Leeward Settlement vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Leeward Settlement
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Leeward Settlement vacation rentals
Other great vacation rentals in Leeward Settlement
Villa in Providenciales, Long Bay Beach
5 out of 5 average rating, 22 reviewsPrivate Villa w chef, gym, pickleball, bocci & mor
Condo in Caicos Islands
4.97 out of 5 average rating, 33 reviewsLil Chill -A cozy 1-Bedroom Unit near the beach
Villa in Grace Bay
5 out of 5 average rating, 15 reviewsNovember DEAL! Majestic Palm Villa
Home in Grace Bay
5 out of 5 average rating, 9 reviews3 King Bedroom Villa, Grace Bay - Sanmar Villa
Condo in Providenciales
5 out of 5 average rating, 8 reviewsNEW! Romantic Getaway, 3 Mins to the Beach !
Home in Grace Bay
4.95 out of 5 average rating, 21 reviewsVilla in Providenciales
Home in Long Bay Hills
4.94 out of 5 average rating, 34 reviewsLUXURy Villa: Ocean View. Private Pool! Chef avail
Rental unit in Grace Bay
5 out of 5 average rating, 26 reviewsGrace Bay Luxury Condo with complimentary RR SUV!
Quick stats about vacation rentals in Leeward Settlement
Total rentals
320 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
270 properties have a pool
Frequently Asked Questions
How much does it cost to stay in house rentals in Leeward Settlement?
Experience the best of Leeward Settlement with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Leeward Settlement villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 130 villa rentals with pools in Leeward Settlement, available on Airbnb. Make a splash and soak up the sun in style!
Are there villa rentals with a dedicated workspace in Leeward Settlement?
Yes! Work meets play with ease at over 50 villa rentals in Leeward Settlement featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Leeward Settlement have a bbq area?
Absolutely! We offer over 120 house 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 House Rentals in Leeward Settlement?
Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with wifi, over 80 homes with air conditioning, over 120 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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