
Philipsburg holiday homes
We found 3,222 holiday rentals — enter your dates for availability
If you'd like to stay close to Philipsburg (SXM-Princess Juliana Intl.), scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the amenities that you expect and more, which might include air conditioning and a pool. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Philipsburg (SXM-Princess Juliana Intl.)
Showing deals for:29 Aug - 5 Sept
Image gallery for Luxury Villa - Best View in the Caribbean

1010 out of 10 rating
Exceptional
(42 reviews)
Luxury Villa - Best View in the Caribbean
Oyster Pond, Sint Maarten
9% off
Price is NZ$5,575
NZ$5,575
NZ$796 per night
includes taxes & fees
Image gallery for Crème de la Crème: Stunning views of Orient Bay! Grand piano. Kids welcome!

1010 out of 10 rating
Exceptional
(38 reviews)
Crème de la Crème: Stunning views of Orient Bay! Grand piano. Kids welcome!
Orient Bay
9% off
Price is NZ$5,372
NZ$5,372
NZ$767 per night
includes taxes & fees
Image gallery for Luxurious Villa " Sea La Vie" in Pelican Key

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Luxurious Villa " Sea La Vie" in Pelican Key
Simpson Bay, Sint Maarten
9% off
Price is NZ$5,687
NZ$5,687
NZ$812 per night
includes taxes & fees
Image gallery for MAGNIFIQUE VILLA KYLA'S the most beautiful sea view in the Caribbean with POOL

9.89.8 out of 10 rating
Exceptional
(17 reviews)
MAGNIFIQUE VILLA KYLA'S the most beautiful sea view in the Caribbean with POOL
La Savane, Collectivity of Saint Martin
5% off
Price is NZ$6,435
NZ$6,435
NZ$919 per night
includes taxes & fees
Image gallery for Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten

1010 out of 10 rating
Exceptional
(54 reviews)
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
Simpson Bay, Saint Maarten
9% off
Price is NZ$5,338
NZ$5,338
NZ$763 per night
includes taxes & fees
Image gallery for Enjoy Villa - BRAND NEW VILLA - New Pickleball court!! Discounted Price!

1010 out of 10 rating
Exceptional
(5 reviews)
Enjoy Villa - BRAND NEW VILLA - New Pickleball court!! Discounted Price!
Les Terres Basses, Collectivité de Saint-Martin
6% off
Price is NZ$9,040
NZ$9,040
NZ$1,291 per night
includes taxes & fees
Image gallery for Private Villa Overlooking the Ocean and French Mountainside

9.89.8 out of 10 rating
Exceptional
(66 reviews)
Private Villa Overlooking the Ocean and French Mountainside
Oyster Pond
5% off
Price is NZ$3,409
NZ$3,409
NZ$487 per night
includes taxes & fees
Image gallery for DISCOUNTED RATE for a renovated 3 bedroom villa - VILLA HARMONY - Terres Basses

1010 out of 10 rating
Exceptional
(15 reviews)
DISCOUNTED RATE for a renovated 3 bedroom villa - VILLA HARMONY - Terres Basses
Nettle Bay, Collectivité de Saint-Martin
8% off
Price is NZ$8,440
NZ$8,440
NZ$1,206 per night
includes taxes & fees
Image gallery for Front Beach in Grand Case Saint Martin

1010 out of 10 rating
Exceptional
(5 reviews)
Front Beach in Grand Case Saint Martin
Grand Case, Collectivité de Saint-Martin
8% off
Price is NZ$3,061
NZ$3,061
NZ$437 per night
includes taxes & fees
Image gallery for OCEANFRONT 3 Bedroom Condo at Cupecoy Beach Club

1010 out of 10 rating
Exceptional
(11 reviews)
OCEANFRONT 3 Bedroom Condo at Cupecoy Beach Club
Lowlands, Sint Maarten
9% off
Price is NZ$5,202
NZ$5,202
NZ$743 per night
includes taxes & fees
Image gallery for Stunning Ocean View villa with private pool

9.29.2 out of 10 rating
Wonderful
(27 reviews)
Stunning Ocean View villa with private pool
Cole Bay, Sint Maarten
9% off
Price is NZ$7,529
NZ$7,529
NZ$1,076 per night
includes taxes & fees
Image gallery for Beach - Private Heated Pool - 2 Master King Bedrooms - Auto Generator Power

1010 out of 10 rating
Exceptional
(39 reviews)
Beach - Private Heated Pool - 2 Master King Bedrooms - Auto Generator Power
Cole Bay
9% off
Price is NZ$5,233
NZ$5,233
NZ$748 per night
includes taxes & fees
Image gallery for Villa Azur, Low Lands, private tennis court,swimming pool,jacuzzi

9.69.6 out of 10 rating
Exceptional
(68 reviews)
Villa Azur, Low Lands, private tennis court,swimming pool,jacuzzi
Les Terres Basses, Collectivité de Saint-Martin
6% off
Price is NZ$8,803
NZ$8,803
NZ$1,258 per night
includes taxes & fees
Image gallery for Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck

9.29.2 out of 10 rating
Wonderful
(35 reviews)
Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck
Philipsburg, Sint Maarten
6% off
Price is NZ$2,807
NZ$2,807
NZ$401 per night
includes taxes & fees
Image gallery for SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !

