Aerial view of Great Bay in Philipsburg, Sint Maarten, with a wide crescent of white sand beach dotted with blue umbrellas and sunbathers, a long wooden pier extending into the bay, a brilliant turquoise-to-sapphire Caribbean water gradient, colorful terracotta and green rooftops lining the waterfront town, and lush emerald volcanic hills rising steeply behind the coast under a vivid blue sky — book a fee-free Sint Maarten vacation rental on Houfy | Houfy — No Fees, Book Direct
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Sint Maarten vacation rentals

Vacation rentals in Sint Maarten — enter your dates to book direct

Top-Rated Vacation Homes in Sint Maarten

Browse the highest rated vacation properties in Sint Maarten.

Recommended Homes in Sint Maarten

Handpicked properties we think you’ll love in Sint Maarten.

Sint Maarten

Witenblauw Estate

6 bedrooms7 bathrooms
Sint Maarten

Beachside - Palm Beach Condos

3 bedrooms3 bathrooms
Sint Maarten

Daffodil - Pelican Key

5 bedrooms5 bathrooms
Sint Maarten

Coco Fair 1 - Beacon Hill

2 bedrooms2 bathrooms
Sint Maarten

Caribbean Blue - Beach front Pelican Key

5 bedrooms5 bathrooms
Sint Maarten

Cliff House - Beacon Hill

2 bedrooms2 bathrooms

Vacation houses with pools in Sint Maarten

Cool off in style with these amazing pool homes in Sint Maarten.

Sint Maarten

Villa d'Acquario - Point Pirouette

4 bedrooms5 bathrooms
Sint Maarten

Sunshine - Beacon Hill

6 bedrooms6 bathrooms
Sint Maarten

The Arches - Oyster Pond

3 bedrooms3 bathrooms
Sint Maarten

Villa Mooi - Red Pond Estate

3 bedrooms3 bathrooms
Sint Maarten

Coral Beach Club - Dutch St. Maarten

3 bedrooms3 bathrooms
Sint Maarten

La Casita - Beacon Hill

3 bedrooms3 bathrooms
Sint Maarten

Villa Horizon - Almond Grove

3 bedrooms3 bathrooms
Sint Maarten

Faja Lobie - Beacon Hill

3 bedrooms3 bathrooms

Why visit Sint Maarten

Discover what makes Sint Maarten a perfect vacation rental destination.

Enjoy Pristine Beaches

Visit Maho and Orient Bay beaches.

Maho Beach offers a thrilling experience with airplanes flying overhead just 3 miles from Philipsburg. Orient Bay, 7 miles away, is a lively spot for water sports and vibrant beach bars.

Savor Island Cuisine

Try Caribbean flavors in Grand Case.

Dubbed the 'Gourmet Capital' of the Caribbean, Grand Case draws food lovers 4 miles from Marigot with restaurants like Le Cottage and The French Touch serving Creole and French delicacies.

Experience Vibrant Nightlife

Party at Simpson Bay's clubs.

Simpson Bay, a 6-mile drive from Philipsburg, is nightlife central. Dance the night away at Buccaneer Beach Bar or District 721, both offering live music and beach vibes.

Explore Natural Wonders

Discover Loterie Farm's lush jungle.

On the slopes of Pic Paradis, 5 miles from Marigot, Loterie Farm is a hidden gem where you can hike, zip-line, or relax by the spring-fed swimming pool amidst tropical greenery.

Where to stay in Sint Maarten

The best areas and neighborhoods for your vacation rental in Sint Maarten.

Philipsburg

The capital of Sint Maarten, known for its duty-free shopping on Front Street, vibrant boardwalk, and the historic Fort Amsterdam. Ideal for those who love shopping and cultural sites.

Best for: shoppers,culture buffs,history lovers

Grand Case

A quaint village on the French side, famed for its dining scene. Visitors enjoy sunset dinners on the beach and exploring boutique art galleries.

Best for: foodies,romantic getaways,culture enthusiasts

Simpson Bay

Buzzing with restaurants, casinos, and nightclubs, Simpson Bay offers vibrant nightlife and water sports. Its proximity to Princess Juliana Airport makes it easily accessible.

Best for: nightlife seekers,adventurous travelers,families

Maho

Famous for its proximity to Princess Juliana Airport and Maho Beach, this area is perfect for thrill-seekers who enjoy watching low-flying aircraft and engaging nightlife.

Best for: plane spotters,nightlife enthusiasts,beachgoers

Browse Sint Maarten rentals by property type

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Browse Sint Maarten rentals by amenity

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Top attractions in Sint Maarten

All within driving distance of Sint Maarten vacation rentals.

St. Maarten Museum

Showcases the island's rich history and cultural heritage. · 1 mile from Philipsburg

Loterie Farm

Eco-park with hiking trails and zip-lining adventures. · 5 miles from Marigot

Orient Bay Beach

Known for water sports and beachside dining. · 7 miles from Philipsburg

Front Street

Philipsburg’s main street for duty-free shopping. · 0 miles from city center

Seaside Nature Park

Family-friendly spot with horseback riding and pony tours. · 3 miles from Simpson Bay

Fort Amsterdam

Historic fort offering panoramic views of the bay. · 2 miles from Philipsburg

Best Time to Visit Sint Maarten

The best time to visit Sint Maarten for vacation rentals is January to June for pleasant temperatures and low rainfall.

MonthAvg HighRainfallDemand
Jan77°FLowPeak
Feb76°FLowPeak
Mar76°FLowPeak
Apr77°FLowMid
May78°FLowMid
Jun80°FLowMid
Jul80°FModerateMid
Aug81°FModerateMid
Sep81°FModerateLow
Oct81°FModerateLow
Nov79°FModerateMid
Dec78°FLowPeak

Frequently asked questions

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