Little Bay holiday rentals

We found 3,216 holiday rentals — enter your dates for availability
Discover a selection of 12 apartments, 13 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.

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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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. 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:

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

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 best area to stay in Little Bay when booking a holiday rental?
When considering a holiday rental in Little Bay, Sint Maarten, a popular area to stay is near the picturesque beach itself. This neighbourhood offers a delightful blend of relaxation and convenience, with a variety of properties available that cater to different preferences and budgets. You can find charming villas and condos that provide stunning views of the Caribbean Sea, ensuring you enjoy the beauty of the island from the comfort of your accommodation.In addition to the beautiful beach, Little Bay is conveniently located near several attractions. For instance, the historic Fort Amsterdam is just a short distance away, offering a glimpse into the island's historic past along with breathtaking views. Another nearby highlight is the vibrant Kimsha Beach, which is known for its lively option, water sports, and numerous beach bars where you can enjoy local cuisine and refreshing drinks.Staying in Little Bay not only places you right by the beach but also provides easy access to the vibrant culture and activities that Sint Maarten has to offer.
When is the best time to visit Little Bay for a holiday rental?
The best time to visit Little Bay for a holiday rental is during September, when the weather is still pleasantly warm and it's less busy. This month allows you to enjoy the beautiful beaches and vibrant local culture without the hustle and bustle of peak tourist season, which runs from July to September.In September, you can expect average temperatures hovering around 27-30 degrees Celsius, making it ideal for both beach lounging and outdoor activities like snorkeling and hiking in the lush surroundings. The calm waters and sunny skies provide a great backdrop for exploring the stunning coastline or indulging in some water sports.For those looking for a more budget-friendly option, October marks the beginning of the low season. While the weather remains fantastic, you can often find great deals on holiday rentals during this quieter time. Exploring Little Bay in October allows you to experience the area at a more relaxed pace, with fewer visitors and an opportunity to interact more closely with the local community.
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 vibrant culture. The stunning Little Bay Beach is a central draw, offering soft sands and crystal-clear 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 coastline.For those interested in water activities, the area around Little Bay is great for snorkelling and diving, with several operators offering excursions to explore the rich marine life. Additionally, the Great Bay Beach, just a short distance away, features a lively promenade with shops and restaurants, making it a great spot for dining and entertainment.Cultural enthusiasts might enjoy visiting the nearby capital, Philipsburg, where colourful buildings, local markets, and the St. Maarten Museum can be found, providing insights into the island's heritage.
Are all fees included in the Little Bay holiday homes prices shown on Stayz?
Stayz 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.
Are there any Little Bay holiday homes with parking?
Stayz offers a wide selection of holiday homes in Little 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 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.
Are there any discounts for Little Bay holiday homes?
You can find great discounts on holiday homes in Little Bay on Stayz, 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 change or cancel my Little Bay holiday home booking on Stayz?
To find Little Bay holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Little Bay?
A long-stay holiday home in Little 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Little Bay holiday home?
Book your Little Bay holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Little Bay?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Little Bay to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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