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Vacation rentals in Sint Maarten

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Top-rated vacation rentals in Sint Maarten

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guesthouse in Simpson Bay

4.93 out of 5 average rating, 57 reviews

White Sands Beach Studio

This is the studio apartment you want. In a prime location in a safe neighborhood, with everything need to enjoy a perfect vacation. You have supermarkets, car rentals, restaurants, and bars within walking distance. A 30-second walk from Simpson Bay beach &6 min to Maho Beach, our world-famous airport beach. Public transportation is also available there. The apartment is recently renovated and equipped with AC, Netflix, a cozy kitchen, a magnificent garden, and a terrace overlooking the airport.

Jul. 22 – 29

$159 CAD per night

Apartment in Simpson Bay

4.87 out of 5 average rating, 177 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

May 22 – 29

$197 CAD per night

Guest favourite

Villa in Upper Prince's Quarter

5.0 out of 5 average rating, 21 reviews

Villa Blue Roc

Cette villa luxueuse , est situee dans une residence securisee avec une vue epoustouflante , face a l ocean et l ile de St Barthelemy, Perchee sur les hauteurs de Dawn Beach, a 15 minutes des fameuses plages/restaurants d Orient Bay et Grand Case en partie francaise. La villa est egalement a 5 minutes de la capital hollandaise , Philipsburg, un incontournable du shopping. Grace aux grands espaces exterieurs et a la piscine a debordement , cette villa vous offrira un sejour inoubliable.

Aug. 31 – Sep. 7

$815 CAD per night

Guest favourite

Apartment in Simpson Bay

5.0 out of 5 average rating, 170 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Oct. 3 – 10

$442 CAD per night

Guest favourite

Condo in Maho

4.88 out of 5 average rating, 168 reviews

2 Min to Beach/Exclusive Rooftop Jacuzzi, Pool+Bar

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance! If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available, at your fingertips!

Aug. 20 – 27

$252 CAD per night

Guest favourite

Apartment in Simpson Bay

4.97 out of 5 average rating, 154 reviews

Lilly's Beach

This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. New totally refurbished modern apartment with modern amenities and comforts. A perfect vacation spot !

Dec. 19 – 26

$506 CAD per night

Guest favourite

Apartment in Simpson Bay

4.98 out of 5 average rating, 64 reviews

SECOND HOME Beach Apartment

Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and reconnect with ourselves. It has all the amenities one needs, like a comfortable living room, high quality mattress and linens, cozy sitting on the terrace to watch the sunset, fully equipped kitchen, and airconditioning in each room. It is located just two houses away from the beautiful white sand beach of Simpson Bay.

Sep. 12 – 19

$173 CAD per night

Guest favourite

Home in Calabash Rd, Cole Bay

4.93 out of 5 average rating, 109 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramic view

The house consists of 2 beautiful bedrooms with pool in the residential area of Almond Grove Estate, secured 24 hours a day, (luxury residence), the villa is completely private, you will not share the pool and its yard. You will appreciate the charm of this house. The view is just magnificent, green hills and sea of Simpson Bay, a place both discreet and close to tourist hustle and bustle, shopping and beaches.

Sep. 20 – 27

$406 CAD per night

Guest favourite

Apartment in Little Bay

4.98 out of 5 average rating, 113 reviews

Stunning 2 BD Ocean View - Terraces Lt Bay

Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

Aug. 24 – 31

$517 CAD per night

Apartment in Lowlands

5.0 out of 5 average rating, 4 reviews

Gorgeous Beachfront studio

Take it easy at this unique and tranquil getaway.This is a beautiful ocean view deluxe studio at the Sapphire Beach Club. Studio is located on the 7th floor of building 3, offers the perfect accommodation and value for the romantic couple with over 650 square feet of space (2-3 times the size of a standard hotel room) with outstanding views on the balcony. Kitchen fully equipped.

Oct. 26 – Nov. 2

$200 CAD per night

Guest suite in Simpson Bay

4.82 out of 5 average rating, 184 reviews

MYRIEL — Perfect Location/Nightlife/Beach

This Duplex 1 Bed apt is all about LOCATION. Nicest/Safest area of St.Maarten. Few steps from Simpson beach, Maho Beach nightlife/restaurants. 5-10mn walk on the beach to Karakter Beach bar and Sunset Beach Café. Very clean. Perfect for single or couple. Sleep up to 3 with sofa bed.. Private entrance, full kitchen, Stove, Microwave, A/C, WIFI, Linens and towels.

Jul. 21 – 28

$117 CAD per night

Guest favourite

Loft in Lowlands

4.96 out of 5 average rating, 108 reviews

Côte D’Azur Quiet loft near mullet bay beach

Updated quiet & cozy loft apartment near Mullet Bay. Balcony with lagoon and ocean view. Extremely well positioned; Great neighborhood, 2 min walking distance from American University of the Caribbean (AUC) and Jule's French bakery, 7 minutes walking distance from Mullet Bay Beach, restaurants and Carrefour supermarket at 1 minute walking distance.

Dec. 7 – 14

$179 CAD per night

Vacation rentals for every style

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Popular amenities for Sint Maarten vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Sint Maarten

Guest favourite

Home in Philipsburg

5.0 out of 5 average rating, 5 reviews

2 Bedroom Ocean Front Villa

Aug. 25 – Sep. 1

$742 CAD per night

Guest favourite

Apartment in Point Pirouette

4.94 out of 5 average rating, 85 reviews

Secret View amazing apartment- Private pool

Dec. 29 – Jan. 5

$644 CAD per night

Guest favourite

Villa in Sint Maarten

5.0 out of 5 average rating, 12 reviews

Villa Vanille Luxury 3 Bedroom Indigo Bay

Nov. 13 – 20

$1,202 CAD per night

Guest favourite

Villa in Oyster Pond

5.0 out of 5 average rating, 28 reviews

Ultra Modern Tropical Villa w. stunning sea views

Jul. 28 – Aug. 4

$1,076 CAD per night

Guest favourite

Cottage in Sint Maarten

4.99 out of 5 average rating, 69 reviews

«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food

Oct. 21 – 28

$878 CAD per night

Guest favourite

Villa in Indigo Bay

4.92 out of 5 average rating, 24 reviews

Villa Elysian: Luxurious Ocean View in Indigo Bay

Dec. 3 – 10

$1,060 CAD per night

Guest favourite

Villa in Upper Prince's Quarter

4.96 out of 5 average rating, 98 reviews

The Blue Door Villa - 4 bed ocean view home

Aug. 2 – 9

$1,296 CAD per night

Guest favourite

Apartment in Lowlands

4.83 out of 5 average rating, 18 reviews

The Emerald at Maho

Jul. 23 – 30

$132 CAD per night

Destinations to explore