Philipsburg Vacation Rentals

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Vacation Rentals in Philipsburg

Outdoor pool, an infinity pool
Beautiful beachfront at The Villas On Great Bay
10.0 out of 10, Exceptional, (105)
"My sister & I and a friend rented villa #2 at The Villas on Great Bay. I researched the VRBO site with my necessary needs as a filter & I am ELATED that I selected this Villa. There are only 13 villas. This villa faces the ocean & is a little more private than the other villas. This property has an infinity edge pool shared by all, but was hardly used when were there for our 8-day vacation. This villa is three bath, two bedroom & is the best stocked VRBO I have ever stayed in & I am a seasoned...
Beautiful beachfront at The Villas On Great Bay
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.
Sun loungers, beach towels
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
10.0 out of 10, Exceptional, (8)
"Lovely house, everything you need, beautiful island!"
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
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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
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
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!
On the beach, sun loungers, beach umbrellas, beach towels
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
10.0 out of 10, Exceptional, (62)
"A great location, clean with a perfect view!"
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
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
Beach
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.
Outdoor pool
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
10.0 out of 10, Exceptional, (116)
"We stayed at Villa Valhalla with our 3 teenage kids and another family of 4. The house was beautiful, clean, well stocked with stunning views! Plenty of room for us all. It’s located in a safe and quiet neighborhood overlooking Dawn Beach. Everything was as stated from the website, except the kitchen has been updated and looks great. We had excellent communication before and during the trip. We were able to walk to the beach, and had dinner at the new JW Marriott. It was nice to have a close...
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
Beach
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
10.0 out of 10, Exceptional, (64)
"Great location with easy and secure access. The unit is clean and functional with great direct ocean views. Private beach is easily accessible and among my favorite on the Dutch side. I have historically rented “very high end” modern units with granite and marble throughout, high end kitchens, covered ocean from patios and balconies. The cost was thousands and day, and I was shocked that this type of unit was available for a fraction of the cost. The value is outstanding. I highly recommend the...
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
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
Property grounds
Anchor House - Direct Oceanfront - Luxury & Modern Style
10.0 out of 10, Exceptional, (125)
"This property is simply stunning. Very clean. Safe area. Walkable to restaurants, bars, markets and the beach, however we did rent a car. Property manager Stacey was amazing. The pictures are spot on for this property and we are booking again in the coming months! I was a little worried that sometimes you aren’t sure what you are booking but this was amazingly perfect. Can’t wait to go back!"
Anchor House - Direct Oceanfront - Luxury & Modern Style
Outdoor pool
Oceanfront amazing 2 bedrooms Condo
9.8 out of 10, Exceptional, (48)
"The place was very nice. John was supreme host. Place was very clean and service was wonderful. Wasn’t as quiet as expected. Being so close to the airport had it’s draw backs. But the condo was close to Simpsom Bay, food shopping and a nice beach restaurant. Traveled a few times to Orient Beach, fantastic beach just a little bit of a distance to travel. But overall this place meet our needs. Thank you John for the enjoyment of your Villa."
Oceanfront amazing 2 bedrooms Condo
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
Property grounds
JUST INCREDIBLE BEACHFRONT 260° OCEANVIEW ORIENTBEACH POOL PKG 4 STARS SERVICES
9.8 out of 10, Exceptional, (55)
"Awesome unit situated on a hill overlooking orient bay. Views are unreal. Hosts are the nicest people you could ever ask for. Checked in regularly. Made sure all avenues were covered. No issues no problem. Such a beautiful friendly island. Locals are beyond helpful and nice. Can’t wait to go back."
JUST INCREDIBLE BEACHFRONT 260° OCEANVIEW ORIENTBEACH POOL PKG 4 STARS SERVICES
Outdoor pool
BEACHFRONT DESIGN VILLA
9.8 out of 10, Exceptional, (111)
"Overall we had a great time at Secrets. Listening to the waves crash on the shore was very soothing and relaxing. The location is great - close to Maho beach, Mullet Beach and a small market. The home is clean but a bit worn. The pool wasn’t cleaned before we arrived but management was responsive is having pool cleaners come quickly. The kitchen is very well stocked. The dishwasher rack was broken and was annoying. The beds are quite comfortable but they need to upgrade the linens. Despite those...
BEACHFRONT DESIGN VILLA
Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio
Fourteen at Mullet Bay
3.5 star property
9.6 out of 10, Exceptional, (112)
"Great. Love it here we will def stay again"
Fourteen at Mullet Bay
Property grounds
Beach Front Villa in cupecoy
9.6 out of 10, Exceptional, (42)
"This was an extraordinary rental that allowed us to have a great vacation. The unit is quite large with excellent views of the ocean. The beach is nearly private with very few swimmers. Having our own private pool in the unit was fantastic. I highly recommend the unit."
Beach Front Villa in cupecoy
Restaurant
Karibuni Boutique Hotel - Adults Only
9.6 out of 10, Exceptional, (16)
"Beautiful view , very peaceful private. Staff very friendly and helpful. "
Karibuni Boutique Hotel - Adults Only
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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

On the beach, white sand, sun loungers, beach umbrellas
Holland House Beach Hotel
4.0 star property
9.0 out of 10, Wonderful, (866)
"Located about 10 minute drive from the cruise terminal . Nice rooms, restaurant and bar. Beach is nice but much of the view is boats and cruise ships "
The price is CA $316
CA $379 total
includes taxes & fees
Jun 6 - Jun 7
Holland House Beach Hotel
Property grounds
Divi Little Bay Beach Resort
4.0 star property
8.4 out of 10, Very good, (1003)
"Liked everything about the st. Maarten Divi"
The price is CA $308
CA $386 total
includes taxes & fees
May 16 - May 17
Divi Little Bay Beach Resort
Swim-up bar
Oceans at Divi Little Bay
4.0 star property
8.4 out of 10, Very good, (117)
"There is not a single ashtray to be found anywhere on the property. Not at the bar, not at the restaurants, not anywhere on the grounds, not in the rooms. Need an ashtray, go to the gift shop and buy one."
The price is CA $349
CA $436 total
includes taxes & fees
Jun 13 - Jun 14
Oceans at Divi Little Bay
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.

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 25 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.