Vacation rentals in Cole Bay

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Top-rated vacation rentals in Cole Bay

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Superhost

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.

Sep. 30 – Oct. 7

$234 CAD 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.

May 11 – 18

$869 CAD per night

Guest favourite

Apartment in Simpson Bay, Sint Maarten

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

Guesthouse in Little Bay

4.9 out of 5 average rating, 30 reviews

Studio near the beach

Small lovely studio in a quiet, peaceful and secure neighborhood. The studio is air-conditioned and perfect for the budget traveler and with about 25m2 it is spacious enough for 2 guests. The studio is equipped with a small kitchenette and a full bathroom. Located within a 10-minute walk to Belair beach and a 5-minute walk to the hospital. Philipsburg is a 5 minute drive away. Note: The studio has a shared entrance and is located next to the main house where the host resides.

Sep. 26 – Oct. 3

$79 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 !

Jan. 29 – Feb. 5

$474 CAD per night

Superhost

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 6 reviews

Renovated 2-Level Condo @ Simpson Bay Yacht Club

This spacious and luxurious 1-bedroom 2-level condo, has been appointed with high-end Miele appliances, granite counters, rain-shower heads in both bathrooms, Stressless leather couches and Posture-pedic beds for your ultimate comfort. The main floor balcony and very private upper balcony offer gorgeous views across the lagoon to nearby marinas and mountains. Your reserved parking is steps from your door in this sought after gated community in the heart of Simpson Bay.

Aug. 12 – 19

$230 CAD per night

Guest favourite

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 115 reviews

Sea Loft Stunning View - Private Pool

* 200m² Loft * Exceptional sea views * Private pool * 250 meters to small beach Galisbay * Terrace with sun loungers, garden furniture, garden furniture, outdoor table, and BBQ * Desk area * 100 Mbps WiFi * TV with thousands of channels from all over the world * A 250m walk to Marina Fort Louis de Marigot * 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

Dec. 3 – 10

$649 CAD per night

Guest favourite

Apartment in Cole Bay

5.0 out of 5 average rating, 11 reviews

Colebay New 1bed Bohemian Chic

Colebay 1 Bedroom with queen bed + 1 Queen Sleeper Sofa. Sleeps 4. Newly renovated Bohemian Chic, relaxing Vibe. Everything you need, including Shampoo and Toothpaste. Extremely Quiet location, spacious and serene place with a Beautiful Garden. Centrally located on Bus line 5 mins from the Causeway and Marigot French-side. 8 min from Simpson Bay Beach and Karakteer Beach. 3 mins from Port de Plasiance Casino and Resort with 2 restaurants.

Nov. 9 – 16

$135 CAD per night

Guest favourite

Condo in Cole Bay, Sint Maarten

4.83 out of 5 average rating, 80 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.

Dec. 8 – 15

$100 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.

Mar. 23 – 30

$473 CAD per night

Superhost

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. 22 – 29

$117 CAD per night

Guest favourite

Villa in Philipsburg

4.99 out of 5 average rating, 221 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

Oct. 18 – 25

$662 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for Cole Bay vacation rentals

Kitchen

Wifi

Pool

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 vacation rentals in Cole Bay

Guest favourite

Apartment in Simpson Bay

4.98 out of 5 average rating, 64 reviews

SECOND HOME Beach Apartment

Jul. 28 – Aug. 4

$179 CAD per night

Guest favourite

Apartment in Simpson Bay

5.0 out of 5 average rating, 5 reviews

Studio - Simpson Bay Yacht Club

Aug. 17 – 24

$219 CAD per night

Guest favourite

Apartment in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 24 reviews

New Studio Surrounded by Island Greenery

Sep. 1 – 8

$109 CAD per night

Guest favourite

Villa in Pelican Key, Sint Maarten

5.0 out of 5 average rating, 16 reviews

Villa Sea Forever @ Pelican Key - Paradise Awaits!

Jun. 21 – 28

$214 CAD per night

Guest favourite

Apartment in Dutch Cul de Sac

5.0 out of 5 average rating, 8 reviews

Villa Leon

Feb. 13 – 20

$106 CAD per night

Superhost

Apartment in Simpson Bay

4.93 out of 5 average rating, 14 reviews

Unit 2 - Apartment by the sea

Jul. 22 – 29

$220 CAD per night

Guest favourite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 24 reviews

The luxe 1 bedroom apt with pool

Apr. 21 – 28

$230 CAD per night

Guest favourite

Guesthouse in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 22 reviews

New! Apartment with ocean view#4

Feb. 9 – 16

$236 CAD per night

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Quick stats about vacation 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 CAD before taxes and fees

Vacation rentals in Cole Bay

Top-rated vacation rentals in Cole Bay

Apartment in Simpson Bay

Villa in Indigo Bay

Apartment in Simpson Bay, Sint Maarten

Guesthouse in Little Bay

Apartment in Simpson Bay

Condo in Simpson Bay, Sint Maarten

Loft in Marigot, St. Martin

Apartment in Cole Bay

Condo in Cole Bay, Sint Maarten

Home in Calabash Rd, Cole Bay

Guest suite in Simpson Bay

Villa in Philipsburg

Vacation rentals for every style

Houses

Villas

Apartments

Popular amenities for Cole Bay vacation rentals

Stay near Cole Bay's top sights

Other great vacation rentals in Cole Bay

Apartment in Simpson Bay

Apartment in Simpson Bay

Apartment in Cole Bay, Sint Maarten

Villa in Pelican Key, Sint Maarten

Apartment in Dutch Cul de Sac

Apartment in Simpson Bay

Apartment in Simpson Bay, Sint Maarten

Guesthouse in Cole Bay, Sint Maarten

Quick stats about vacation rentals in Cole Bay

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore