Little Bay vacation rentals

We found 3,260 vacation rentals — enter your dates for availability

Discover a selection of 13 apartments, 14 villas, and other vacation rentals in Little Bay that are perfect for your trip. Vacation rentals offer the best amenities for your family, friends, or furry companion, such as WiFi and a pool. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

Find out more about Little Bay

Why visit Little Bay

  • Gorgeous Beaches: Little Bay boasts stunning beaches perfect for relaxation and sunbathing, ideal for both families and couples.
  • Rich History: Explore historic forts and immerse yourself in the vibrant culture and heritage of Sint Maarten.
  • Outdoor Adventures: Enjoy activities like snorkeling, kayaking, and hiking along the scenic coastline.
  • Romantic Escapes: The picturesque views and serene environment make it a perfect destination for romantic getaways.
  • Luxury Accommodations: Choose from a variety of upscale villas and stylish condos for a comfortable stay.

Popular types of accommodation in Little Bay

If you're looking for the perfect getaway in Little Bay, you'll find a variety of stunning accommodations to suit your needs. From luxurious villas and stylish condos to cozy apartments, our Little Bay villa rentals offer something for everyone. Explore our selection of Little Bay villas and indulge in the comfort and elegance of luxury rentals in this beautiful destination. Your dream vacation awaits.

  • Condos: The top choice for vacation rentals in Little Bay, offering modern amenities and stunning views for an enjoyable stay.
  • Villas: The second favorite option, providing spacious luxury and privacy, perfect for families or groups.
  • Apartments: A practical third choice, ideal for budget-conscious travelers seeking comfort and convenience.
  • Houses: Fourth in popularity, these homes offer a home-like atmosphere for a personalized experience.
  • Guest Houses: The fifth option, providing a cozy and welcoming atmosphere for a more intimate getaway.**

Top attractions in and around Little Bay

Little Bay, Philipsburg, Sint Maarten is the perfect destination for beach lovers and outdoor enthusiasts. With its stunning beaches, historic forts, and beautiful parks, visitors can enjoy a mix of relaxation and culture. Whether you're exploring the scenic coastline or delving into the area's rich history, Little Bay offers a delightful vacation experience for travelers seeking adventure and leisure alike.

  • Great Bay Beach: A beautiful beach just 0.6 miles from Little Bay, Great Bay Beach offers a laid-back atmosphere with soft sands and inviting waters, perfect for sunbathing and swimming.
  • Fort Amsterdam: Located within Little Bay, this historic fort boasts rich cultural significance and stunning views, making it a great spot to explore the island's heritage.
  • Seaside Nature Park: Situated 1 mile away, this eco-friendly park is perfect for families, offering outdoor activities amidst breathtaking natural scenery.

Things to do recommended for couples

For a romantic getaway in Little Bay, stroll along the Philipsburg Boardwalk, just a mile away. Enjoy the serene beach vibes, indulge in local cuisine, and take in the stunning sunset views together. It's the perfect spot for couples to create unforgettable memories.

Things to do recommended for families

Your family can enjoy a thrilling day at Rainforest Adventures St. Maarten, located 1 mile from Little Bay. This recreation park offers wellness and relaxation vibes, making it a perfect spot for kids to explore and have fun while enjoying the beautiful surroundings.

Things to do recommended for groups

Groups visiting Little Bay can tee off at Mullet Bay Golf, just 4 miles away, or enjoy shopping at the vibrant Front Street District and Harbour Point Village, both 2 miles from Little Bay, perfect for family outings and exploring local culture.

*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 Little Bay

When planning your trip, whether you're traveling with a group, family, pets, or looking for extended stays, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Little Bay with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Little Bay with young kids: Traveling with young kids can be tough. It’s important to prioritize their comfort and safety, along with providing suitable 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 Little Bay: For many families, a trip isn't truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer amenities like food bowls and cozy beds, ensuring that both you and your pet feel completely at home.
  • Planning for a long term stay visiting Little Bay: If you're searching for vacation rentals that offer discounts for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay in Little Bay

Little Bay, Philipsburg, Sint Maarten, offers a stunning vacation experience with its beautiful beaches and breathtaking scenery. Ideal for families and couples alike, you can explore remote beaches that provide a perfect escape from the hustle and bustle. Enjoy romantic excursions and soak in the stunning views that surround this charming village, making it an unforgettable destination for your next getaway.

  • Philipsburg: As the capital of Sint Maarten, Philipsburg is a vibrant city that serves as a gateway to the Caribbean experience. Located directly adjacent to Little Bay, this bustling destination offers stunning beaches and picturesque scenery. Travelers can enjoy a leisurely stroll along the famous boardwalk, lined with shops, restaurants, and bars. Key attractions include the historic Fort Amsterdam and the beautiful Great Bay Beach, perfect for sunbathing and water sports. Philipsburg is also a hub for cultural experiences and local education, making it an ideal spot for tourists looking to immerse themselves in the island's rich history.
  • Cay Bay Hill: Nestled just 0.5 miles from Little Bay, Cay Bay Hill is a charming village known for its serene atmosphere and beautiful coastal views. This area is perfect for those seeking outdoor adventures, whether it's relaxing on the beach or enjoying water activities in the nearby bay. The village features a lovely boardwalk and offers educational experiences through local exhibits and attractions. With its close proximity to Little Bay, Cay Bay Hill serves as a peaceful retreat where travelers can enjoy the natural beauty of Sint Maarten.
  • Belair: Belair is a delightful neighborhood situated around the Little Bay area, attracting visitors with its inviting beaches and scenic landscapes. This neighborhood is perfect for those who appreciate outdoor relaxation, with easy access to resorts and recreational activities. Visitors can unwind on the sandy shores or take a stroll along the boardwalk, immersing themselves in the local charm. Notable attractions include the nearby nudist beach and the stunning bay, making Belair a great option for travelers looking to soak up the sun and experience the island's laid-back lifestyle.

