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Vacation rentals in Cole Bay

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Top-rated vacation rentals in Cole Bay

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

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Rental unit in Cole Bay

5 out of 5 average rating, 9 reviews

Luxury cozy Apt. conveniently 15 min from Airport.

Welcome to a brand new stylish and spacious apartment, centrally located just 10 minutes away from beautiful beaches, the airport, vibrant nightlife, and delectable dining options. This tranquil retreat offers a perfect balance of comfort and sophistication, making it an ideal getaway. Enjoy the convenience of easy access to all the attractions while relishing the peaceful ambiance of your vacation haven. Indulge in modern comforts, featuring complimentary WiFi, TV for, and free on-site parking.

Rental unit in Pelican Key

4.91 out of 5 average rating, 75 reviews

LimeTree Studio, Pelican Key

LimeTree apartment is located on the first floor of a private villa in the beautiful and conveniently located residential area of Pelican Key-- only minutes away from beaches, restaurants, bars, supermarkets, shops and a casino. This lovely unit offers a cozy retreat for a couple or single with a fully equipped kitchen, queen size bed, private outside terrace with gas BBQ, and all the amenities you need including Wi-Fi, airco, satellite TV, and laundry facilities. Private entrance & driveway.

Rental unit in Simpson Bay

5 out of 5 average rating, 19 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

5 out of 5 average rating, 191 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

Condo in Maho

4.89 out of 5 average rating, 188 reviews

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub

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!

Loft in Marigot

4.99 out of 5 average rating, 136 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, 114 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.

Home in Calabash Rd, Cole Bay

4.93 out of 5 average rating, 127 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, 129 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 !

Guest suite in Simpson Bay

4.81 out of 5 average rating, 194 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.

Rental unit in Cole Bay

4.81 out of 5 average rating, 94 reviews

J-m house 1

On this beautiful friendly island ‘’Sint Maarten’’ relax in this quiet and elegant accommodation. Located in the district of Cole Bay, this charming T2 fully equipped will welcome you during your stay. It’s 10 min to ‘’Simpson bay’’ and 15 minutes to ‘’Maho’’ Perfect for a night life (casino, restaurants, bars…) and also beautiful beaches.

Rental unit in Simpson Bay

4.8 out of 5 average rating, 100 reviews

Apartment on the beach 3

Beach front apartment with beautiful view of Caribbean sea! The white sandy, two miles long Simpson bay beach is right out of the door. It is located walking distance to the tourist area with many restaurants, bars, clubs, grocery stores, spas, night clubs, the marina to watch the large yachts, souvenir shops and much more!!!

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

Cottage in Sint Maarten

4.94 out of 5 average rating, 87 reviews

“La Vue SXM” Luxe “Villa La Vue” + Beach/Bar/Food

Guesthouse in Little Bay

4.91 out of 5 average rating, 34 reviews

Studio near the beach

Condo in Marigot

4.98 out of 5 average rating, 46 reviews

Utopia Condo: Cozy, Quiet & Central with a Pool

Guest suite in West End

4.95 out of 5 average rating, 59 reviews

Hummingbird, Charming Garden Studio, West End

Rental unit in Koolbaai

4.9 out of 5 average rating, 30 reviews

1 Bedroom- ocean view - Walk to beach - Generator

Home in Philipsburg

5 out of 5 average rating, 10 reviews

2 Bedroom Ocean Front Villa, Private Infinity Pool

Rental unit in Lowlands

4.9 out of 5 average rating, 29 reviews

The Emerald at Maho

Condo in Marigot

5 out of 5 average rating, 23 reviews

BARD'Ô, cozy studio facing Mer Caraîbes, Baie Nettlé

Quick stats about vacation rentals in Cole Bay

Total rentals
430 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
310 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 310 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 a kitchen, over 160 homes with wifi, over 150 homes with free parking, over 160 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do condo rentals in Cole Bay have a kitchen?
Absolutely! We offer over 70 condo 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 hotel rentals in Cole Bay?
Experience the best of Cole Bay with our hotel rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do boutique hotel rentals in Cole Bay have wifi?
Absolutely! We offer over 10 boutique hotel rentals with wifi in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in Cole Bay have free parking?
Absolutely! We offer over 10 boutique hotel 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 60 vacation rentals for guests traveling with pets.
Do condo rentals in Cole Bay have air conditioning?
Absolutely! We offer over 70 condo rentals with air conditioning in Cole Bay. Enjoy a tailored experience with all the comforts you desire.

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