Philipsburg Vacation Rentals

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Vacation Rentals in Philipsburg

Front of property
July Apartments
3.0 star property
9.2 out of 10, Wonderful, (71)
"That you have to park outside the premises of the resort."
The price is CA $92
CA $110 total
includes taxes & fees
Jun 11 - Jun 12
July Apartments
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
Outdoor pool, an infinity pool
Beautiful beachfront at The Villas On Great Bay
10.0 out of 10, Exceptional, (107)
"We have stayed here several times and always have a great experience! The owner is great to work with!"
Beautiful beachfront at The Villas On Great Bay
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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.
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
Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio
Fourteen at Mullet Bay
3.5 star property
9.6 out of 10, Exceptional, (118)
"Beautiful and peaceful definitely going back"
Fourteen at Mullet Bay
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 CA $953
CA $1,143 total
includes taxes & fees
Jun 4 - Jun 5
Dawn Beach Club Resort Sint Maarten
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 !!
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 CA $234
CA $303 total
includes taxes & fees
May 29 - May 30
The Horny Toad Guesthouse
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 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 CA $166
CA $186 total
includes taxes & fees
May 29 - May 30
Simpson Bay Suites
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 CA $637
CA $735 total
includes taxes & fees
May 29 - May 30
The Hotel Porto Cupecoy
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
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
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
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.
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!
Beach
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!
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.

Philipsburg Vacation Rental Travel Info

Number of vacation rentals
167
Popular accommodation
Philipsburg villas
Known landmarks
Maho Beach, Mullet Bay Beach and Simpson Bay Beach
International airports
Philipsburg (SXM-Princess Juliana Intl.) and Grand Case (SFG-L'Esperance)

Other types of properties in Philipsburg you may be interested in

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 CA $307
CA $385 total
includes taxes & fees
May 29 - May 30
Divi Little Bay Beach Resort
On the beach, white sand, sun loungers, beach umbrellas
Holland House Beach Hotel
4.0 star property
9.0 out of 10, Wonderful, (880)
"Great hotel. The food in the restaurant was exceptional. The bar had the best pina colada I have had in a long time. The staff was friendly and the service was top notch. I liked the room and the decor. The location was good. I enjoyed the boardwalk out front. The beach was very nice. Overall, outstanding hotel. I will come back."
The price is CA $315
CA $378 total
includes taxes & fees
Jun 4 - Jun 5
Holland House 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 CA $108
CA $130 total
includes taxes & fees
Jun 4 - Jun 5
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.

Everything you need to know about Philipsburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Philipsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Philipsburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Philipsburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Philipsburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Philipsburg vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Philipsburg vacation rentals we have selected for you start as low as CA $92 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Philipsburg rentals

At Expedia, we put the best Philipsburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Philipsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Philipsburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Philipsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

5/5 Excellent
"We really love this place. Will definitely be going back! The pelican grill located on the property is the best !! Shack, Anthony, Ninna and Cookie were so fun and friendly!!! We have found our new go to spot! "
A verified traveller stayed at Hilton Vacation Club Flamingo Beach St. Maarten
Posted 2 days ago
Hilton Vacation Club Flamingo Beach St. Maarten