Little Bay holiday lettings

We found 3,304 holiday rentals — enter your dates for availability

Discover a selection of 11 apartments, 12 villas and other holiday rentals in Little Bay that are perfect for your trip. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as parking and a fireplace. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Little Bay

Showing deals for:10 Oct - 17 Oct

Why visit Little Bay

  • Picturesque Beaches: Soak up the sun on the stunning Little Bay Beach, perfect for relaxation and water activities.
  • Historic Exploration: Discover the rich history by visiting nearby historic forts and landmarks.
  • Charming Streets: Wander through the quaint streets of Little London, filled with local shops and culture.
  • Outdoor Adventures: Enjoy various outdoor activities, from hiking to water sports, amidst breathtaking scenery.
  • Varied Accommodation: Choose from a range of holiday rentals, from luxurious villas to cosy apartments, catering to all preferences.

Popular types of accommodation in Little Bay

Little Bay offers a delightful selection of holiday rentals to suit every traveller's needs. From modern condos and luxurious villas to cosy apartments, you'll find the perfect base for your getaway. Whether you're seeking a seaside retreat or a vibrant urban experience, our rental properties in Little Bay provide the ideal blend of comfort and convenience. Explore the best options for your next holiday in this charming destination.

  • Condos: The top choice for visitors to Little Bay, offering a blend of comfort and convenience, perfect for a relaxing getaway.
  • Villas: A luxurious option for those seeking privacy and spacious living, ideal for families or groups.
  • Apartments: A popular choice that provides a home-like atmosphere, suitable for both short and extended stays.
  • Houses: A great alternative for travellers wanting a unique experience with all the comforts of home.
  • Guest Houses: An inviting option, perfect for a more personal touch and a chance to connect with local culture.**

Top attractions in and around Little Bay

Little Bay in Philipsburg, Sint Maarten, is ideal for a beach and outdoor getaway, offering stunning scenery and cultural experiences. Visitors can enjoy the picturesque Little Bay Beach, explore historic forts, and relax in local parks. Whether you're seeking adventure or relaxation, this charming destination caters to all. Don't miss the chance to soak up the sun and immerse yourself in the vibrant culture. For more information, check the links for Little Bay Beach.

  • Great Bay Beach: A stunning stretch of soft sand located 373m from Little Bay, Great Bay Beach is perfect for soaking up the sun, swimming in crystal-clear waters, and enjoying a vibrant beach atmosphere.
  • Fort Amsterdam: Nestled within Little Bay, Fort Amsterdam is a historic fortress that offers a glimpse into the island's rich cultural heritage, featuring impressive architecture and panoramic views of the surrounding area.
  • Seaside Nature Park: Located 1.50m away, this eco-friendly park provides an excellent outdoor experience for families, with opportunities for hiking, bird watching, and exploring the island's natural beauty.

Things to do recommended for couples

For a romantic escape in Little Bay, Philipsburg, take a leisurely stroll along the picturesque Philipsburg Boardwalk, just 1.6km away. Enjoy the vibrant beach atmosphere and the stunning views, perfect for couples seeking a memorable experience together.

Things to do recommended for families

Your family will delight in the exciting experiences at Rainforest Adventures St. Maarten, located 621m from Little Bay. This recreation park offers a perfect blend of wellness and relaxation, making it an ideal spot for family-friendly fun and unforgettable memories.

Things to do recommended for groups

Experience a round of golf at Mullet Bay Golf, located 2.5km from Little Bay, perfect for enjoying the outdoors with your group. Alternatively, relax on the beautiful beaches or explore local eateries for a taste of authentic Caribbean cuisine.

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking a longer stay frequently results in significant savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to search by price, location, and type of holiday rental.

Where to stay in and around Little Bay

Little Bay, Philipsburg, offers a delightful blend of beach relaxation and outdoor adventures. Visitors can soak up the sun on Little Bay Beach, enjoy stunning views from Little Bay View, and explore the charming streets of Little London. For those seeking a romantic getaway, nearby villas provide the perfect retreat. With its picturesque scenery and laid-back atmosphere, Little Bay is an ideal destination for a memorable holiday experience.

  • Philipsburg: Philipsburg is a vibrant city located 621m from Little Bay, renowned for its stunning beaches and vibrant outdoor life. Visitors flock to this lively locale for its picturesque boardwalk, where you can enjoy a leisurely stroll alongside the turquoise waters. The city's attractions include a variety of educational opportunities and luxurious resorts, making it a perfect spot for relaxation and exploration. Notable landmarks include the beautiful beaches and the scenic bay, which serve as ideal settings for sunbathing and water sports.
  • Cay Bay Hill: Situated just 311m from Little Bay, Cay Bay Hill is a charming village that offers a serene escape with breathtaking scenery. This area is popular among tourists seeking beach experiences and outdoor activities. The village features a delightful boardwalk and educational venues, as well as several resorts for accommodation. The proximity to stunning beaches and the inviting bay makes Cay Bay Hill a perfect destination for those looking to unwind while enjoying the natural beauty of the area.
  • Belair: Belair is a picturesque neighbourhood nestled around Little Bay, attracting visitors with its scenic views and tranquil beaches. This area is renowned for its welcoming resorts and engaging boardwalk, making it an excellent choice for those seeking both relaxation and recreation. The nearby nudist beach and bay add to the allure, providing unique opportunities for sun-seeking adventurers. With its laid-back atmosphere, Belair is a wonderful spot to enjoy the picturesque coastal landscape of Sint Maarten.

