Cole Bay vacation rentals

We found 3,148 vacation rentals — enter your dates for availability

Discover a selection of 19 homes, 36 apartments, and other vacation rentals in Cole Bay that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a pool. Whatever you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Cole Bay

Showing deals for:Jun 12 - Jun 19

Image gallery for 3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at 250/nt!!

Drone view of beach, pool & deck, tiled patio with table and umbrella & garden.
10 out of 10, Exceptional, (110 reviews)
Exceptional
(110 reviews)

3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at 250/nt!!

Simpson Bay

9% off
Price is $257
$1,799 for 7 nights
All fees included
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at 250/nt!!

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Find out more about Cole Bay

Why visit Cole Bay

  • Stunning beaches: Relax on beautiful beaches like Maho Bay, known for its unique scenery and vibrant atmosphere.
  • Outdoor activities: Enjoy eco-friendly adventures and explore local parks, perfect for families and nature lovers.
  • Charming accommodations: Stay in cozy condos or villas, such as Apartment Myriam, near the beach for a memorable experience.
  • Family-friendly attractions: Discover various attractions that cater to both kids and adults, making it ideal for family vacations.
  • Vibrant local culture: Immerse yourself in the lively atmosphere of Cole Bay, perfect for romantic getaways or fun outings.

Popular types of accommodation in Cole Bay

Cole Bay offers a variety of vacation rentals, including condos, villas, and apartments, perfect for every traveler. Popular choices include Apartment Myriam and the Myriam Frank Residence, both known for their great locations near Maho Beach and the closest hotels. Whether you're seeking relaxation or adventure, you'll find the ideal spot to make your getaway unforgettable.

  • Condos: The top choice for vacation rentals in Cole Bay, offering modern amenities and stunning views.
  • Villas: A popular option for those seeking luxury and privacy, perfect for families or groups.
  • Apartments: Ideal for travelers looking for home-like comfort with convenient access to local attractions.
  • Houses: Great for families or friends wanting a spacious and personalized experience.
  • Guest Houses: A cozy and budget-friendly choice, providing a welcoming atmosphere and local charm.**

Top attractions in and around Cole Bay

Cole Bay, Sint Maarten is perfect for a beach and outdoor vacation, offering stunning scenery and family-friendly attractions. You can enjoy relaxing days at the beach or explore local parks. Popular points of interest include Maho Bay, where you can experience unique natural beauty. Whether you're seeking eco-friendly activities or a fun getaway, Cole Bay has something for everyone to enjoy.

  • Indigo Beach: Nestled in Cole Bay, Indigo Beach offers a laid-back atmosphere perfect for soaking up the sun. Enjoy soft sands and tranquil waters, ideal for relaxation or casual beach activities.
  • Seaside Nature Park: This eco-friendly park in Cole Bay is perfect for families and nature lovers. Explore lush trails, engage in outdoor activities, and appreciate the local flora and fauna in a serene environment.
  • Kim Sha Beach: Located 0.9 miles from Cole Bay, Kim Sha Beach boasts lively beach vibes and crystal-clear waters, making it a popular spot for swimming, sunbathing, and beachside dining.

Things to do recommended for couples

For a romantic getaway in Cole Bay, indulge in a sunset sail around the island, savor a candlelit dinner at a beachfront restaurant, or explore tranquil beaches hand-in-hand. Don't miss a couple's massage at a local spa for the ultimate relaxation together.

Things to do recommended for families

Families can explore the lively waters at Kim Sha Beach, perfect for swimming and snorkeling. Visit the nearby Butterfly Farm for an enchanting experience with colorful butterflies, or take a boat tour around the island for breathtaking views and memorable family moments.

Things to do recommended for groups

Groups visiting Cole Bay can enjoy a lively beach day at Maho Beach, experience the vibrant local culture at the weekly market, and take a guided boat tour around the stunning coastline to discover hidden coves and crystal-clear waters.

*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

When planning your trip—whether you’re traveling with a group, with family, including your pets, or seeking extended stays—be sure to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Cole Bay with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Cole Bay with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Cole Bay: For many families, a vacation wouldn't be the same without their beloved pets. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Cole Bay: If you're seeking vacation rentals with discounts for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Cole Bay

Experience the charm of Cole Bay, Sint Maarten, where stunning beaches and breathtaking scenery await. Enjoy the vibrant atmosphere, perfect for a romantic getaway or family vacation. Explore the nearby Maho Beach for its lively vibe, or relax in a cozy garden view apartment. With diverse environments and an island feel, Cole Bay is the ideal destination for those seeking both adventure and tranquility.

