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Vacation rentals in Cole Bay

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Top-rated vacation rentals in Cole Bay

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Rental unit in Simpson Bay

5 out of 5 average rating, 13 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at SBYC. 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. Free concierge service included.

Rental unit in Simpson Bay

4.86 out of 5 average rating, 190 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.

Villa in Indigo Bay

4.94 out of 5 average rating, 111 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.

Rental unit in Simpson Bay

5 out of 5 average rating, 185 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

Rental unit in Simpson Bay

4.96 out of 5 average rating, 171 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 !

Loft in Marigot

4.99 out of 5 average rating, 130 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

Rental unit in Simpson Bay

5 out of 5 average rating, 112 reviews

Simpson bay beach, spacious, beautiful views!

Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.

Condo in Cole Bay

4.81 out of 5 average rating, 96 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.

Home in Calabash Rd, Cole Bay

4.93 out of 5 average rating, 123 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 views of Simpson Bay, a place both discreet and close to tourist hustle and bustle, shopping and beaches.

Rental unit in Little Bay

4.98 out of 5 average rating, 122 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 !

Rental unit in Koolbaai

4.89 out of 5 average rating, 27 reviews

1 Bedroom- ocean view - Walk to beach - Generator

Kalula - Your Island Oasis in Pelican's Tranquil Neighborhood. Enjoy ocean views, sunsets, modern amenities, and easy access to vibrant nightlife, restaurants, and exciting activities. Step inside to a bright living room, well-equipped kitchen, a king-size bedroom, a contemporary bathroom, and a delightful terrace for morning coffee or evening drinks.

Villa in Philipsburg

4.99 out of 5 average rating, 240 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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Cole Bay vacation rentals

Free parking on premises

Air conditioning

Stay near Cole Bay's top sights

Carrefour Market, Sint Maarten61 locals recommend

Rainforest Adventures St Maarten - Rockland Estate54 locals recommend

Avantika36 locals recommend

Soggy Dollar Bar31 locals recommend

Emilio's Restaurant30 locals recommend

The RedPiano Lounge29 locals recommend

Other great vacation rentals in Cole Bay

Home in Sint Maarten

5 out of 5 average rating, 10 reviews

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Cottage in Sint Maarten

4.98 out of 5 average rating, 80 reviews

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

Townhouse in Billy Folly Hill

4.96 out of 5 average rating, 70 reviews

Pelican Sea View 1bdrm Maison Mazu

Rental unit in Lowlands

4.91 out of 5 average rating, 43 reviews

Modern Studio in gated Resort pool & gym.generator

Condo in Marigot

4.96 out of 5 average rating, 25 reviews

Beachfront property with pool view

Home in Philipsburg

5 out of 5 average rating, 13 reviews

Bahia - Villa 3

Condo in Marigot

4.97 out of 5 average rating, 65 reviews

cosy apartment

Rental unit in Indigo bay

4.94 out of 5 average rating, 78 reviews

Independent low villa apartment - Indigo Bay

Quick stats about vacation rentals in Cole Bay

Total rentals
420 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
4.3K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
290 properties have a pool

Frequently Asked Questions

Are there Cole Bay vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 290 vacation homes with pools in Cole Bay, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Cole Bay?
Cole Bay has more than 160 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Cole Bay?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 160 homes with wifi, over 160 homes with a kitchen, over 160 homes with air conditioning, over 140 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do villa rentals in Cole Bay have a kitchen?
Absolutely! We offer over 50 villa rentals with a kitchen in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Cole Bay?
Experience the best of Cole Bay with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Cole Bay have wifi?
Absolutely! We offer over 30 house rentals with wifi in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Cole Bay have free parking?
Absolutely! We offer over 60 condo rentals with free parking in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Cole Bay?
Yes! Work meets play with ease at over 210 vacation rentals in Cole Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Cole Bay?
Four-legged friends are welcome in Cole Bay. Choose from more than 50 vacation rentals for guests traveling with pets.
Do boutique hotel rentals in Cole Bay have air conditioning?
Absolutely! We offer over 10 boutique hotel rentals with air conditioning in Cole Bay. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore