Philipsburg Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Philipsburg

July Apartments
Front of property
July Apartments
3.0 star property
9.2 out of 10, Wonderful, (73)
"Probably one of the easiest parking on the island! Front desk staff is always present and very helpful and friendly. Easy to get to and a nice, clean stay."
The price is ￥10,584
per night
Jun 13 - Jun 14
July Apartments
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms
Beach/ocean view
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms
8.8 out of 10, Excellent, (15)
"On the water quiet area. Close to the main areas we wanted. Went out every day hit the places we wanted and only took a half a tank of gas for the week. Frank was great with any question."
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms
Beautiful beachfront at The Villas On Great Bay
Outdoor pool, an infinity pool
Beautiful beachfront at The Villas On Great Bay
10.0 out of 10, Exceptional, (107)
"What a lovely villa! The pics don't do it justice! The bedrooms and living room are much more spacious. The location in the community is perfect as far as privacy. The owners have thought of absolutely everything one might need. We even loved the beach compared to the few others we saw on the island. It wasn't super-wide which would make for a long walk, it was completely uncrowded - most days we were the only ones there, and the water was gorgeous. Also, watching the cruise ships come in and go...
Beautiful beachfront at The Villas On Great Bay
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem.
Outdoor pool
Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem.
10.0 out of 10, Exceptional, (17)
"We were traveling with three families ages 9 to 63. Property is in an extremely secure and beautiful area. Our host Chris exceeded all of our expectations, and the staff was very friendly and attentive to our needs. The beach is beautiful and we had it to ourselves most days. A car is recommended to see the island and facilitate provisioning and adventuring. House is secluded away from the hustle and bustle of the port. All of our questions, and needs were quickly attended to. The kitchen is...
Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem.
Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck
Outdoor dining
Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck
9.4 out of 10, Exceptional, (29)
"Casa Leone is a little private paradise. The view of St. Barts and Guana bay are the best. The property is very private even though your neighbors and the pool are only a few steps away. The accommodations are not perfect having weathered numerous hurricanes and the relentless wind and tide, but they are well cared for and perfectly functional. We appreciated the brand new A/C units, dual bathrooms, and an additional bedroom suit that would easily accommodate another couple or a small family if...
Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck
Fourteen at Mullet Bay
Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio
Fourteen at Mullet Bay
3.5 star property
9.6 out of 10, Exceptional, (122)
"The property location is fantastic. "
Fourteen at Mullet Bay
Dawn Beach Club Resort Sint Maarten
Sundeck
Dawn Beach Club Resort Sint Maarten
4.0 star property
8.6 out of 10, Excellent, (14)
"Nice property, but far away from the airport and party area"
The price is ￥100,836
per night
Jun 1 - Jun 2
Dawn Beach Club Resort Sint Maarten
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
Sun loungers, beach towels
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
10.0 out of 10, Exceptional, (8)
"The house was just as listed and the area was perfect. We enjoyed our stay and would recommend and will return!"
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
The Horny Toad Guesthouse
Orchid | View from room
The Horny Toad Guesthouse
3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The price is ￥26,930
per night
Jun 1 - Jun 2
The Horny Toad Guesthouse
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
Outdoor pool, an infinity pool
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
10.0 out of 10, Exceptional, (66)
""We had an incredible stay at Villa Namaste! The property is gorgeous, with every room beautifully appointed. The view from the patio is breathtaking—worth every penny. Sitting in the infinity edge pool, looking out over the bluest Caribbean waters while watching mega yachts sail by, was a highlight of our days. The villa is also conveniently located close to many cool restaurants, some even within walking distance, which was perfect for our evenings out. The staff, particularly Olive and...
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8
Pool
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8
10.0 out of 10, Exceptional, (12)
"2 familes each with 2 kids had a great time. Very close to baie rouge. Pool was nice. Hot tub water seemed bad so we didnt use it. Housekeeper and concierge were really nice. Rented a car and drove all over the small island. Would recommend and would stay again"
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8
Simpson Bay Suites
Beach nearby, white sand, sun loungers, beach umbrellas
Simpson Bay Suites
3.5 star property
6.8 out of 10, (100)
"Convenient location with the requisite amenities for local stay and business. Water pressure could be improved. Though clean and tidy furniture could be modernized. "
The price is ￥19,051
per night
Jun 1 - Jun 2
Simpson Bay Suites
The Hotel Porto Cupecoy
Beach nearby, white sand, sun loungers, beach umbrellas
The Hotel Porto Cupecoy
3.5 star property
9.4 out of 10, Exceptional, (30)
"Great and safe property. Big rooms"
The price is ￥73,226
per night
Jun 1 - Jun 2
The Hotel Porto Cupecoy
Tradewinds at Simpson Bay
Exterior
Tradewinds at Simpson Bay
3.5 star property
8.6 out of 10, Excellent, (10)
"The room was spacious and spotless . The staff were attentive and went out of their way to ensure that we were comfortable. Nothing was too much trouble.Will be back excellent stay "
Tradewinds at Simpson Bay
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Outdoor pool
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
10.0 out of 10, Exceptional, (67)
"From the moment we walked out of the airport everything was amazing. The resort had transportation waiting for us. There was no real check-in like most resorts, the taxi driver walked us right to our villa and vacation began. On this trip we chose not to rent a car so we hired Claudette Fritz to take us everywhere we wanted to go which was much cheaper than car rental. The house was amazing to say the least. The pool was very well kept and only a couple steps from the beautiful white sand. We...
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Beachfront villa with pool in Cul de Sac
Property grounds
Beachfront villa with pool in Cul de Sac
9.8 out of 10, Exceptional, (60)
"We lucked out on selecting this place since we've never been. The french side is the place to stay. The airport, the cruise ships and all the tourist shops are on the dutch side ands its packed all the time. On the french side its beautiful, less touristy an A"
Beachfront villa with pool in Cul de Sac
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
Beach | On the beach, sun loungers, beach towels
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
10.0 out of 10, Exceptional, (24)
"Our family of 5 (2-10yr old boys, 1-14yr old girl) were very pleased with the condo. The location was prime in Simpson Bay. Within walking distance to a few beach bars and walked over to Maho Beach too a few times. The pool was nice (warm) and had plenty of seating, always a few seats available. There are beach chairs, toys on the porch along with a beach umbrella. The kitchen was well equipped and left us not needing anything. Bath linens could use a refresh but was sufficient. The only...
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
Beach/ocean view
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
10.0 out of 10, Exceptional, (53)
"This stay was a mixed bag for our group of 4 kids aged 6-15 and 5 adults. Our check in process was not smooth but the owner was apologetic and tried to make it right. And I feel for the owners because I am sure the issues are not so much neglect as not completing repairs after the hurricane. Still, the pictures do not reflect the current state of the home. It feels warn down. Pros The house is spacious with room for a big group. Direct beach access is a great feature. Views from the house and...
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
Beach | On the beach, sun loungers, beach towels
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
10.0 out of 10, Exceptional, (66)
"This was our first time in St. Martin. I fell in love with the pictures of this unit. The pictures cannot capture how wonderful this place is. The unit was spotless. The beds were very comfortable. But the VIEW!!!! Oh my gosh!!! The view from the balcony and the private terrace cannot be described!!!! Absolutely breathtaking!!!! The pools were fantastic. Our own private beach! Communication with Susan, the owner, was immediate. She also was so helpful in suggesting places for us to eat and...
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
On the beach, sun loungers, beach towels
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
10.0 out of 10, Exceptional, (91)
"Host was amazing. Our flight got canceled the morning of. He was very accommodating and understanding. Perfect views. Private beach. Perfect, clear water. Very little shade on beach with stairs. Friendly staff. Would recommend."
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
Don't see what you're looking for?
See all available properties in Philipsburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Philipsburg you may be interested in

