Cole Bay holiday lettings

We found 3,143 holiday rentals — enter your dates for availability

Discover a selection of 21 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.

Holiday rentals with weekly discounts - Cole Bay

Showing deals for:3 Jul - 10 Jul

Image gallery for Luxury 5 Bedroom Villa

Pool Deck
9.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

Luxury 5 Bedroom Villa

Les Terres Basses

9% off
Price is £6,893
for 7 nights, 1 villa
£985 per night
includes taxes & fees
Luxury 5 Bedroom Villa

Find spaces that suit your style

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Why visit Cole Bay

  • Beautiful Beaches: Enjoy the stunning scenery at Simpson Bay Beach, perfect for sunbathing and swimming.
  • Outdoor Activities: Engage in a range of eco-friendly experiences and adventurous pursuits in picturesque surroundings.
  • Charming Marinas: Explore the quaint small marinas that showcase the area's nautical charm.
  • Diverse Accommodation: Choose from stylish condos, luxurious villas, or cosy apartments to suit your travel needs.
  • Local Culture: Immerse yourself in the vibrant local culture and breathtaking landscapes for an unforgettable holiday.

Popular types of accommodation in Cole Bay

Discover the charm of Cole Bay with a selection of holiday rentals that cater to every traveller's needs. From stylish condos and luxurious villas to comfortable apartments, there's something for everyone. Whether you're seeking a boutique hotel or a private bathroom for added convenience, our Cole Bay holiday rentals provide the perfect base for your St. Maarten adventure. Explore your options and enjoy transparency, savings, and reassurance with us.

  • Condos: The most sought-after holiday accommodation in Cole Bay, offering modern amenities and stunning views.
  • Villas: A luxurious option for those seeking spacious living and private outdoor areas, perfect for relaxation.
  • Apartments: A popular choice for independent travellers, providing a home-like atmosphere in the heart of Cole Bay.
  • Houses: Ideal for families or groups, these homes offer a comfortable and personal stay.
  • Guest Houses: A charming and affordable alternative, providing a homely atmosphere and local hospitality.**

Top attractions in and around Cole Bay

Cole Bay is an ideal destination for those seeking a beach and outdoor getaway, offering stunning scenery and eco-friendly experiences. Visitors can explore popular attractions such as local parks and beautiful beaches, making it a perfect spot for relaxation and adventure. Whether you're looking to soak up the sun or enjoy nature, Cole Bay has a variety of activities to suit every traveller's needs.

  • Kim Sha Beach: A picturesque beach located 559m from Cole Bay, Kim Sha Beach offers a relaxed atmosphere with golden sands and crystal-clear waters, perfect for sunbathing and swimming.
  • Seaside Nature Park: Nestled within Cole Bay, this eco-friendly park provides a wonderful outdoor experience for families, featuring lush greenery, walking trails, and opportunities for wildlife observation.
  • Indigo Beach: Situated within Cole Bay, Indigo Beach boasts a vibrant beach vibe, ideal for those seeking water sports or simply relaxing by the shore with stunning ocean views.

Things to do recommended for couples

For a romantic outing in Cole Bay, take a leisurely stroll along the Philipsburg Boardwalk, located 1.9km away. Enjoy the stunning beach vibes and the charm of the outdoor setting, perfect for couples looking to unwind and connect in this beautiful Caribbean paradise.

Things to do recommended for families

Families visiting Cole Bay can have an adventurous day at Rainforest Adventures St. Maarten, a recreation park located 621m away. With its wellness and relaxation vibes, it's perfect for enjoying nature and engaging in fun activities suitable for all ages.

Things to do recommended for groups

Enjoy a round of golf at Mullet Bay Golf, located 1.9km from Cole Bay, where you can soak up the outdoor sports atmosphere with your mates. It's a fantastic way to bond while taking in the beautiful surroundings.

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

When travelling with a group, family, pets, or seeking longer stays, it’s important to prioritise your preferences using the right filters. Here are some helpful tips for booking with Vrbo.

  • Traveling to Cole Bay with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for these preferences and much more on Vrbo.
  • Traveling to Cole Bay with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it would be wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Cole Bay: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cole Bay: If you're in search of holiday rentals that offer discounts for month-long stays, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to consider additional features such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in and around Cole Bay

Cole Bay offers a delightful blend of beachside relaxation and outdoor adventure, making it an ideal destination for families and couples alike. Explore the picturesque Simpson Bay Beach, where stunning sea views await, or wander through charming small marinas that encapsulate the area's nautical charm. With its romantic atmosphere and scenic surroundings, Cole Bay promises an unforgettable holiday experience filled with vibrant local culture and breathtaking landscapes.

  • Simpson Bay: Located a mere 559m from Cole Bay, Simpson Bay is a vibrant city known for its stunning beaches and picturesque scenery. This area offers a wealth of outdoor activities, perfect for sun-seekers and water sports enthusiasts alike. The Simpson Bay Boardwalk is a highlight, lined with charming shops and delectable dining options. Be sure to visit the local nudist beach for a unique experience, and soak in the breathtaking views of the bay, making it an ideal spot for relaxation and exploration.
  • Indigo Bay: Nestled around the Cole Bay area, Indigo Bay is a captivating neighbourhood that attracts visitors seeking a tranquil beach experience. This scenic locale is perfect for outdoor adventures and unwinding in nature. With a variety of resorts and educational activities available, Indigo Bay caters to families and solo travellers alike. Its proximity to beautiful beaches and the alluring bay makes it a perfect base for exploring the island’s natural wonders, including the popular nudist beach.
  • Pelican Key: Just 621m from Cole Bay, Pelican Key is a charming neighbourhood characterised by its stunning coastal views and inviting atmosphere. This area is renowned for its outdoor activities and is home to several resorts that promise a delightful stay. Visitors can enjoy leisurely strolls along the boardwalk and indulge in the local cuisine at nearby restaurants. With its beautiful beaches and the allure of the nudist beach, Pelican Key offers a perfect blend of relaxation and adventure, making it a must-visit destination.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 Vrbo is simple

Are you hoping to save some money on your upcoming holiday? It might be worth being flexible with your travel dates, as prices can vary quite a bit. Additionally, if you opt for a longer stay, you often benefit from significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers an easy-to-use platform for planning your journeys, allowing you to start new trips, continue from where you last left off, or manage your travel arrangements with ease. You can view the properties you’ve saved or booked, neatly organised into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-gb/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:

  • Mullet Bay Golf (2.5 mi / 4 km)
  • Aurora International Golf Club (9.9 mi / 15.9 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.
How much does it cost to rent a holiday home in Cole Bay?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cole Bay to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cole Bay holiday house rentals?
You can find great discounts on house rentals in Cole Bay on Vrbo, 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.
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.
Can I find long-stay holiday rentals in Cole Bay?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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 Vrbo.
Are there any Cole Bay holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
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.
How early should I book a Cole Bay holiday rental?
Book your Cole Bay holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Cole Bay home rental booking on Vrbo?
To find Cole Bay holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cole Bay holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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