Philipsburg Holiday Rentals

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Holiday Rentals in Philipsburg

July Apartments
Front of property
July Apartments
3.0 star property
9.0 out of 10, Wonderful, (83)
"Front desk staff was very knowledgeable and helpful. "
The price is AU$190
includes taxes & fees
22 Dec - 23 Dec
July Apartments
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms
Dining
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, (111)
"Villa 2 is awesome. Everything you could possibly need has been thought of. Our favorite place to stay. "
Beautiful beachfront at The Villas On Great Bay
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (O)
Outdoor pool
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (O)
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 Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (O)
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, (32)
"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
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)
Outdoor pool
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)
10.0 out of 10, Exceptional, (16)
"Villa Hibiscus is a very large, very well-maintained home on a great beach! The bedrooms are large and all have incredible bathrooms and plenty of privacy. There is more than enough gathering space inside and out to enjoy family/friend time. The pool is one of the largest we've seen in a villa rental - complete with noodles and rafts (which were blown up and waiting for us!) The beach is a little windy and waves break close to the shore, but once past the breaking point, the water is...
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)
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, (175)
"The property is well kept, staff are nice"
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 AU$1,288
includes taxes & fees
30 Nov - 1 Dec
Dawn Beach Club Resort Sint Maarten
Mullet Bay Suites: Your Luxury Stay Awaits
Terrace/patio
Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
10.0 out of 10, Exceptional, (65)
"Great property management "
The price is AU$475
includes taxes & fees
9 Dec - 10 Dec
Mullet Bay Suites: Your Luxury Stay Awaits
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
Sun-loungers, beach towels
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
10.0 out of 10, Exceptional, (13)
"Great place!"
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
The Hotel Porto Cupecoy
Beach nearby, white sand, sun-loungers, beach umbrellas
The Hotel Porto Cupecoy
3.5 star property
9.6 out of 10, Exceptional, (32)
"Great and safe property. Big rooms"
The price is AU$780
includes taxes & fees
24 Nov - 25 Nov
The Hotel Porto Cupecoy
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 AU$340
includes taxes & fees
23 Nov - 24 Nov
The Horny Toad Guesthouse
condostmaarten by the sea -Adults Only-
Panoramic Apartment, Ocean View | Beach
condostmaarten by the sea -Adults Only-
4.0 star property
8.8 out of 10, Excellent, (3)
"Lovely property and incredible view! Our host, Bruno, was great. I highly recommend a stay here. You will not be disappointed!!! Excellent!"
The price is AU$422
includes taxes & fees
25 Nov - 26 Nov
condostmaarten by the sea -Adults Only-
Simpson Bay Suites
Beach nearby, white sand, sun-loungers, beach umbrellas
Simpson Bay Suites
3.5 star property
6.8 out of 10, (104)
"They are very accommodating 👍"
The price is AU$231
includes taxes & fees
22 Nov - 23 Nov
Simpson Bay Suites
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8
Terrace/patio
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
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste with Generator
Outdoor pool, an infinity pool
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste with Generator
9.8 out of 10, Exceptional, (67)
""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 with Generator
Tradewinds at Simpson Bay
Exterior
Tradewinds at Simpson Bay
3.5 star property
8.8 out of 10, Excellent, (11)
"It’s beautiful and all the restaurants are across the way! "
Tradewinds at Simpson Bay
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!
On the beach, sun-loungers, beach towels
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!
10.0 out of 10, Exceptional, (75)
"We koved the quoet location and beautiful views. The beach chairs and towels were greatly appreciated. "
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!
Oceanfront amazing 2 bedrooms Condo
Property grounds
Oceanfront amazing 2 bedrooms Condo
9.8 out of 10, Exceptional, (50)
"Spacious condo style unit with secure parking spot (huge benefit). Rooftop pool where you can see the planes taking off was a highlight for our son. TIP: Double check with property manager address prior to arriving. What was sent on our VRBO confirmation was a little confusing based on the address labeling."
Oceanfront amazing 2 bedrooms Condo
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
On the beach, beach towels
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
9.8 out of 10, Exceptional, (54)
"Pros: Check in process was easy. The house had a great layout and easy for entertaining. There were plenty of pool towels. The house felt secure. The dining room table had plenty of seating. 10 pool lounge chairs available (more than the 8 listed). Things I would want to know: The photos do not accurately reflect the current state of the property. New living room furniture (seats 6 – 8). Turn the alcove furniture around to make more seating. There is no outdoor table anymore (2 picnic table). ...
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
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.
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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, (1001)
"This was my first time out of the country. My birthday trip was amazing. It was a great experience for me being only 26. Everyone was welcoming all the way down to the other guest. It was mostly an older crowd but I did not mind they were still a VIBE. My room was the beach front room. The other rooms are a little more updated but no complaints here. The taxi services are very helpful. Try to explore the island like my cousin and I did. The food was amazing and I really enjoyed the pool side...
The price is AU$415
includes taxes & fees
24 Nov - 25 Nov
Divi Little Bay Beach Resort
Seaview Beach Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Seaview Beach Hotel
3.0 star property
7.2 out of 10, Good, (545)
"Great location no car needed food places in area the view of the ocean was beautiful. I will be staying again."
The price is AU$121
includes taxes & fees
14 Dec - 15 Dec
Seaview Beach Hotel
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, (964)
"The property is a nicely appointed boutique-styled hotel located in heart of Philipsburg. "
The price is AU$454
includes taxes & fees
27 Nov - 28 Nov
Holland House 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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find holiday rentals in Philipsburg?

Yes, there are holiday rentals close to the most popular sights in Philipsburg, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic seaside in Philipsburg. While you're in the area, you can also enjoy the top-notch restaurants and entertainment venues.

What are some of the best holiday rentals that Philipsburg has to offer?

Private House -GreatBay- Philipsburg - Free Wifi and Free Private Parking.: This highly rated holiday home rental in Philipsburg 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 favourite homes for rent in Philipsburg are Amazing 2 bedroom house with pool and Villa Flagrantia, Paradise at your pleasure.

How many holiday rentals are there in Philipsburg?

Choose from 25 Expedia holiday rentals in Philipsburg for a memorable holiday.

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. While in the area, you can also visit popular places such as Orient Bay Beach and Maho Beach.

What are holiday rentals like in Philipsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Philipsburg. Holiday rentals offer extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.