Philipsburg holiday rentals
We found 6,427 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Philipsburg (SXM-All Airports)
Showing deals for:15 Aug - 22 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 AU$19,853
AU$19,853
AU$2,836 per night
includes taxes & fees
Image gallery for Tropical modern villa with stunning sea views
1010 out of 10 rating
Exceptional
(7 reviews)
Tropical modern villa with stunning sea views
Oyster Pond, Sint Maarten
8% off
Price is AU$7,439
AU$7,439
AU$1,063 per night
includes taxes & fees
Image gallery for Unique Hillside Villa, Large Pool & Panorama view Music History
1010 out of 10 rating
Exceptional
(15 reviews)
Unique Hillside Villa, Large Pool & Panorama view Music History
Oyster Pond, Sint Maarten
18% off
Price is AU$3,871
AU$3,871
AU$553 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 AU$12,661
AU$12,661
AU$1,809 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 AU$27,613
AU$27,613
AU$3,945 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 AU$7,039
AU$7,039
AU$1,006 per night
includes taxes & fees
Image gallery for Waterfront Villa-amazing view- sea-pool
1010 out of 10 rating
Exceptional
(8 reviews)
Waterfront Villa-amazing view- sea-pool
Lowlands
9% off
Price is AU$16,448
AU$16,448
AU$2,350 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 AU$5,704
AU$5,704
AU$815 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 AU$6,381
AU$6,381
AU$912 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 AU$3,162
AU$3,162
AU$452 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 AU$15,204
AU$15,204
AU$2,172 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
9% off
Price is AU$8,235
AU$8,235
AU$1,176 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 AU$5,445
AU$5,445
AU$778 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 AU$4,161
AU$4,161
AU$594 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 AU$2,809
AU$2,809
AU$401 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 AU$12,493
AU$12,493
AU$1,785 per night
includes taxes & fees
Image gallery for Magnificent studio 5 minutes from Orient Bay
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Magnificent studio 5 minutes from Orient Bay
Orient Bay, Collectivity of Saint Martin
8% off
Price is AU$1,192
AU$1,192
AU$170 per night
includes taxes & fees
Image gallery for Charming 2-bedroom house in welcoming Saint Martin with AC, WiFi
9.29.2 out of 10 rating
Wonderful
(70 reviews)
Charming 2-bedroom house in welcoming Saint Martin with AC, WiFi
Oyster Pond, saint martin
23% off
Price is AU$1,615
AU$1,615
AU$231 per night
includes taxes & fees
Image gallery for DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
1010 out of 10 rating
Exceptional
(97 reviews)
DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
Oyster Pond, Sint Maarten
8% off
Price is AU$10,396
AU$10,396
AU$1,485 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
(9 reviews)
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Simpson Bay
9% off
Price is AU$2,778
AU$2,778
AU$397 per night
includes taxes & fees
Image gallery for Water views, central location and infinity pool
1010 out of 10 rating
Exceptional
(22 reviews)
Water views, central location and infinity pool
South Hill, Anguilla
9% off
Price is AU$7,291
AU$7,291
AU$1,042 per night
includes taxes & fees
Image gallery for Villa Ellia
8.48.4 out of 10 rating
Very good
(6 reviews)
Villa Ellia
Les Terres Basses, Collectivity of Saint Martin
5% off
Price is AU$7,243
AU$7,243
AU$1,035 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 AU$2,603
AU$2,603
AU$372 per night
includes taxes & fees
Image gallery for Secluded house on private beach
1010 out of 10 rating
Exceptional
(7 reviews)
Secluded house on private beach
The Valley
18% off
Price is AU$3,021
AU$3,021
AU$432 per night
includes taxes & fees
Find spaces that suit your style
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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)
Come and enjoy this lovely home with private pool located in Terres Basses.
Sleeps 4 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 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
57 reviews(57 reviews)
Royal Islander La Terrasse Large 1 BR in Maho w/Ocean Views & Vibrant Sunsets
Sleeps 3 · 1 bedroom · 1 bathroom
Luxury spacious 2 bedroom condo with stunning panoramic ocean views
Sleeps 4 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Top rated rentals - Philipsburg
St Martin 2024
1010 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
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