  • Simpson Bay: Located just 0.9 miles from Cole Bay, Simpson Bay is a vibrant city known for its stunning beaches and outdoor activities. This picturesque area offers a lively boardwalk lined with resorts and restaurants, making it a perfect spot for relaxation and entertainment. Visitors can enjoy the sun on the beach or explore the scenic bay, which includes a nudist beach for those seeking a unique experience. With its blend of natural beauty and recreational options, Simpson Bay is a must-visit destination for any traveler looking to soak up the sun and indulge in water sports.
  • Pelican Key: Situated 1 mile away from Cole Bay, Pelican Key is a charming neighborhood that entices visitors with its beautiful beaches and outdoor scenery. Known for its upscale resorts and shopping areas, this area is perfect for those looking to combine relaxation with a bit of retail therapy. The nearby nudist beach provides a unique opportunity for sunbathing in a more liberating environment. Whether you’re lounging on the beach or exploring local shops, Pelican Key offers a delightful blend of leisure and adventure.
  • Indigo Bay: Nestled around the area of Cole Bay, Indigo Bay is a serene neighborhood that attracts travelers with its peaceful atmosphere and stunning coastal views. Visitors can enjoy a variety of activities, including educational excursions and time at recreation parks. The proximity to beautiful beaches, including a nudist beach, ensures that outdoor enthusiasts will find plenty to explore. Indigo Bay is ideal for those seeking a tranquil getaway while still being close to the vibrant life of Sint Maarten.

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 a breeze

Are you hoping to save on your next journey? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. It’s rewarding to take on the role of planner. By becoming a member of our travel rewards program, One Key, you can immediately access exclusive savings and earn OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your trips, pick up right where you left off, and organize all your travel plans in one place. You can easily access properties you've saved or booked, now organized into Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/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 travelers 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 in the area? Venture out of your vacation home and check out everything that makes Cole Bay a one-of-a-kind vacation spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 an active traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Cole Bay. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • 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 Princess Juliana Intl. Airport (SXM), located 2 mi (3.2 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into 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, Sint Maarten when booking a vacation rental?
When considering a vacation rental in Cole Bay, Sint Maarten, the area offers a fantastic blend of amenities and attractions that cater to various preferences. One of the highlights of Cole Bay is its proximity to the beautiful Simpson Bay Lagoon, which not only provides stunning views but also serves as a hub for water activities and boat rentals. The area is known for its vibrant dining scene, featuring a variety of restaurants that serve local and international cuisine, making it a great choice for food enthusiasts.

Another point of interest is the nearby Maho Beach, famous for its dramatic airplane landings and lively option. This beach is great for those looking to soak up the sun or enjoy some beachside entertainment. Additionally, Cole Bay serves as an excellent base for exploring other parts of the island, with easy access to attractions like Philipsburg and Marigot.

In terms of accommodations, there are numerous vacation rentals scattered throughout the area, ranging from cozy apartments to luxurious villas. This diversity in properties allows visitors to find something that fits their budget and style.
How much does it cost to rent a vacation home in Cole Bay?
Prices for vacation 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 vacation 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, travelers should explore the beautiful shoreline along Simpson Bay, which is just a short distance away. This area offers a range of beachfront properties with stunning views of the Caribbean Sea. Many vacation rentals in this vicinity come equipped with amenities such as private pools, outdoor terraces, and easy beach access, great for enjoying the sun and sand.

The nearby Simpson Bay Lagoon is also worth considering, as it features properties that often include boat docks, making it ideal for those who wish to engage in water sports or explore the surrounding islands by boat. Many of these rentals come with modern kitchens, spacious living areas, and outdoor dining spaces, allowing guests to fully embrace the tropical lifestyle.

Additionally, the vibrant setting of the area means that visitors have easy access to local restaurants, shops, and entertainment options, all within walking distance from many beach houses.
Are there any houseboat rentals in Cole Bay?
In Cole Bay, there are several houseboat vacation rentals available. These unique accommodations typically offer amenities like full kitchens, cozy living areas, and outdoor decks for enjoying the beautiful waterfront views. Located near key points of interest, such as the Simpson Bay Lagoon and the vibrant nightlife of Phillipsburg, houseboat rentals in this area provide a distinctive way to experience Sint Maarten.
What is the most popular type of vacation rental accomodation in Cole Bay?
In Cole Bay, apartments are the most common type of vacation rental, with around 31 available throughout the area. These apartments typically feature fully equipped kitchens, comfortable living spaces, and often private balconies or patios that offer pleasant views, making them ideal for couples or solo travelers. Additionally, there are about 22 villas available, which provide more upscale accommodations with spacious layouts, private pools, and outdoor areas superb for entertaining or relaxing. For those seeking a great experience, several vacation houses and condos offer homey amenities, while a few houseboats can be found for a more adventurous stay on the water.
Are there any family house rentals in Cole Bay?
In Cole Bay, Sint Maarten, there are numerous family-friendly house rentals available—around 30 options throughout the area. This vibrant locale offers easy access to beautiful beaches and local attractions, making it an ideal destination for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor patios or balconies where families can relax and enjoy the tropical scenery.

