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Sint Maarten vacation rentals

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Top-rated vacation rentals in Sint Maarten

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

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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.

Nov 7 – 14

R3,044 ZAR per night

Villa in Indigo Bay

4.95 out of 5 average rating, 100 reviews

Villa Life is Good

Sint Maarten Indigo Bay: One whole villa to yourself at 10 minutes from Princess Julianna airport the Villa "Life is Good" with infinity pool is located on the mountainside with a 180 degree view of the sea. View of the Islands, Saba, St Kitts & Nevis and Sint Eustatius. A spectacle of breathtaking sunrises and sunsets. Far from the noise and hustle of the city, you will find peace and quiet guaranteed. You will find 5 minutes drive from the villa: beaches, restaurants and all amenities.

May 11 – 18

R11,557 ZAR per night

Condo in Lowlands

4.94 out of 5 average rating, 86 reviews

Sint Maarten La Terrasse Maho

It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

Jul 26 – Aug 2

R1,909 ZAR per night

Apartment in Simpson Bay

5.0 out of 5 average rating, 171 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

Sep 28 – Oct 5

R5,611 ZAR per night

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!

Jul 29 – Aug 5

R3,002 ZAR per night

Apartment in Simpson Bay

4.93 out of 5 average rating, 99 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation, Hope to invite you soon in our Paradise, Elodie

Jul 15 – 22

R3,410 ZAR per night

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 !

Sep 25 – Oct 2

R4,870 ZAR per night

Apartment in Philipsburg

4.98 out of 5 average rating, 120 reviews

Bayside Walk beachfront apartment

This modernly decorated apartment home is centrally located in the capital of the Dutch side, Philipsburg. The area is full of life during the day and quiet and relaxing in the evening. This home away from home will make your daydreams of island life a reality. Enjoy the lovely courtyard garden downstairs, relax on the balcony looking out to the beautiful garden and plan your day’s adventure on and around this dual nation Island.

Aug 6 – 13

R3,390 ZAR per night

Home in Calabash Rd, Cole Bay

4.93 out of 5 average rating, 110 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.

Jun 2 – 9

R6,030 ZAR per night

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 !

Sep 8 – 15

R6,639 ZAR per night

Guest suite in Simpson Bay

4.82 out of 5 average rating, 185 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 25 – Aug 1

R1,496 ZAR per night

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 14 – 21

R2,415 ZAR per night

Vacation rentals for every style

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Popular amenities for Sint Maarten vacation rentals

Free parking on premises

Other great vacation rentals in Sint Maarten

Guesthouse in Simpson Bay

4.93 out of 5 average rating, 57 reviews

White Sands Beach Studio

Jul 24 – 31

R2,075 ZAR per night

Apartment in Cupecoy

5.0 out of 5 average rating, 4 reviews

Bright Studio by Mullet Beach

Jul 14 – 21

R1,753 ZAR per night

Apartment in Simpson Bay

4.94 out of 5 average rating, 95 reviews

Unit 5 - Studio by the sea

Oct 7 – 14

R2,496 ZAR per night

Home in Philipsburg

5.0 out of 5 average rating, 6 reviews

2 Bedroom Ocean Front Villa

Sep 22 – 29

R9,901 ZAR per night

Condo in Simpson Bay

5.0 out of 5 average rating, 55 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

Mar 21 – 28

R17,260 ZAR per night

Villa in Upper Prince's Quarter

5.0 out of 5 average rating, 36 reviews

EXQUISITE 5-STAR BEACHFRONT VILLA

Sep 3 – 10

R17,444 ZAR per night

Villa in Sint Maarten

5.0 out of 5 average rating, 12 reviews

Villa Vanille Luxury 3 Bedroom Indigo Bay

Oct 3 – 10

R15,485 ZAR per night

Villa in Upper Prince's Quarter

5.0 out of 5 average rating, 21 reviews

Villa Blue Roc

Feb 11 – 18

R15,646 ZAR per night

Sint Maarten house rentals

Home in Indigo Bay

4.77 out of 5 average rating, 116 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Jan 31 – Feb 7

R5,006 ZAR per night

Home in Simpson Bay

5.0 out of 5 average rating, 68 reviews

Villa Blue View .. stunning views of endless sea!

Jun 27 – Jul 4

R14,840 ZAR per night

Home in Lowlands

4.9 out of 5 average rating, 69 reviews

Sapphire Fantasy : Oceanfront paradise

Sep 21 – 28

R8,990 ZAR per night

Home in Upper Prince's Quarter

5.0 out of 5 average rating, 18 reviews

Peaceful secluded 2BR apt w. sunrise & ocean views

Jun 17 – 24

R2,603 ZAR per night

Home in Sint Maarten

5.0 out of 5 average rating, 10 reviews

*New* The Beach House at Indigo Bay

Nov 21 – 28

R20,532 ZAR per night

Home in Upper Prince's Quarter

5.0 out of 5 average rating, 58 reviews

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Oct 15 – 22

R17,367 ZAR per night

Home in Cole Bay

4.89 out of 5 average rating, 38 reviews

Saint-Tropez With Ocean View - Boat Charter

Jan 23 – 30

R14,328 ZAR per night

Home in Cole Bay

5.0 out of 5 average rating, 17 reviews

Spacious 3BR with Private Cozy Pool

Feb 3 – 10

R8,394 ZAR per night

Beach house rentals in Sint Maarten

Home in Lowlands

5.0 out of 5 average rating, 6 reviews

Modern artist villa

Jul 13 – 20

R3,968 ZAR per night

Home in Simpson Bay

5.0 out of 5 average rating, 10 reviews

Beach cottage in Simpson bay

Jul 24 – 31

R2,777 ZAR per night

Home in Sint Maarten

4.76 out of 5 average rating, 88 reviews

Stunning 5 bedroom villa with 180° ocean view !

Mar 30 – Apr 6

R14,264 ZAR per night

Home in Simpson Bay

4.78 out of 5 average rating, 18 reviews

Stunning 7 BR Beachfront Villa w/Pool

Oct 19 – 26

R13,321 ZAR per night

Home in Great Bay Beach

4.85 out of 5 average rating, 53 reviews

PrivateHome In Greatbay FreeWi-fi &Private Parking

Nov 22 – 29

R2,137 ZAR per night

Home in Simpson Bay

4.89 out of 5 average rating, 9 reviews

Coco's Beach House - Simpson Bay Beach

Mar 10 – 17

R8,625 ZAR per night

Home in Upper Prince's Quarter

5.0 out of 5 average rating, 7 reviews

Dawn Beach Club Villa. Pool & Beach access

Aug 29 – Sep 5

R5,687 ZAR per night

Home in Pelican

5.0 out of 5 average rating, 3 reviews

Luxurious villa with magnificent view

Oct 1 – 8

R13,226 ZAR per night

Destinations to explore