Vacation rentals in Philipsburg

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Philipsburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Home in Philipsburg
3-Bedroom Home In Philipsburg, Near the Beach
VILLA PETERONA, is in the heart of Philipsburg on the Great Bay, right across from the Walter Plantz square. The villa is a 3 bedroom, 2 bathroom home with a living room, dining room, spacious modern kitchen and a large outdoor space with a picnic table. This property easily suits 6 guests! Plus, the entire building is fully air-conditioned with a fast WIFI connection, and convenient private parking for 6-8 vehicles. A few steps away from the Philipsburg beach, restaurants and various stores.
Nov 19 – 26
$177 per night
5.0 out of 5 average rating, 23 reviews
Superhost
Apartment in Simpson Bay
Apartment on the beach
Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.
Jun 6 – 13
$152 per night
4.87 out of 5 average rating, 175 reviews
Guest favorite
Apartment in Simpson Bay
The Beach House Apartment
A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more
Oct 3 – 10
$275 per night
5.0 out of 5 average rating, 168 reviews

Popular amenities for Philipsburg vacation rentals

Stay near Philipsburg's top sights

Boardwalk6 locals recommend
Great Bay Beach10 locals recommend
Holland House12 locals recommend
Greenhouse14 locals recommend
Hard Rock Cafe3 locals recommend
DK Gems International5 locals recommend

Other great vacation rentals in Philipsburg

Guest favorite
Guesthouse in Simpson Bay, Sint Maarten
White Sands Beach Studio
Jul 7 – 14
$94 per night
4.93 out of 5 average rating, 54 reviews
Guest favorite
Villa in Little Bay, Sint Maarten
Luxury 1 bedroom at VILLA KIMON + AMAZING PATIO!
Jun 8 – 15
$124 per night
4.93 out of 5 average rating, 42 reviews
Guest favorite
Apartment in Upper Prince's Quarter
Stylish apartment w/ POOL & stunning views
Aug 27 – Sep 3
$123 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Apartment in Lower Prince's Quarter, Sint Maarten
Apartment Queen Hills (1-Bedroom)
Aug 27 – Sep 3
$130 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Home in Sint Maarten
Lux 5* Indigo Bay Villa Private Pool-Walk to Beach
Sep 24 – Oct 1
$546 per night
5.0 out of 5 average rating, 61 reviews
Guest favorite
Villa in Upper Prince's Quarter
Villa Blue Roc
Jun 18 – 25
$475 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Villa in Upper Prince's Quarter, Sint Maarten
EXQUISITE 5-STAR BEACHFRONT VILLA
May 8 – 15
$880 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Villa in Upper Prince's Quarter
The Blue Door Villa - 4 bed ocean view home
Jul 9 – 16
$795 per night
4.96 out of 5 average rating, 98 reviews
Guest favorite
Villa in Oyster Pond , Sint Maarten
Ultra Modern Tropical Villa w. stunning sea views
Oct 27 – Nov 3
$695 per night
5.0 out of 5 average rating, 27 reviews
Guest favorite
Home in Great Bay Beach
PrivateHome In Greatbay FreeWi-fi &Private Parking
Nov 10 – 17
$111 per night
4.86 out of 5 average rating, 49 reviews
Guest favorite
Cottage in Sint Maarten, Sint Maarten
«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food
Jun 27 – Jul 4
$601 per night
4.99 out of 5 average rating, 67 reviews
Guest favorite
Villa in Indigo Bay
Villa Elysian: Luxurious Ocean View in Indigo Bay
Aug 6 – 13
$654 per night
4.91 out of 5 average rating, 23 reviews

Quick stats about vacation rentals in Philipsburg

Total rentals

20 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

370 reviews

Nightly prices starting at

$70 before taxes and fees

Frequently Asked Questions

  • What are the most popular amenities for Apartment Rentals in Philipsburg?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Philipsburg have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Philipsburg. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Philipsburg?

    Philipsburg has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Philipsburg have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Philipsburg. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Philipsburg?

    Yes! Work meets play with ease at over 10 vacation rentals in Philipsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Philipsburg have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Philipsburg. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Philipsburg?

    Experience the best of Philipsburg with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Philipsburg vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Philipsburg, available on Airbnb. Make a splash and soak up the sun in style!

Destinations to explore