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Vacation rentals in Cole Bay

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cole Bay

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

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 26 – Oct 3

€ 158 per night
Guest favorite

Villa in Indigo Bay, Sint Maarten

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.

Mar 7 – 14

€ 584 per night
Guest favorite

Apartment in Simpson Bay

5.0 out of 5 average rating, 168 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 15 – 22

€ 302 per night

Popular amenities for Cole Bay vacation rentals

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 favorite

Apartment in Simpson Bay

4.84 out of 5 average rating, 19 reviews

NEW Double S Suite

Jun 21 – 28

€ 109 per night
Guest favorite

Apartment in Simpson Bay

4.88 out of 5 average rating, 43 reviews

Simpson Bay apartment-free parking, great location

May 23 – 30

€ 136 per night
Guest favorite

Apartment in Simpson Bay, Sint Maarten

4.98 out of 5 average rating, 63 reviews

SECOND HOME Beach Apartment

Jun 8 – 15

€ 120 per night
Guest favorite

Home in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 15 reviews

Spacious 3BR with Private Cozy Pool

Jul 8 – 15

€ 314 per night
Guest favorite

Apartment in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 24 reviews

New Studio Surrounded by Island Greenery

Aug 26 – Sep 2

€ 73 per night
Guest favorite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 23 reviews

The luxe 1 bedroom apt with pool

Nov 4 – 11

€ 144 per night
Guest favorite

Apartment in Pelican Key

4.89 out of 5 average rating, 65 reviews

LimeTree Studio, Pelican Key

Sep 1 – 8

€ 80 per night
Guest favorite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 53 reviews

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

Feb 17 – 24

€ 831 per night
Guest favorite

Villa in Indigo Bay, Sint Maarten

4.91 out of 5 average rating, 23 reviews

Villa Elysian: Luxurious Ocean View in Indigo Bay

Nov 30 – Dec 7

€ 712 per night
Superhost

Guesthouse in Cole Bay

4.89 out of 5 average rating, 9 reviews

Apartment garden - swimming pool

Sep 16 – 23

€ 145 per night
Superhost

Guesthouse in Simpson Bay, Sint Maarten

4.93 out of 5 average rating, 54 reviews

White Sands Beach Studio

Aug 12 – 19

€ 109 per night
Guest favorite

Condo in Marigot, St. Martin

4.94 out of 5 average rating, 85 reviews

Studio "SeaBird" with your feet in the beach

Jul 5 – 12

€ 107 per night

Quick stats about vacation rentals in Cole Bay

Total rentals

390 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

3.1K reviews

Nightly prices starting at

€ 28 before taxes and fees

Frequently Asked Questions

  • Are there Cole Bay vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 280 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 Condo Rentals in Cole Bay?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 70 homes with a kitchen, over 70 homes with air conditioning, over 70 homes with wifi, over 60 homes with free parking, 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 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 apartment rentals in Cole Bay have wifi?

    Absolutely! We offer over 130 apartment 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 190 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 house rentals in Cole Bay have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Cole Bay. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. Sint Maarten
  3. Cole Bay