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Vacation rentals in Simpson Bay

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Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Popular amenities for Simpson Bay vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Stay near Simpson Bay's top sights

Simpson Bay Yacht Club6 locals recommend
Mary's Boon Beach Resort & Spa8 locals recommend
Kim Sha Beach10 locals recommend
Sunset Bar and Grill29 locals recommend
Sonesta Maho Beach Resort, Casino & Spa6 locals recommend
Buccaneer Beach Bar24 locals recommend

Other great vacation rentals in Simpson Bay

Guest favorite

Condo in Simpson Bay

4.96 out of 5 average rating, 75 reviews

Five Star Luxury Beachfront Condo Private Hot Tub

Guest favorite

Home in Simpson Bay

5.0 out of 5 average rating, 70 reviews

Villa Blue View .. stunning views of endless sea!

Guest favorite

Villa in Simpson Bay

4.98 out of 5 average rating, 43 reviews

Waterfront "BONJOUR" Beacon Hill St Maarten

Guest favorite

Apartment in Simpson Bay

5.0 out of 5 average rating, 45 reviews

HARMONY HAVEN on Simpson Bay Beach Beacon Hill

Guest favorite

Guesthouse in Simpson Bay

4.96 out of 5 average rating, 96 reviews

Simpson Bay Beach Apartment. Topdeck. Ocean View

Guest favorite

Condo in Simpson Bay

4.97 out of 5 average rating, 38 reviews

Hamaka condo, a beachfront retreat on Simpson Bay

Guest favorite

Condo in Simpson Bay

5.0 out of 5 average rating, 15 reviews

Popular Beachfront Property Barefoot /Simpson bay

Guest favorite

Apartment in Maho Beach

4.83 out of 5 average rating, 23 reviews

10 Min to Beach/Modern, Fully Equipped+Pool/BBQ

Show all

Quick stats about vacation rentals in Simpson Bay

  • Total rentals

    320 properties

  • Rentals with a pool

    200 properties have a pool

  • Pet-friendly rentals

    50 properties allow pets

  • Family-friendly rentals

    140 properties are a good fit for families

  • Total number of reviews

    8.2K reviews

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Simpson Bay?

    Simpson Bay has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Simpson Bay have air conditioning?

    Absolutely! We offer over 100 apartment rentals with air conditioning in Simpson Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Simpson Bay have a bbq area?

    Absolutely! We offer over 10 villa rentals with a bbq area in Simpson Bay. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Simpson Bay?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a bbq area, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Simpson Bay?

    Four-legged friends are welcome in Simpson Bay. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Simpson Bay?

    Yes! Work meets play with ease at over 140 vacation rentals in Simpson Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Yes! Dive into the perfect getaway at one of over 200 vacation homes with pools in Simpson Bay, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in serviced apartment rentals in Simpson Bay?

    Experience the best of Simpson Bay with our serviced apartment 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 apartment rentals in Simpson Bay have wifi?

    Absolutely! We offer over 100 apartment rentals with wifi in Simpson Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Simpson Bay have a gym?

    Absolutely! We offer over 50 condo rentals with a gym in Simpson Bay. Enjoy a tailored experience with all the comforts you desire.

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