9.09.0 out of 10 rating
Wonderful
(7 reviews)
SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !
Lowlands, Sint Maarten
17% off
Price is NZ$5,120
NZ$5,120
NZ$731 per night
includes taxes & fees
Image gallery for Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

9.69.6 out of 10 rating
Exceptional
(10 reviews)
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Simpson Bay
9% off
Price is NZ$2,995
NZ$2,995
NZ$428 per night
includes taxes & fees
Image gallery for OCEAN FRONT 3 BEDROOM PENTHOUSE UNIT. STAY IN LUXURY.

1010 out of 10 rating
Exceptional
(35 reviews)
OCEAN FRONT 3 BEDROOM PENTHOUSE UNIT. STAY IN LUXURY.
Simpson Bay, SXM
9% off
Price is NZ$9,188
NZ$9,188
NZ$1,313 per night
includes taxes & fees
Image gallery for Condostmaarten appartment right on the sea (Adults Only)

1010 out of 10 rating
Exceptional
(5 reviews)
Condostmaarten appartment right on the sea (Adults Only)
Cole Bay, Sint Maarten
8% off
Price is NZ$2,992
NZ$2,992
NZ$427 per night
includes taxes & fees
Image gallery for Infinity Views Villa SXM!

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Infinity Views Villa SXM!
Philipsburg, Sint Maarten
9% off
Price is NZ$1,850
NZ$1,850
NZ$264 per night
includes taxes & fees
Image gallery for STUDIO Hotel Room, Free WIFI, POOL, Mullet bay BEACH and full GYM!!

8.68.6 out of 10 rating
Excellent
(7 reviews)
STUDIO Hotel Room, Free WIFI, POOL, Mullet bay BEACH and full GYM!!
Maho Reef, Sint Maarten
9% off
Price is NZ$1,314
NZ$1,314
NZ$188 per night
includes taxes & fees
Image gallery for Newly Renovated Luxurious Ocean View Condo

9.09.0 out of 10 rating
Wonderful
(25 reviews)
Newly Renovated Luxurious Ocean View Condo
Orient Bay
6% off
Price is NZ$1,435
NZ$1,435
NZ$205 per night
includes taxes & fees
Image gallery for REVE DE LA MER. Ocean Front Modern Condo Facing St. Barth.

1010 out of 10 rating
Exceptional
(14 reviews)
REVE DE LA MER. Ocean Front Modern Condo Facing St. Barth.
Philipsburg
17% off
Price is NZ$3,929
NZ$3,929
NZ$561 per night
includes taxes & fees
Image gallery for Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea

9.69.6 out of 10 rating
Exceptional
(45 reviews)
Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea
Simpson Bay, Sint Maarten
9% off
Price is NZ$6,023
NZ$6,023
NZ$860 per night
includes taxes & fees
Image gallery for Charming Beachfront Cottage

9.09.0 out of 10 rating
Wonderful
(38 reviews)
Charming Beachfront Cottage
Nettle Bay, Saint Martin
11% off
Price is NZ$2,724
NZ$2,724
NZ$389 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Philipsburg
Showing deals for: 28 Aug - 31 AugFlamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!
Sleeps 4 · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
The current price is NZ$817
NZ$817
for 3 nights, 1 room
NZ$272 per night
includes taxes & fees
Fourteen at Mullet Bay
Sleeps 4 · 2 bedrooms
9.29.2 out of 10
Wonderfulwonderful
284 reviews(284 reviews)
The current price is NZ$876
NZ$876
for 3 nights, 1 room
NZ$292 per night
includes taxes & fees
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Sleeps 18 · 9 bedrooms · 9 bathrooms
The current price is NZ$21,152
NZ$21,152
for 3 nights, 1 villa
NZ$7,051 per night
includes taxes & fees
STUDIO Hotel Room, Free WIFI, POOL, Mullet bay BEACH and full GYM!!
Sleeps 2 · 1 bedroom · 1 bathroom
8.68.6 out of 10
Excellentexcellent
7 reviews(7 reviews)
The current price is NZ$645
NZ$645
for 3 nights, 1 home
NZ$215 per night
includes taxes & fees
La Bevelle, Orient Bay Village, In the heart of Orient Village
Sleeps 2 · 1 bedroom · 1+ bathroom
1010 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
The current price is NZ$1,159
NZ$1,159
for 3 nights, 1 apartment
NZ$386 per night
includes taxes & fees
Amazing Runway Villas on the lagoon
Sleeps 4 · 2 bedrooms · 2 bathrooms
2.02.0 out of 10
1 review(1 review)
The current price is NZ$1,210
NZ$1,210
for 3 nights, 1 villa
NZ$403 per night
includes taxes & fees
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value