Philipsburg holiday homes
We found 6,408 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Philipsburg (SXM-All Airports)
Showing deals for:1 Aug - 8 Aug
Image gallery for Superb villa with exceptional view - all comforts -tv and internet USA /FR
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Superb villa with exceptional view - all comforts -tv and internet USA /FR
St. Barthelemy, Windward
9% off
Price is NZ$22,234
NZ$22,234
NZ$3,176 per night
includes taxes & fees
Image gallery for Villa Bramasole located right on the water has 3BDR close to restaurants & shops
1010 out of 10 rating
Exceptional
(21 reviews)
Villa Bramasole located right on the water has 3BDR close to restaurants & shops
Blowing Point
8% off
Price is NZ$13,974
NZ$13,974
NZ$1,996 per night
includes taxes & fees
Image gallery for Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (A)
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (A)
Philipsburg, SX
9% off
Price is NZ$12,402
NZ$12,402
NZ$1,772 per night
includes taxes & fees
Image gallery for Luxury Villa - Best View in the Caribbean
1010 out of 10 rating
Exceptional
(40 reviews)
Luxury Villa - Best View in the Caribbean
Oyster Pond, Sint Maarten
9% off
Price is NZ$5,488
NZ$5,488
NZ$784 per night
includes taxes & fees
Image gallery for Saint Barthelemy: House / Villa - Saint-Barthelemy
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Saint Barthelemy: House / Villa - Saint-Barthelemy
Gustavia, Leeward
9% off
Price is NZ$7,578
NZ$7,578
NZ$1,083 per night
includes taxes & fees
Image gallery for House / Villa - Cul-de-Sac
1010 out of 10 rating
Exceptional
(31 reviews)
House / Villa - Cul-de-Sac
Anse Marcel, SAINT-MARTIN
8% off
Price is NZ$9,245
NZ$9,245
NZ$1,321 per night
includes taxes & fees
Image gallery for Anguilla ~ Three Dolphins Villa ~ 2025 Renovation
1010 out of 10 rating
Exceptional
(23 reviews)
Anguilla ~ Three Dolphins Villa ~ 2025 Renovation
Blowing Point, BWI
8% off
Price is NZ$30,908
NZ$30,908
NZ$4,415 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$6,037
NZ$6,037
NZ$862 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
6% off
Price is NZ$6,944
NZ$6,944
NZ$992 per night
includes taxes & fees
Image gallery for Private Villa Overlooking the Ocean and French Mountainside
9.89.8 out of 10 rating
Exceptional
(65 reviews)
Private Villa Overlooking the Ocean and French Mountainside
Oyster Pond
5% off
Price is NZ$3,365
NZ$3,365
NZ$481 per night
includes taxes & fees
Image gallery for Villa Tamarind - Luxury Oasis - Ocean Views
1010 out of 10 rating
Exceptional
(43 reviews)
Villa Tamarind - Luxury Oasis - Ocean Views
Oyster Pond, Sint Maarten
9% off
Price is NZ$11,831
NZ$11,831
NZ$1,690 per night
includes taxes & fees
Image gallery for Ultimate Luxury Villa 2 pools,theater,panoramic Ocean views, entertainment mecca
1010 out of 10 rating
Exceptional
(12 reviews)
Ultimate Luxury Villa 2 pools,theater,panoramic Ocean views, entertainment mecca
East End Village
8% off
Price is NZ$16,964
NZ$16,964
NZ$2,423 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$5,770
NZ$5,770
NZ$824 per night
includes taxes & fees
Image gallery for Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool
St. Barthelemy
9% off
Price is NZ$4,483
NZ$4,483
NZ$640 per night
includes taxes & fees
Image gallery for Panoramic Beachfront Villa - Secluded and Pristine Beach
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Panoramic Beachfront Villa - Secluded and Pristine Beach
West End Village, Long Bay Village
9% off
Price is NZ$14,053
NZ$14,053
NZ$2,008 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
(8 reviews)
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Simpson Bay
9% off
Price is NZ$2,949
NZ$2,949
NZ$421 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$9,378
NZ$9,378
NZ$1,340 per night
includes taxes & fees
Image gallery for Spacious 3BD Home - Private Cozy Pool - Centrally Located - Quiet Neighborhood
1010 out of 10 rating
Exceptional
(3 reviews)
Spacious 3BD Home - Private Cozy Pool - Centrally Located - Quiet Neighborhood
Cole Bay, Sint Maarten
9% off
Price is NZ$3,781
NZ$3,781
NZ$540 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$2,950
NZ$2,950
NZ$421 per night
includes taxes & fees
Image gallery for Bella Constantina Villa in Anguilla. Modern design with breath-taking view
8.48.4 out of 10 rating
Very good
(5 reviews)
Bella Constantina Villa in Anguilla. Modern design with breath-taking view
The Valley
8% off
Price is NZ$4,767
NZ$4,767
NZ$681 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
(44 reviews)
Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea
Simpson Bay, Sint Maarten
9% off
Price is NZ$6,318
NZ$6,318
NZ$903 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$3,930
NZ$3,930
NZ$561 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$1,413
NZ$1,413
NZ$202 per night
includes taxes & fees
Image gallery for Aventura Residences ....
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Aventura Residences ....
Cupecoy, Sint Maarten
8% off
Price is NZ$991
NZ$991
NZ$142 per night
includes taxes & fees
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Find the best place to stay - Philipsburg
Paradis Caraibes 1, feet in the water in Grand Case
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
*OCEANFRONT Cosy and modern style condo*
Sleeps 6 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Secluded house on private beach
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Oceanfront amazing 2 bedrooms Condo
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
Royal Islander La Terrasse Large 1 BR in Maho w/Ocean Views & Vibrant Sunsets
Sleeps 3 · 1 bedroom · 1 bathroom
Beachfront 1 Bedroom - Feet in the sand!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
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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