St. Maarten holiday rentals

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Best St. Maarten holiday rentals

Lovely Studio Apartment with Pool & Nature Views! - Simpson Bay - Bedroom
Lovely Studio Apartment with Pool & Nature Views!
Simpson Bay, St. Maarten
Apartment
Air conditioning
€101+
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Pelican Pearl - Simpson Bay - Pool
Pelican Pearl
Simpson Bay, St. Maarten
7.8Good(19)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€159+
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Tradewinds Apartments Simpson Bay - Simpson Bay - Balcony
Tradewinds Apartments Simpson Bay
Simpson Bay, St. Maarten
9.3Wonderful(113)
Apartment
Free Wi-Fi
Pool
Air conditioning
€229+
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OASIS Penthouse with private garden & shared pool - Cole Bay - Balcony
OASIS Penthouse with private garden & shared pool
Cole Bay, St. Maarten
10Wonderful(1)
Apartment
Air conditioning
€335+
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Anchor House - Simpson Bay - Balcony
Anchor House
Simpson Bay, St. Maarten
Villa
Free Wi-Fi
Air conditioning
€804+
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Puerta Al-Mar Villa - Simpson Bay - Pool
Puerta Al-Mar Villa
Simpson Bay, St. Maarten
Villa
Parking
Free Wi-Fi
Air conditioning
€844+
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Cliff House - Simpson Bay - Living room
Cliff House
Simpson Bay, St. Maarten
Villa
Free Wi-Fi
Air conditioning
€555+
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Maho Beach House - Charming Studio - Beach Access - Simpson Bay - Beach
Maho Beach House - Charming Studio - Beach Access
Simpson Bay, St. Maarten
8.8Very Good(25)
Apartment
Free Wi-Fi
Pet friendly
Air conditioning
€291+
Check availability
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
9.2Wonderful(14)
Apartment
Air conditioning
€163+
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Turquoise paradise, directly ON beach, gated w underground parking! - Simpson Bay - Dining room
Turquoise paradise, directly ON beach, gated w underground parking!
Simpson Bay, St. Maarten
9.2Wonderful(18)
Apartment
Free Wi-Fi
Air conditioning
€508+
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Five Star Luxury Beachfront Condo Private Hot Tub - Simpson Bay - Balcony
Five Star Luxury Beachfront Condo Private Hot Tub
Simpson Bay, St. Maarten
9.7Wonderful(16)
Condo
Free Wi-Fi
Air conditioning
€819+
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Ocean&airport view condo with pool&gym in Maho, walk to Maho Beach and Mullet Bay - Philipsburg - Pool
Ocean&airport view condo with pool&gym in Maho, walk to Maho Beach and Mullet Bay
Philipsburg, St. Maarten
8.6Very Good(17)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
€172+
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Beacon Hill Hideaway Luxury Condo in Simpson Bay - Simpson Bay - Bedroom
Beacon Hill Hideaway Luxury Condo in Simpson Bay
Simpson Bay, St. Maarten
10Wonderful(2)
Condo
Parking
Free Wi-Fi
Pool
Air conditioning
€676+
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Beautiful spacious Studio with spectacular view - Cole Bay - Beach
Beautiful spacious Studio with spectacular view
Cole Bay, St. Maarten
9.0Wonderful(2)
Apartment
Free Wi-Fi
Air conditioning
€189+
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Blue Sail Apartments - Cole Bay
Blue Sail Apartments
Cole Bay, St. Maarten
8.0Very Good(669)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€145+
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Villa Cleavage - Simpson Bay
Villa Cleavage
Simpson Bay, St. Maarten
7.9Good(22)
Apartment
Parking
Free Wi-Fi
Air conditioning
€155+
Check availability
Booking Insights

KAYAK’s insights for holiday 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 65 days before your stay begins to get the best price for your St. Maarten vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
May
€357
€393
Cheapest month to stay with an average 33% drop in price.
Most expensive month to stay with an average 102% 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 holiday rental

FAQs when booking a holiday home in St. Maarten

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

    In the last 72 hours, users have found St. Maarten holiday rentals for tonight for as little as €110. Search here for similar prices

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

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

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

    There are a number of dog and pet-friendly St. Maarten holiday rentals, with around 4% 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 holiday home.

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