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Holiday rentals in Cole Bay

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Top-rated holiday rentals in Cole Bay

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

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Flat in Simpson Bay, Sint Maarten

4.87 out of 5 average rating, 178 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.

10–17 Oct

$216 SGD per night

Guest favourite

Flat in Marigot, St. Martin

4.91 out of 5 average rating, 45 reviews

Cozy apartment in a local neighbourhood

Rénové en 2020, ce petit appartement climatisé de 39m2, pourra accueillir 2 voyageurs confortablement. Vous apprécierez la petite terrasse aménagée pour pouvoir y prendre le café ou thé du matin. Situé à Concordia, un quartier local, central et résidentiel vous permettra de vous rendre aux différents coins de l'île rapidement en voiture. Envie de profiter autant côté Français et du Hollandais, vous souhaitez une expérience simple et authentique sur lîle, ce logement est fait pour VOUS :)

18–25 Jun

$81 SGD per night

Guest favourite

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.

18–25 Apr

$820 SGD per night

Flat in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 3 reviews

Colebay Retro Vibe w Private Outdoor Enclosure

Newly renovated 1 bedroom Unit, with Sleeper Sofa. WIFi w Smart TV, includes Apple TV & Netflix. New Kitchen & Furnishings. 2 Air-cons, Enclosed private outdoor Porch. Centrally located. 5 Minutes from Airport, Simpson Bay & French side, Marigot. Minutes to Carrefour Supermarket, Bamboo House, & Port de Plaisance Resort & Casino On Bus Route.. but Rental Car is highly recommended. Quiet Neighborhood. No pets or children. 1 Parking Spot available. Long term guests are welcomed.

6–13 Mar

$84 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

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

6–13 Oct

$412 SGD per night

Flat in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 3 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at the Simpson Bay Yacht Club. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security.

25 May – 1 Jun

$223 SGD per night

Guest favourite

Home in Calabash Rd, Cole Bay, Sint Maarten

4.93 out of 5 average rating, 110 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramique vue

La maison se compose de 2 belles chambres avec piscine dans le quartier residentiel de Almond Grove Estate, sécurisé 24h/24, (résidence de standing), la villa est entièrement privée, vous ne partagerez pas la piscine et ses extérieurs. Vous allez apprécier le charme de cette maison. La vue est juste magnifique, collines verdoyantes et mer de Simpson bay, un endroit à la fois discret et proche de l agitation touristique, des commerces et des plages.

29 Oct – 5 Nov

$410 SGD per night

Guest favourite

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 116 reviews

Sea Loft Stunning View - Private Pool

* 200m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with sun loungers, garden furniture, outdoor table and BBQ * Office area * Wifi 100 Mbps * TV with thousands of channels from around the world * 250m walk to Fort Louis de Marigot Marina * 5 min walk to the city center of Marigot with its restaurants, shops and other shops * 5 min from the pier for St. Barts and Anguilla, and the taxi station

5–12 Sep

$420 SGD per night

Guest favourite

Apartment in Cole Bay, Sint Maarten

4.83 out of 5 average rating, 81 reviews

Convenient, Near Airport, Free Parking + Security.

Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.

23–30 May

$82 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 5 reviews

Studio - Simpson Bay Yacht Club

Located in the Simpson Bay Yacht Club, the residence is gated and secured 24/7. Available amenities include 2 pools, an outdoor Jacuzzi, and 2 tennis courts. The accommodation is close to bakeries, restaurants, supermarkets, a cinema, and beaches. The main street of Simpson Bay is lively and attractive in the evening for strolling. Your private parking space is located in front of the studio.

31 Aug – 7 Sep

$216 SGD per night

Guest favourite

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.

1–8 Apr

$118 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 28 reviews

Ocean's Edge

Pure white sand and turquoise waters are steps from this beautiful Ocean's Edge apartment with extraordinary views of the Caribbean sea. Located on Simpson Bay beach - one of the longest and most private beaches on the island, your seaside oasis has been refurbished throughout to provide comfort and privacy for the ultimate vacation experience.

20–27 Aug

$244 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Cole Bay holiday rentals

Free parking on premises

Air conditioning

Stay near Cole Bay's top sights

Simpson Bay Yacht Club6 locals recommend

Port de Plaisance28 locals recommend

Pineapple Pete Restaurant25 locals recommend

Carrefour Market, Sint Maarten61 locals recommend

Carousel Gelateria and Bar10 locals recommend

La Sucriere18 locals recommend

Other great holiday rentals in Cole Bay

Guest favourite

Home in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 17 reviews

Spacious 3BR with Private Cozy Pool

6–13 Apr

$535 SGD per night

Guest favourite

Flat in Dutch Cul de Sac, Sint Maarten

5.0 out of 5 average rating, 9 reviews

Villa Leon

20–27 Sep

$105 SGD per night

Guest favourite

Townhouse in Billy Folly Hill, Sint Maarten

4.96 out of 5 average rating, 69 reviews

Pelican Sea View 1bdrm Maison Mazu

5–12 Jul

$209 SGD per night

Guest favourite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 56 reviews

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

4–11 Sep

$825 SGD per night

Guest favourite

Villa in Sint Maarten

5.0 out of 5 average rating, 13 reviews

Villa Vanille Luxury 3 Bedroom Indigo Bay

29 Aug – 5 Sep

$1,098 SGD per night

Guest favourite

Apartment in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 63 reviews

Holidays in the Paradise on the Beach

10–17 Aug

$202 SGD per night

Guest favourite

Flat in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 24 reviews

New Studio Surrounded by Island Greenery

18–25 Feb

$107 SGD per night

Guest favourite

Apartment in Lowlands

4.94 out of 5 average rating, 88 reviews

Sint Maarten La Terrasse Maho

27 Jul – 3 Aug

$135 SGD per night

Quick stats about holiday rentals in Cole Bay

Total rentals
400 properties
Rentals with a pool
280 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
3.8K reviews
Nightly prices starting at
$41 SGD before taxes and fees

Destinations to explore