Little Bay holiday rentals

We found 3,285 holiday rentals — enter your dates for availability
Discover a selection of 12 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:6 Nov - 13 Nov

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Why visit Little Bay

  • Pristine Beaches: Enjoy sunbathing and water sports on Little Bay Beach's golden sands, perfect for a relaxing coastal retreat.
  • Historic Forts: Explore local heritage through the picturesque historic forts nestled within the town.
  • Outdoor Adventures: Engage in scenic excursions and eco-friendly activities amid the lush surroundings.
  • Cultural Exhibits: Discover vibrant local culture with engaging exhibits showcasing Little Bay's heritage.
  • Charming Accommodations: Choose from a variety of cosy, family-friendly stays that blend comfort with local charm.

Popular types of accommodation in Little Bay

Discover the charm of Little Bay, Philipsburg, Sint Maarten, where pristine beaches and stunning views await. This idyllic destination offers a variety of spacious accommodations, including condos, villas, and apartments, perfect for families or couples. Enjoy vibrant local culture, sun-soaked relaxation, and thrilling water activities right at your doorstep. Whether you seek a serene getaway or an adventurous holiday, Little Bay provides the ideal backdrop for unforgettable experiences.

  • Condos: Enjoy modern, compact living spaces with stunning views, ideal for solo travellers or couples.
  • Villas: Experience luxurious, spacious retreats perfect for families or groups seeking privacy.
  • Apartments: Feel at home in well-appointed flats offering convenience and local charm.
  • Private Holiday Homes: Relish a secluded escape in self-catering homes full of character.
  • Guest Houses: Embrace the cosy, personable atmosphere of charming guest lodgings.**

Top attractions in and around Little Bay

Little Bay in Philipsburg, Sint Maarten, offers a delightful blend of beach, outdoor, and cultural experiences. Discover picturesque shores and historic forts, along with engaging exhibits that highlight the local heritage. Ideal for travellers seeking an eco-friendly, cultural retreat, Little Bay provides a range of beach activities and scenic outdoor adventures, ensuring a memorable holiday experience within this charming coastal town.

  • Indigo Beach: Enjoy the vibrant beach vibes at Indigo Beach, situated 1km from Little Bay, Philipsburg, offering a perfect setting for relaxation and seaside strolls.
  • Seaside Nature Park: Experience the eco-friendly, outdoor family atmosphere at Seaside Nature Park, located 2km from Little Bay, ideal for nature walks and picnics.
  • Fort Amsterdam: Discover the rich cultural heritage at Fort Amsterdam within Little Bay, Philipsburg, where history comes alive through its preserved architecture and stories.

Things to do recommended for couples

Discover the romantic allure of Little Bay, Philipsburg. Enjoy intimate beach strolls, savour local cuisine, and share picturesque moments along the shimmering coastline. A perfect retreat for couples seeking a blend of adventure and relaxation.

Things to do recommended for families

Families will delight in exploring Little Bay’s serene beach and engaging in watersports suitable for all ages, while enjoying local cuisine and scenic strolls along Philipsburg’s charming streets.

Things to do recommended for groups

Groups visiting Little Bay, Philipsburg, Sint Maarten can engage in local seafood feasts, explore vibrant local markets, and enjoy group kayaking for a unique waterborne adventure along the coast.

*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

If you’re travelling with a group, as a family, bringing your pets along, or seeking extended stays, it’s important to filter according to your key preferences. Here are some helpful booking tips for your Stayz experience.

  • Traveling to Little Bay with a group: Think about how many bedrooms you require, as well as any amenities like a fully equipped kitchen or outdoor area for group gatherings. Thankfully, on Stayz, you can easily filter for these features and so much more.
  • Traveling to Little Bay with young kids: Travelling with young children can present certain challenges. It's important to prioritise their comfort and safety, as well as ensure access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about your closeness to attractions that are family-friendly.
  • Taking your pets with you to Little Bay: For many families, a holiday wouldn’t be the same without their furry companion. If this resonates with you, consider exploring Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Little Bay: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a lovely kitchen, or a private pool in your search as well.

Where to stay in Little Bay

Little Bay in Philipsburg, Sint Maarten, offers a stunning beach getaway, perfect for those seeking relaxation and outdoor adventures. The picturesque Little Bay Beach invites visitors to bask in the sun or partake in water sports, while the serene surroundings create an ideal atmosphere for romantic excursions. Explore the charming resort area that harmonises natural beauty with leisure activities, ensuring a memorable holiday experience in this tropical paradise.

  • Philipsburg: Nestled along the coast, Philipsburg is a vibrant city where Little Bay is located. The area offers a delightful blend of natural beauty and urban charm. Visitors can enjoy expansive beaches, scenic views, and invigorating outdoor activities. The boardwalk and modern college university add a touch of cultural and educational insight to the experience. Whether strolling along the bay or exploring local outdoor attractions, Philipsburg provides a well-rounded travel experience.
  • Belair: Situated around Little Bay, Belair is a neighbourhood known for its laid-back coastal vibe. The area attracts travellers with its impressive beaches and outdoor scenery, perfect for leisurely walks and sightseeing. A visit to Belair offers a chance to enjoy a local boardwalk and explore nearby shopping areas, alongside the pleasant educational venues. The fusion of natural landscapes with community-oriented attractions makes Belair a charming spot to visit.
  • Fort William: Located near Little Bay, Fort William is a neighbourhood that captivates visitors with its coastal allure. It offers pristine beaches and outdoor experiences that highlight the natural scenery of the area. Fort William is a destination where one can immerse in educational attractions while enjoying the beauty of the bay and nearby landmarks. The area presents a serene environment ideal for those seeking a quiet retreat amidst nature.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is a breeze

Looking to trim costs on your forthcoming journey? Flexibility with your travel dates can certainly contribute, as prices often fluctuate. You might also secure considerable savings by opting for an extended stay. To locate a Stayz property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up from where you last stopped, or organise and review your travel arrangements. You can easily access the properties you've saved or booked under Potential, Upcoming, or Current Trips. To make the most of the Trip Boards, simply visit: https://www.stayz.com.au/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. Maho Beach and Mullet Bay Beach are just a couple of the must-see attractions in the area. 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)
  • Mullet Bay Beach (4.3 mi / 7 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)

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 home accommodation in Little Bay?
Villas are the most popular type of holiday home in Little Bay, according to our data. Even if you've got a different idea in mind, Stayz 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 home in Little Bay?
A range of factors affect how much you pay for a holiday home 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 Stayz 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 homes 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 homes on Stayz. 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 Stayz, then use the "pool" filter to find a place to make a splash!
What are popular home amenities in Little Bay?
Some of the most popular home 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, Stayz holiday properties provide the best amenities for chilling out with the people you cherish the most.
Are there large group holiday homes 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 homes 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 homes 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 homes 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 homes 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 Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in Little Bay?
Pick your travel dates and then use the filter tool to look for holiday homes with air conditioning in Little Bay on Stayz. 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 home in Little Bay?
The minimum age is generally 16, 18 or 21. It can change from property to property on Stayz, so check the rules of your preferred Little Bay stay before you book.
How long can I rent a holiday home in Little Bay for?
The amount of time you can book a Little Bay holiday home 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.