holiday home?
Book your Cole Bay holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cole Bay?
Prices for holiday homes in Cole Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Cole Bay to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas