Villa
10.0(108 Reviews)
3 Bedrooms
7 Guests
Private Pool
Oceanfront
Hot Tub
Parking
US $714/Night
7 Nights - US $5,000
Philipsburg Holiday Rentals
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Compare Villas, Resorts, & Rentals in Philipsburg
10.0
Apartment
10.0(3 Reviews)
4 Bedrooms
8 Guests
- Parking
Pool
Air Conditioner
Internet
US $503/Night
7 Nights - US $3,521
Apartment
9.2(43 Reviews)
1 Bedroom
- Oceanfront
- Parking
- Pool
Ocean View
US $447/Night
7 Nights - US $3,127
Villa
10.0(50 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $621/Night
7 Nights - US $4,348
US $72/Night
7 Nights - US $504
Villa
10.0(46 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
Balcony/Terrace
US $1,166/Night
7 Nights - US $8,161
Villa
10.0(46 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $872/Night
7 Nights - US $6,101
Villa
10.0(44 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $391/Night
7 Nights - US $2,735
Villa
10.0(34 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Hot Tub
Breakfast
US $1,131/Night
7 Nights - US $7,914
Luxury Holiday Rentals in Philipsburg
Over 836+ Luxury Holiday Rentals in or Near Philipsburg
Villa
10.0(2 Reviews)
9 Bedrooms
18 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
US $4,329/Night
7 Nights - US $30,301
Villa
6 Bedrooms
12 Guests
- Private Pool
- Pool
Kitchen- Air Conditioner
US $4,211/Night
7 Nights - US $29,477
US $3,951/Night
7 Nights - US $27,655
Villa
6 Bedrooms
12 Guests
- Pool
- Balcony/Terrace
View- Kitchen
US $3,796/Night
7 Nights - US $26,573
US $3,724/Night
7 Nights - US $26,067
US $3,597/Night
7 Nights - US $25,179
Villa
10.0(1 Review)
6 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $3,530/Night
7 Nights - US $24,711
US $3,319/Night
7 Nights - US $23,235
Apartment
3 Bedrooms
8 Guests
- Parking
- Pool
- View
- Air Conditioner
US $3,240/Night
7 Nights - US $22,680
Top-Rated Holiday Rentals with a Pool in Philipsburg
Over 556+ The Best Private Villas and Holiday Rentals in Philipsburg with a Pool
Villa
10.0(32 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $1,279/Night
7 Nights - US $8,954
New
Villa
10.0(29 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $442/Night
7 Nights - US $3,091
Villa
10.0(28 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,541/Night
7 Nights - US $10,790
Villa
10.0(24 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $341/Night
7 Nights - US $2,386
Villa
10.0(23 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $839/Night
7 Nights - US $5,876
Villa
10.0(22 Reviews)
3 Bedrooms
9 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $313/Night
7 Nights - US $2,192
Villa
10.0(20 Reviews)
6 Bedrooms
20 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,349/Night
7 Nights - US $9,441
New
Condo
10.0(19 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $833/Night
7 Nights - US $5,828
Villa
10.0(17 Reviews)
8 Bedrooms
20 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,809/Night
7 Nights - US $12,666
Pet-Friendly Holiday Rentals in Philipsburg
Over 86+ Pet-Friendly Holiday Rentals in or Near Philipsburg
Villa
10.0(11 Reviews)
3 Bedrooms
7 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $684/Night
7 Nights - US $4,786
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $423/Night
7 Nights - US $2,960
US $3,119/Night
7 Nights - US $21,833
Apartment
10.0(10 Reviews)
1 Bedroom
4 Guests
- Pool
- Air Conditioner
- Internet
Pet Friendly
US $457/Night
7 Nights - US $3,196
Apartment
9.5(2 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
Spa
US $303/Night
7 Nights - US $2,120
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $418/Night
7 Nights - US $2,928
Apartment
10.0(1 Review)
2 Bedrooms
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $496/Night
7 Nights - US $3,472
Condo
10.0(1 Review)
1 Bedroom
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $332/Night
7 Nights - US $2,323
Villa
9.8(70 Reviews)
5 Bedrooms
20 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,183/Night
7 Nights - US $8,280
Large Holiday Rentals and Private Villas in Philipsburg
Over 309+ Large Holiday Rentals and Private Villas in or Near Philipsburg
House
10.0(17 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,013/Night
7 Nights - US $7,093
Villa
9.9(22 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $420/Night
7 Nights - US $2,940
US $930/Night
7 Nights - US $6,510
Villa
10.0(15 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $453/Night
7 Nights - US $3,172
US $575/Night
7 Nights - US $4,025
Villa
10.0(15 Reviews)
1 Bedroom
3 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $216/Night
7 Nights - US $1,511
Villa
10.0(12 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $652/Night
7 Nights - US $4,565
Villa
10.0(11 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,168/Night
7 Nights - US $8,178
Villa
10.0(7 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $764/Night
7 Nights - US $5,347
Wheelchair Accessible Holiday Homes in Philipsburg
Over 113+ Wheelchair Accessible Holiday Homes in or Near Philipsburg
Condo
10.0(11 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $486/Night
7 Nights - US $3,403
Resort
7.7(180 Reviews)
14 Guests
Private Beach- Oceanfront
- Hot Tub
- Breakfast
US $466/Night
7 Nights - US $3,260
US $294/Night
7 Nights - US $2,056
Condo
10.0(9 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $642/Night
7 Nights - US $4,491
US $203/Night
7 Nights - US $1,419
Condo
10.0(7 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Child Friendly