Visitors can find amenities such as private pools, game rooms, and nearby playgrounds to keep children entertained. Additionally, the proximity to attractions like Maho Beach, known for its stunning views and fun activities, adds to the appeal of this area.
Can I rent a vacation home with a pool or hot tub in Cole Bay?
In Cole Bay, Sint Maarten, there are plenty of vacation homes available for rent that come with pools or hot tubs, with around 45 options to choose from. This picturesque area offers a mix of waterfront and hillside properties, providing stunning views of the bay and surrounding landscape. Travelers can expect amenities such as private pools, hot tubs, spacious outdoor terraces, and fully equipped kitchens, ideal for both relaxation and entertaining.
Can I find long-stay vacation rentals in Cole Bay?
A long-stay vacation rental in Cole Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Cole Bay?
In Cole Bay, travelers can find several pet-friendly house rentals that cater to those looking to enjoy a tropical getaway with their furry companions. Many of these vacation homes feature modern amenities such as private pools, spacious outdoor areas, and fully equipped kitchens, allowing for a comfortable and convenient stay. The proximity to beautiful beaches and local attractions makes this area an appealing choice for pet owners.

While exploring Cole Bay, visitors can take advantage of nearby pet-friendly beaches where dogs are welcome, making it easy to spend quality time outdoors. In addition, the vibrant local community offers various parks and open spaces where pets can enjoy walks and playtime.
Are there any remote work vacation rentals in Cole Bay?
In Cole Bay, Sint Maarten, there are numerous remote work-friendly vacation rentals available, with around 48 options for travelers. This vibrant area is known for its stunning views and proximity to the beautiful Simpson Bay, making it a great choice for those looking to blend work and leisure. Many of these properties are equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated desk spaces, and comfortable in-room safes for added security. Additionally, guests will often find that events are permitted within these rentals, suiting those who may need to host meetings or gatherings.

The surrounding neighborhood offers easy access to local dining and entertainment options, allowing for a refreshing break after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cole Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Cole Bay with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, which allow guests to prepare their meals conveniently. Many rentals also offer onsite parking, making it easy for travelers with vehicles. Coffee and tea makers are commonly found in these properties, ensuring that guests can enjoy a warm beverage at their leisure. Additionally, many rentals feature decks or patios, as well as balconies, providing outdoor spaces to relax and take in the beautiful surroundings.
When is the best time to visit Cole Bay for a vacation rental?
The most popular time to visit Cole Bay for a vacation rental is during the peak season from July to September. This vibrant period draws travelers eager to soak up the sun on the beautiful beaches and enjoy the lively option that the island offers. With warm temperatures averaging in the low 80s to mid-90s Fahrenheit, it's superb for outdoor activities, including snorkeling, sailing, and exploring the stunning coastline.

September, in particular, tends to be a favorite for those looking to balance a lively vacation with slightly fewer crowds, as many tourists begin to wind down their summer trips. This month is also ideal for enjoying the local culture and events, as various festivals and markets take place, showcasing the island's rich heritage and culinary delights.

For travelers seeking a more budget-friendly option, consider visiting in October. While this month marks the beginning of the low season, it still offers pleasant weather and the chance to experience Cole Bay in a quieter, more relaxed setting. You can enjoy the scenic beauty at your own pace, with fewer tourists around to share the breathtaking views.

Ultimately, the best time to visit Cole Bay for a vacation rental hinges on your preferences for activity levels and ambiance, whether you prefer the bustling summer vibe or the serene charm of the shoulder season.
How early should I book a Cole Bay vacation rental?
Book your Cole Bay vacation 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 vacation 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, Sint Maarten?
In Cole Bay, Sint Maarten, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural offerings. One of the main draws is the stunning views from the hills, especially around the Cole Bay Hill area, where travelers can appreciate panoramic vistas of Simpson Bay and the surrounding islands. The area also features beautiful beaches such as Maho Beach, known for its proximity to the airport and the great experience of watching planes land just overhead.

The boardwalk along the lagoon offers a pleasant stroll with restaurants and bars where visitors can enjoy local cuisine and drinks while taking in the waterfront scenery. Additionally, nearby attractions like the famous Mullet Bay Beach provide opportunities for swimming and water sports.
Can I change or cancel my Cole Bay home rental booking on Vrbo?
To find Cole Bay vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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