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St. Maarten vacation rentals

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Booking Insights
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Latest St. Maarten vacation rental deals

MOST POPULARSimpson Bay
Vacation homes from $29
Philipsburg
Vacation homes from $54

Best St. Maarten vacation rentals

These are the best prices for Oct 10 - 11.
Hilton Vacation Club Royal Palm St. Maarten - Simpson Bay - Pool
Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay, St. Maarten
8.8Very good(262)
Apartment
$297+
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July Apartments - Philipsburg - Bedroom
July Apartments
Philipsburg, St. Maarten
8.1Very good(28)
Apartment
$106+
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Oasis Apartments Simpson Bay - Cole Bay - Balcony
Oasis Apartments Simpson Bay
Cole Bay, St. Maarten
10Wonderful(1)
Apartment
$554+
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Cliff House - Simpson Bay - Living room
Cliff House
Simpson Bay, St. Maarten
Villa
$390+
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Cozy one-bedroom & mezzanine apartment - Philipsburg - Balcony
Cozy one-bedroom & mezzanine apartment
Philipsburg, St. Maarten
Apartment
$130+
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Villas on Great Bay Beachfront Villa Foxie - Philipsburg - Beach
Villas on Great Bay Beachfront Villa Foxie
Philipsburg, St. Maarten
Villa
$569+
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Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private - Cole Bay - Patio
Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private
Cole Bay, St. Maarten
9.4Wonderful(17)
Apartment
$144+
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Hamaka condo a beachfront retreat on Simpson Bay Beach - Simpson Bay - Balcony
Hamaka condo a beachfront retreat on Simpson Bay Beach
Simpson Bay, St. Maarten
8.5Very good(9)
Condo
$262+
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Maho Studio with Runway and Ocean Views - Free Wi-Fi! - Simpson Bay - Bedroom
Maho Studio with Runway and Ocean Views - Free Wi-Fi!
Simpson Bay, St. Maarten
9.2Wonderful(8)
Condo
$192+
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Amazing Ocean views for this Simpson Bay Beachfront Condo in Paradise! - Cole Bay - Pool
Amazing Ocean views for this Simpson Bay Beachfront Condo in Paradise!
Cole Bay, St. Maarten
9.4Wonderful(11)
Condo
$269+
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Simpson Bay Beach Modern Apartment. Roof Deck Ocean Views Wifi, Live Tv. - Simpson Bay - Beach
Simpson Bay Beach Modern Apartment. Roof Deck Ocean Views Wifi, Live Tv.
Simpson Bay, St. Maarten
9.7Wonderful(28)
Apartment
$182+
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Beautiful spacious Studio with spectacular view - Cole Bay - Beach
Beautiful spacious Studio with spectacular view
Cole Bay, St. Maarten
9.3Wonderful(3)
Apartment
$198+
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Tropical Gem! Watch Jets Fly into Airport+ocean Beach+garden Views+many Perks!!! - Simpson Bay - Pool
Tropical Gem! Watch Jets Fly into Airport+ocean Beach+garden Views+many Perks!!!
Simpson Bay, St. Maarten
10Wonderful(41)
Apartment
$173+
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Tradewinds at Simpson Bay - Simpson Bay
Tradewinds at Simpson Bay
Simpson Bay, St. Maarten
9.1Wonderful(134)
Apartment
$189+
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The Villas On Great Bay, Villa Lavinia #9 - Philipsburg
The Villas On Great Bay, Villa Lavinia #9
Philipsburg, St. Maarten
9.6Wonderful(10)
House
$324+
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The Black Palm - Philipsburg
The Black Palm
Philipsburg, St. Maarten
8.3Very good(65)
Apartment
$327+
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Booking Insights

KAYAK's insights for vacation rentals in St. Maarten

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in St. Maarten with confidence

How early should you book a vacation rental in St. Maarten?

Book at least 46 days before your stay begins to get the best price for your St. Maarten vacation rental.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
December
$294
$361
Cheapest month to stay with an average 30% drop in price.
Most expensive month to stay with an average 91% 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 October and February.
  • The cheapest night for renting a vacation home in St. Maarten is Monday. In contrast, the most expensive is Wednesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in St. Maarten for 5 days.
  • Pool, air-conditioned, wifi, and beachfront are the most popular vacation rental property amenities in St. Maarten
  • Vacation rentals in St. Maarten are around 4% cheaper 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 Philipsburg, with around 143 properties and an average price of $282. The most popular vacation rentals in St. Maarten among KAYAK users are July Apartments, The Black Palm, and The Castle.

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 (52% of total searches to St. Maarten). The next most popular destinations are Lowlands (14%) and Philipsburg (10%). Searches for vacation rentals in Cole Bay (8%), Upper Prince's Quarter (6%) and Little Bay (5%) 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 $95. 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 $250 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 $2,446.

  • 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 $10,482.

  • 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, villas, condos, houses, resorts, cottages, houseboats, bungalows, homestays and luxury tents.

  • What are some of the most-loved vacation rentals available in St. Maarten?

    There are many types of properties available for St. Maarten vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Hilton Vacation Club Royal Palm St. Maarten and Fourteen at Mullet Bay.

  • 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 13% allowing you to bring your pet along with you.

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.

More options for your stay in St. Maarten