Leeward Settlement vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Leeward Settlement vacation rentals

Stay near Leeward Settlement's top sights

Grace Bay Beach52 locals recommend
Coco Bistro38 locals recommend
Graceway Gourmet37 locals recommend
Le Bouchon Du Village21 locals recommend
Cocovan Airstream Lounge27 locals recommend
Turks Kebab19 locals recommend

Quick stats about vacation rentals in Leeward Settlement

  • Total rentals

    330 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    6.4K reviews

  • Family-friendly rentals

    260 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    280 properties have a pool

Frequently Asked Questions

  • Are there Leeward Settlement vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 280 vacation homes with pools in Leeward Settlement, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in villa rentals in Leeward Settlement?

    Experience the best of Leeward Settlement with our villa rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there apartment rentals with a dedicated workspace in Leeward Settlement?

    Yes! Work meets play with ease at over 10 apartment rentals in Leeward Settlement featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do villa rentals in Leeward Settlement have a bbq area?

    Absolutely! We offer over 70 villa rentals with a bbq area in Leeward Settlement. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Leeward Settlement?

    Leeward Settlement has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do villa rentals in Leeward Settlement have wifi?

    Absolutely! We offer over 140 villa rentals with wifi in Leeward Settlement. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Leeward Settlement have a gym?

    Absolutely! We offer over 30 villa rentals with a gym in Leeward Settlement. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Leeward Settlement have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Leeward Settlement. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Leeward Settlement?

    Four-legged friends are welcome in Leeward Settlement. Choose from more than 10 house rentals for guests traveling with pets.

  • What are the most popular amenities for Villa Rentals in Leeward Settlement?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 140 homes with wifi, over 140 homes with air conditioning, over 30 homes with a gym, over 70 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

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