Wheelchair Accessible
US $472/Night
7 Nights - US $3,306
New
Villa
10.0(5 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $2,408/Night
7 Nights - US $16,856
Condo
10.0(4 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $622/Night
7 Nights - US $4,356
Condo
10.0(2 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $798/Night
7 Nights - US $5,588
Philipsburg Private Villas and Holiday Homes Under $200
Over 146+ Philipsburg Private Villas and Holiday Homes Under $200
Apartment
10.0(3 Reviews)
1 Bedroom
3 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $156/Night
7 Nights - US $1,094
House
9.8(14 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $170/Night
7 Nights - US $1,190
Apartment
9.0(24 Reviews)
2 Bedrooms
4 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $130/Night
7 Nights - US $910
Apartment
10.0(1 Review)
1 Bedroom
3 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $166/Night
7 Nights - US $1,161
Apartment
9.4(43 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Spa
US $188/Night
7 Nights - US $1,317
Condo
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $166/Night
7 Nights - US $1,159
Apartment
10.0(1 Review)
1 Bedroom
3 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $150/Night
7 Nights - US $1,047
Apartment
10.0(1 Review)
1 Bedroom
3 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $150/Night
7 Nights - US $1,047
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $102/Night
7 Nights - US $716
Instantly Bookable Holiday Homes in Philipsburg
Over 378+ Instantly Bookable Holiday Homes in or Near Philipsburg
Condo
10.0(13 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $276/Night
7 Nights - US $1,929
Resort
- Hot Tub
- Parking
- Pool
- Spa
US $489/Night
7 Nights - US $3,420
Condo
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Child Friendly
Security/Safety
US $308/Night
7 Nights - US $2,155
Apartment
10.0(6 Reviews)
1 Bedroom
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $209/Night
7 Nights - US $1,460
Villa
10.0(5 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $743/Night
7 Nights - US $5,203
Apartment
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $205/Night
7 Nights - US $1,437
Villa
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $652/Night
7 Nights - US $4,565
Condo
10.0(4 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $467/Night
7 Nights - US $3,269
Condo
10.0(4 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $278/Night
7 Nights - US $1,945
Book a Last Minute Place to Stay in Philipsburg
About Casai's Private Villas and Holiday Rentals in Philipsburg
Discover more than 845 vacation rentals available in Philipsburg. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Philipsburg.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Philipsburg, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Philipsburg. On average, places to stay near Philipsburg offer 876.81 ft², with nightly prices averaging US $678.
With Casai, finding and comparing holiday rentals in Philipsburg is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Philipsburg, SX
There are 845 Philipsburg, SX Holiday Rentals
- Prices for a holiday home in Philipsburg start at US $72
- Top rated vacation home in Philipsburg is DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
- Most popular short term in Philipsburg is Holland House Beach Hotel
- Cheapest place to stay in Philipsburg is The Lady Bug
- Most expensive holiday rental in Philipsburg is Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Frequently Asked Questions About Philipsburg?
What are the top holiday rentals in Philipsburg?
With numerous options available in Philipsburg, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Philipsburg:
- DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
- Luxury 5 star Indigo Bay Villa w/Pool-Walk to Beach
- Villa Tropicale and paella party
- Villa Amaya - Modern, Pristine Villa, Stunning Ocean Views, Private Pool, Beach
- Luxury Villa - Best View in the Caribbean
- Direct Beachfront 6 BDR/en-suite/maid included. Excellent service. Rare gem (O)
- Direct Beachfront 6 BDR/en-suite/maid included. Excellent service. Rare gem (H)
- Villa Crystal Clear - Luxury Villa with Private Pool
- Ocean Views from Every Room, Steps from Philipsburg. Paradise can be yours!
- The Villas on Great Bay, Beachfront Villa 4
How many holiday rentals have private pools in Philipsburg?
Discover a selection of holiday rentals with private pools near Philipsburg with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Philipsburg are best for families?
If you're searching for a family-friendly holiday home in Philipsburg, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Philipsburg:
How many Casai.com holiday rentals are available in Philipsburg?
As of 2026, Casai boasts over 845 properties listed in the Philipsburg area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Philipsburg.
Nearby Neighborhood (9)
| Neighborhood | Property Count |
|---|---|
| Indigo Bay Vacation Rentals in Philipsburg | 63 |
| Belair Vacation Rentals in Philipsburg | 34 |
| Point Blanche Vacation Rentals in Philipsburg | 27 |
| Vineyard Vacation Rentals in Philipsburg | 1008 |
| Madame's Estate Vacation Rentals in Philipsburg | 1460 |
| Sucker Garden Vacation Rentals in Philipsburg | 1008 |
| Fort William Vacation Rentals in Philipsburg | 1427 |
| Red Pond Estates Vacation Rentals in Philipsburg | 867 |
| Hope Estate Vacation Rentals in Philipsburg | 979 |