Divi Little Bay Beach Resort
Property grounds
Divi Little Bay Beach Resort
4.0 star property
8.4 out of 10, Very Good, (1000)
"snorkeling dislike was having to sign meal and bar check every for all inclusive"
The price is ￥35,280
per night
Jun 1 - Jun 2
Divi Little Bay Beach Resort
Holland House Beach Hotel
On the beach, white sand, sun loungers, beach umbrellas
Holland House Beach Hotel
4.0 star property
9.0 out of 10, Wonderful, (881)
"The staff was not aware of nearby restaurants or other stores close to the hotel. We identify many of these items on our own."
The price is ￥36,252
per night
Jun 3 - Jun 4
Holland House Beach Hotel
Seaview Beach Hotel
Outdoor pool, cabanas (surcharge), pool umbrellas
Seaview Beach Hotel
3.0 star property
7.2 out of 10, Good, (495)
"Great little hotel directly on the beach. Has a small unique pool facing the beach. Has a bar, serves a good selection of food and drinks. Staff was friendly especially Claudette and Ikeyma. Both of these ladies made my stay special and memorable. Some rooms are dated but Most importantly they have comfortable clean beds, cold AC and I had a fridge that kept my drinks ice cold. I wasn’t there for a luxury room. "
The price is ￥10,846
per night
Jun 11 - Jun 12
Seaview Beach Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Search for holiday rentals in Philipsburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Philipsburg using one of the methods below:

  • View our selection of featured holiday rentals in Philipsburg
  • Use the map to find apartments and other holiday homes in the Philipsburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Philipsburg while they last

Look no further and take a look at our great range of rental properties in Philipsburg!

Frequently asked questions

Can I find vacation rentals in Philipsburg?

Yes, we give you a choice of vacation rentals close to well known local attractions in Philipsburg, or you can select a secluded option if you'd like a relaxing place to stay. Visitors like the array of shops and popular beaches in Philipsburg. While you're in the area, you can also enjoy the top-notch restaurants and entertainment venues.

What's the top vacation rental in Philipsburg?

Private House -GreatBay- Philipsburg - Free Wifi and Free Private Parking.: Visitors give good reviews to this Philipsburg vacation home rental, which is located on the waterfront and offers a selection of books, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Other favorite homes for rent in Philipsburg are Amazing 2 bedroom house with pool and Villa Flagrantia, Paradise at your pleasure.

How many vacation rentals are there in Philipsburg?

Choose from 26 Expedia vacation rentals in Philipsburg for a memorable vacation.

What can I see and do in Philipsburg?

Great Bay Beach and Little Bay Beach are a couple of scenic spots to enjoy the outdoors, whereas Museum of Sint Maarten is one of the cultural attractions. Other places in town to visit include Sint Maarten Park and Philipsburg Courthouse.

What are vacation rentals like in Philipsburg?

Vacation rentals are privately owned properties you can reserve for several days or longer in Philipsburg. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.

Recent reviews of Philipsburg properties
Expedia verified reviews

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5/5 Excellent
"Food was really good, views were amazing and the hospitality great. Would recommend and love to come back "
A verified traveler stayed at Sonesta Ocean Point All Inclusive, Adults Only Resort
Posted 19 hours ago
Sonesta Ocean Point All Inclusive, Adults Only Resort