Best time to go to Little Bay

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January76.6°F (24.8°C)No Rain (Dry)Mostly SunnyAverageSlightly High
February76.1°F (24.5°C)No Rain (Dry)Mostly SunnyAverageAverage
March76.3°F (24.6°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April77.0°F (25.0°C)No Rain (Dry)Mostly SunnySlightly HighAverage
May78.4°F (25.8°C)Light RainMostly SunnySlightly LowAverage
June79.9°F (26.6°C)Light RainMostly SunnyAverageAverage
July80.4°F (26.9°C)Light RainMostly SunnyAverageAverage
August81.0°F (27.2°C)Light RainMostly CloudyAverageAverage
September81.3°F (27.4°C)Light RainMostly SunnySlightly HighSlightly Low
October80.8°F (27.1°C)Light RainMostly CloudySlightly LowSlightly Low
November79.5°F (26.4°C)Light RainMostly CloudySlightly LowSlightly Low
December78.1°F (25.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

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

Save more with One Key

Secure your group getaway by booking an eligible Vrbo and earn OneKeyCash on your entire reservation. Being the planner truly has its rewards. When you enroll in our travel rewards program, One Key, you'll gain access to exclusive member discounts and accumulate OneKeyCash on qualifying bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform for planning your travel. You can easily create new trips, resume your previous planning, or organize your existing itineraries all in one place. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Little Bay getaway

Learn about the unique charm of Little Bay with a stay in a private vacation home. There's no shortage of things to see and do in the area.A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Little Bay

Do you want to find things to do in the city? Venture out of your cozy vacation rental and experience everything that makes Little Bay a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Mullet Bay Golf (3.8 mi / 6.2 km)
  • Aurora International Golf Club (11.1 mi / 17.9 km)

Exploring the natural features in Little Bay

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Little Bay is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Maho Beach (3.8 mi / 6 km)
  • Little Bay Beach (0.6 mi / 1 km)
  • Great Bay Beach (0.6 mi / 1 km)
  • Kim Sha Beach (1.9 mi / 3.1 km)
  • Flamingo Beach (2.1 mi / 3.3 km)
  • Simpson Bay Beach (3.2 mi / 5.2 km)

Transportation to and around Little Bay

Fly into Princess Juliana Intl. Airport (SXM), the closest airport, located 3.3 mi (5.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Grand Case (SFG-L'Esperance), which is 5.3 mi (8.6 km) away.

Frequently asked questions

What is the best area to stay in Little Bay when booking a vacation rental?
When looking to book a vacation rental in Little Bay, Sint Maarten, the ideal area to consider is the beachfront neighborhood around Little Bay itself. This area offers a stunning coastal experience with beautiful views and easy access to the beach. You'll find a variety of vacation rental properties here, making it a popular choice for travelers seeking both comfort and convenience.

Staying near Little Bay Beach not only places you steps away from soft sands and crystal-clear waters but also close to attractions like Fort Amsterdam, which provides a glimpse into the island's history and panoramic views of the surrounding waters.
How much does it cost to rent a vacation home in Little Bay?
Prices for vacation rentals in Little 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 Little 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 Little Bay vacation house rentals?
You can find great discounts on house rentals in Little 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.
Can I find long-stay vacation rentals in Little Bay?
A long-stay vacation rental in Little 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 any Little Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Little 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.
When is the best time to visit Little Bay for a vacation rental?
September is the most popular time to visit Little Bay, Sint Maarten, as it marks the tail end of the peak travel season, which runs from July to September. During this period, the island buzzes with tourists eager to soak up the sun, enjoy pristine beaches, and partake in a variety of water sports. The warm Caribbean climate typically sees temperatures in the mid-70s to low 90s Fahrenheit, great for swimming, snorkeling, and other outdoor activities.

As summer transitions into fall, September offers a vibrant atmosphere with plenty of opportunities for sightseeing and relaxation. The beaches are less crowded compared to July and August, allowing visitors to enjoy a more intimate experience while still having access to local events and festivals. This time of year is ideal for those who appreciate a lively yet comfortable environment.

For travelers seeking a more budget-friendly option, consider planning your visit in October. This month often features lower rental rates and fewer crowds, making it an excellent choice for those looking to explore the island's natural beauty at a more leisurely pace.
How early should I book a Little Bay vacation rental?
Book your Little 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 Little Bay?
In Little Bay, Sint Maarten, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural richness. The stunning Little Bay Beach is a major draw, offering soft sands and clear turquoise waters ideal for swimming and sunbathing. Nearby, Fort Amsterdam provides a glimpse into the island's history with its well-preserved ruins and panoramic views of the surrounding coastline.

For those interested in local culture, the Philipsburg area is just a short distance away, featuring the historic Great Bay, where travelers can stroll along the boardwalk, visit local shops, and enjoy vibrant dining options. Additionally, the nearby Great Bay Beach is superb for water sports and relaxation.

Adventure seekers might explore the hiking trails in the nearby hills, which lead to breathtaking vistas of the island and the Caribbean Sea.
Can I change or cancel my Little Bay home rental booking on Vrbo?
To find Little 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 Little 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.

More Vacation Ideas