St. Maarten vacation rentals

Search hundreds of travel sites at once for car rental deals in St. Maarten

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Latest St. Maarten vacation rental deals

MOST POPULARSimpson Bay
Vacation homes from C$ 130

Best St. Maarten vacation rentals

Most recommended vacation rentals in St. Maarten

Show all
Garden View Condo in Maho - Lowlands - Living room
Garden View Condo in Maho
Lowlands, St. Maarten
Parking
Free Wi-Fi
Pool
C$ 471+
Check availability
Fourteen at Mullet Bay - Cole Bay - Balcony
Fourteen at Mullet Bay
Cole Bay, St. Maarten
8.8Very good(106)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 289+
Check availability
Charming 1-Bed Studio in Simpson Bay - Beacon Hill - Simpson Bay - Beach
Charming 1-Bed Studio in Simpson Bay - Beacon Hill
Simpson Bay, St. Maarten
9.6Wonderful(8)
Parking
Free Wi-Fi
C$ 208+
Check availability
Tradewinds Apartments Simpson Bay - Simpson Bay - Balcony
Tradewinds Apartments Simpson Bay
Simpson Bay, St. Maarten
9.2Wonderful(93)
Free Wi-Fi
Pool
C$ 213+
Check availability
condostmaarten by the sea -Adults Only- - Cole Bay - Pool
condostmaarten by the sea -Adults Only-
Cole Bay, St. Maarten
9.4Wonderful(89)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 414+
Check availability
Mullet Bay Suites - Your Luxury Stay Awaits - Cole Bay - Living room
Mullet Bay Suites - Your Luxury Stay Awaits
Cole Bay, St. Maarten
9.4Wonderful(80)
Parking
Free Wi-Fi
Pool
C$ 397+
Check availability
Maho Beach House - Luxe 1-Bedroom - Ocean View - Simpson Bay - Bedroom
Maho Beach House - Luxe 1-Bedroom - Ocean View
Simpson Bay, St. Maarten
9.5Wonderful(29)
Free Wi-Fi
C$ 342+
Check availability
Pelican Pearl - Simpson Bay - Pool
Pelican Pearl
Simpson Bay, St. Maarten
8.8Very good(17)
Parking
Free Wi-Fi
Pool
C$ 183+
Check availability
Maho Beach House - Petite Studio - Beach Access - Simpson Bay - Balcony
Maho Beach House - Petite Studio - Beach Access
Simpson Bay, St. Maarten
8.7Very good(30)
Free Wi-Fi
Pool
Pet friendly
C$ 183+
Check availability
Eduardo's Inn - Simpson Bay
Eduardo's Inn
Simpson Bay, St. Maarten
6.2Okay(26)
Free Wi-Fi
C$ 94+
Check availability
Blue Dream apartments - Cole Bay
Blue Dream apartments
Cole Bay, St. Maarten
8.2Very good(531)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 207+
Check availability
Villa Cleavage - Simpson Bay
Villa Cleavage
Simpson Bay, St. Maarten
8.2Very good(21)
Parking
Free Wi-Fi
C$ 223+
Check availability
Ocean Shore - Upper Prince's Quarter
Ocean Shore
Upper Prince's Quarter, St. Maarten
8.3Very good(156)
Parking
Free Wi-Fi
C$ 252+
Check availability
The Black Palm - Philipsburg
The Black Palm
Philipsburg, St. Maarten
9.0Wonderful(52)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 542+
Check availability
Beautiful Maho Condo Steps from the Beach - Simpson Bay
Beautiful Maho Condo Steps from the Beach
Simpson Bay, St. Maarten
7.9Good(24)
C$ 360+
Check availability
The Castle - Philipsburg
The Castle
Philipsburg, St. Maarten
8.5Very good(71)
Parking
Free Wi-Fi
C$ 180+
Check availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

C$ 0 - C$ 448C$ 448 - C$ 897C$ 897 - C$ 1,345C$ 1,345 - C$ 1,794C$ 1,794+ per night

Property Types

ApartmentCondoHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

November

High season

February

Average price (weeknight)

C$ 500

Average price (weekend night)

C$ 397
Cheapest month to stay with an average 54% drop in price.
Most expensive month to stay with an average 103% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect St. Maarten vacation rental

  • If you’re looking for a cheap vacation rental in St. Maarten, you should consider visiting during the low season. The cheapest vacation homes in St. Maarten can be found in September and August.
  • The cheapest night for renting a vacation home in St. Maarten is Monday. In contrast, the most expensive is Thursday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in St. Maarten for 9 days.
  • The cheapest St. Maarten vacation rental found on KAYAK in the last 2 weeks was C$ 268, while the most expensive was C$ 268.
  • Beachfront, air-conditioned, pool, and no minors are the most popular vacation rental property amenities in St. Maarten
  • Vacation rentals in St. Maarten are around 18% more expensive than hotels on average. Search here to compare prices for all accommodation types in St. Maarten.
  • The city in St. Maarten with the most affordable vacation homes is Simpson Bay, with around 290 properties and an average price of C$ 223. The most popular vacation rentals in St. Maarten among KAYAK users are Eduardo's Inn, Charming 1-Bed Studio in Simpson Bay - Beacon Hill, and Tradewinds Apartments Simpson Bay.
See more tips

FAQs when booking a vacation home in St. Maarten

  • What is the most popular vacation rental destination in St. Maarten?

    Based on KAYAK vacation rental searches, the most popular destination is Simpson Bay (77% of total searches to St. Maarten). The next most popular destinations are Philipsburg (10%) and Little Bay (6%). Searches for vacation rentals in Lowlands (4%) and Upper Prince's Quarter (2%) are also popular.

  • How much is a vacation rental in St. Maarten for tonight?

    In the last 72 hours, users have found St. Maarten vacation rentals for tonight for as low as C$ 120. Search here for similar prices

  • How much is a vacation rental in St. Maarten for this weekend?

    In the last 72 hours, users have found St. Maarten vacation rentals for this weekend for as low as C$ 245 per night. Search here for similar prices

  • How much is a vacation rental for a week in St. Maarten?

    The average price for a weekly St. Maarten vacation rental found by KAYAK users in the last 2 weeks is C$ 1,559.

  • How much is a vacation rental for a month in St. Maarten?

    The average price for a monthly St. Maarten vacation rental found by KAYAK users in the last 2 weeks is C$ 6,682.

  • What types of vacation rentals are available in St. Maarten?

    There are loads of different property types that you can make your vacation home in St. Maarten. You’ll find apartments, condos, houses, villas, bungalows, cottages and houseboats.

  • Are there any pet-friendly vacation rentals in St. Maarten?

    There are a number of dog and pet-friendly St. Maarten vacation rentals, with around 9% allowing you to bring your pet along with you.

See more FAQs

Where to stay in St. Maarten?

Our map will help you find the perfect place to stay in St. Maarten by showing you the exact location of each vacation home.

Everything you need to know for your stay in St. Maarten

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.