Philipsburg Holiday Rentals

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Check prices for these dates

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Philipsburg holiday rentals

Iron/ironing board, free WiFi
MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
8.0 out of 10, Very good, (1)
"The staff was extremely helpful "
United States
Joycelyn
The price is S$115
includes taxes & fees
6 Jan - 7 Jan, 2026
MIDTOWN MOTEL SXM
Front of property
July Apartments

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (156)
"Amazing place. "
United States
Cristina
July Apartments
Balcony view
Sea Palace

Sea Palace

Sea Palace
3.0 star property
Downtown Philipsburg
8.6 out of 10, Excellent, (111)
"Great staff. Excellent room. Awesome views. The young lady with the glasses at the front desk is the best ever. Didn't get her name unfortunately. "
United States
Elizabeth
The price is S$292
includes taxes & fees
1 Jan - 2 Jan, 2026
Sea Palace
Outdoor pool, pool loungers
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1164)
"One of my favorite places to stay."
United States
Carlos
The price is S$552
includes taxes & fees
6 Jan - 7 Jan, 2026
Hilton Vacation Club Royal Palm St. Maarten
Sun deck
Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten
Exterior
FLAMINGO BEACH

FLAMINGO BEACH

FLAMINGO BEACH
3.5 star property
Pelican Key
The price is S$621
includes taxes & fees
22 Jan - 23 Jan, 2026
FLAMINGO BEACH
Balcony
The Hills Residence

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.8 out of 10, Excellent, (55)
"Enjoyed my stay "
United States
Shakia
The Hills Residence
Terrace/patio
Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.8 out of 10, Exceptional, (113)
"Fantastic place to stay. Clean, great views, excellent amenities"
Canada
Oleksii
The price is S$545
includes taxes & fees
9 Jan - 10 Jan, 2026
Mullet Bay Suites: Your Luxury Stay Awaits
Beach
condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.6 out of 10, Exceptional, (23)
"Good location easy access to a private beach "
United States
All About
The price is S$665
includes taxes & fees
6 Jan - 7 Jan, 2026
condostmaarten by the sea -Adults Only-
Exterior
The Forest

The Forest

The Forest
4.0 star property
Anse Marcel
10.0 out of 10, Exceptional, (15)
"Great boutique hotel in anse Marcel. Owners are hands on and very pleasant. Look forward to going again. "
Canada
Nadalina
The price is S$584
includes taxes & fees
3 Jan - 4 Jan, 2026
The Forest
Living area
Avenue du lagon

Avenue du lagon

Avenue du lagon
Oyster Pond
The price is S$3,002
includes taxes & fees
19 Jan - 20 Jan, 2026
Avenue du lagon
Outdoor pool
Singh Luxury Apartments With sea View, Apt.2

Singh Luxury Apartments With sea View, Apt.2

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
The price is S$708
includes taxes & fees
6 Jan - 7 Jan, 2026
Singh Luxury Apartments With sea View, Apt.2
Beach nearby, white sand, sun-loungers, beach umbrellas
Simpson Bay Suites

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
6.8 out of 10, (125)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
The price is S$244
includes taxes & fees
6 Jan - 7 Jan, 2026
Simpson Bay Suites
Beach
Singh Luxury Apartments With sea View, Apt.1

Singh Luxury Apartments With sea View, Apt.1

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
The price is S$708
includes taxes & fees
25 Dec - 26 Dec
Singh Luxury Apartments With sea View, Apt.1
Beach
Singh Luxury Apartments With sea View, Apt.3

Singh Luxury Apartments With sea View, Apt.3

Singh Luxury Apartments With sea View, Apt.3
3.0 star property
Oyster Pond
2.0 out of 10, (1)
The price is S$1,231
includes taxes & fees
27 Dec - 28 Dec
Singh Luxury Apartments With sea View, Apt.3
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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Top Philipsburg Hotel Reviews

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Great accommodations and ocean view from the balcony. Close to great restaurants and bars. Overall a wonderful vacation. "
Valerie Lynn 9-night trip
Posted 2 days ago
The Villas at Simpson Bay Resort

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 popular beaches 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?

Villa Amalia: This highly rated holiday home rental in Philipsburg is located near the beach, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and an oven. You and your friends and family can relax into your holiday with amenities such as a terrace.

How many holiday rentals are there in Philipsburg?

Choose from 22 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.