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

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

When planning your trip, whether you're travelling with a group, a family, or your pets, or if you're seeking extended stays, it's essential to filter according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Little Bay with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Little Bay with young kids: Embarking on a journey with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with 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, a family holiday isn’t truly finished without their furry companion by their side. If this resonates with you, take a look at 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 Little Bay: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a dedicated area for you to plan new adventures, refine your arrangements, or manage your existing bookings. The properties you've saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Little Bay getaway

Learn about the unique charm of Little Bay with a stay in a holiday home rental. This city has something for everyone. A holiday 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

Are you hoping to discover things to do in the area? Venture out of your cosy holiday rental and experience everything that makes Little Bay a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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 looking for adventure or just want to spend some time taking in the scenery, Little Bay is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Maho Beach (3.8 mi / 6 km)
  • Little Bay Beach (0.6 mi / 1 km)
  • Great Bay Beach (0.6 mi / 1 km)
  • Flamingo Beach (2.1 mi / 3.3 km)
  • Simpson Bay Beach (3.2 mi / 5.2 km)
  • Dawn Beach (3.5 mi / 5.6 km)

Transport to and around Little Bay

Fly into Philipsburg (SXM-Princess Juliana Intl.), the closest airport, located 3.3 mi (5.3 km) from the city centre. If you're unable to find a flight that fits your schedule, 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 most popular type of holiday rental accommodation in Little Bay?
Villas are the most popular type of holiday rental in Little Bay, according to our data. Even if you've got a different idea in mind, Vrbo has holiday homes in loads of sizes and shapes. Browse our options to find your ideal match.
How much does it cost to rent a holiday rental in Little Bay?
A range of factors affect how much you pay for a holiday rental in Little Bay, such as the season, length of stay and type of property. Still, all of our holiday homes have one thing in common --- excellent value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Little Bay?
Prices for beach houses in Little Bay may differ depending on the style and size of the property and when you're travelling. Just enter your travel dates into Vrbo and the number of guests to view your options and prices. From there you can use our filter tool to tailor your search results by amenities, nearby activities, ratings and more.
Are there pet-friendly holiday rentals in Little Bay?
Pack a travel bag and a bone for your beloved pooch because Little Bay has 23 properties that put out the welcome mat to pets. Let your furriest friend join in on the family trip at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Little Bay?
Grab your swimwear and goggles, because there are 18 houses with a private pool in Little Bay. Kick back at one of these popular holiday homes and you'll enjoy pool days every day. Simply enter your dates into Vrbo, then use the "pool" filter to find a place to make a splash!
What are popular rental amenities in Little Bay?
Some of the most popular rental amenities people look for in Little Bay are a nearby waterfront, a garden and a lake view. Whether you're on a trip with your besties, family or even pets, Vrbo holiday properties provide the best amenities for chilling out with the people you cherish the most.
Are there large group holiday rentals in Little Bay?
Take your pick of five properties in Little Bay that can accommodate a group of 10 or more guests. Whether you're planning a get-together with extended family or an event like a birthday party, there's enough room to get your favourite people together under the same roof.
Are there holiday rentals in Little Bay that welcome kids?
Gather your whole crew for the adventure of a lifetime in Little Bay at one of our 23 family-friendly holiday properties. These stays come with conveniences that are suitable for getaways with the little ones, including full kitchens, extra bedrooms and pools. Simply click on the "Properties good for families" filter and select your favourite.
What are the top attractions for families in Little Bay?
Keeping the kids happy during your Little Bay holiday is simple with these cool family-friendly attractions:

  • Sint Maarten Park
  • Little Bay Beach
  • Guana Bay Beach

Are there one-bedroom holiday rentals in Little Bay?
There are 10 one-bedroom properties in Little Bay to pick from. A one-bedroom holiday home is a wonderful option if it's only the two of you or if you're travelling on your own. Add in more convenience, privacy and space compared to a regular hotel, and you've got the makings of a memorable getaway.
Can I find two-bedroom holiday rentals in Little Bay?
Take your pick of three two-bedroom holiday homes in Little Bay. Put the kids in the second room or fill it with a couple of your besties. There's a spot for whoever's lucky enough to come along for the ride.
Are there holiday rentals with WiFi in Little Bay?
Whether you'd like to keep up with the news, send some emails or update your social media, there are 11 holiday homes with WiFi in Little Bay. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Little Bay?
Pick your travel dates and then use the filter tool to look for holiday rentals with air conditioning in Little Bay on Vrbo. With 22 air-conditioned properties available here, you can enjoy a cool and comfortable break.
How old do you have to be to rent a holiday rental in Little Bay?
The minimum age is generally 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your preferred Little Bay stay before you book.
How long can I rent a holiday rental in Little Bay for?
The amount of time you can book a Little Bay holiday rental for depends on the property. Simply put in your travel dates to see options that offer extended stays. They feature all you require to make your extended holiday more comfortable and convenient, like air conditioning and kitchens. Some properties may also offer weekly or monthly discounts, so you can stay even longer for less.

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