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
Apartment in Grace Bay
4.97 out of 5 average rating, 59 reviewsPalms Hideaway II....7 mins to Grace Bay Beach!!
Villa in Long Bay Hills
4.97 out of 5 average rating, 90 reviewsVILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Home in Leeward Settlement
4.98 out of 5 average rating, 54 reviewsCocodemer, a short walk to secluded Pelican Beach.
Condo in Leeward Settlement
5.0 out of 5 average rating, 25 reviewsGrace’s Condo In Leeward Settlement
Home in Leeward Settlement
5.0 out of 5 average rating, 26 reviewsPiccolo Ponte -Waterfront 3BR Caribbean Villa-Pool
Home in Leeward Settlement
4.95 out of 5 average rating, 19 reviewsNEW! Getaway 2 bed villa/pool, 10% june near Beach
Villa in Caicos Islands
5.0 out of 5 average rating, 49 reviewsLuxe Private Pool Villa, Golf Course View, BBQ
Home in Leeward Settlement
4.95 out of 5 average rating, 63 reviewsPERIWINKLE | Charming Island Home|Near to Beach
Other great vacation rentals in Leeward Settlement
Villa in Leeward Settlement
5.0 out of 5 average rating, 22 reviewsCaribbean Luxury Waterfront Villa w Housekeeping
Condo in The Bight Settlement
4.97 out of 5 average rating, 77 reviewsCoral Condo on Grace Bay Beach
Villa in Long Bay Hills
5.0 out of 5 average rating, 24 reviewsHang Five Surf Villa in Long Bay
Home in Providenciales
4.97 out of 5 average rating, 88 reviewsSunny Paradise Long Bay
Condo in Caicos Islands
5.0 out of 5 average rating, 23 reviewsLil Chill -A cozy 1-Bedroom Unit near the beach
Villa in Grace Bay
5.0 out of 5 average rating, 7 reviewsMajestic Palm at GS Villas
Guest suite in Leeward Settlement
5.0 out of 5 average rating, 29 reviewsThe Sandbox (UNIT 1)
Home in Grace Bay
5.0 out of 5 average rating, 18 reviewsVilla in Providenciales
Quick stats about vacation rentals in Leeward Settlement
Total rentals
290 properties
Rentals with a pool
240 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
220 properties are a good fit for families
Total number of reviews
5.2K reviews
Nightly prices starting at
$110 before taxes and fees
Frequently Asked Questions
Are there Leeward Settlement apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 apartment rentals 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 apartment rentals in Leeward Settlement?
Experience the best of Leeward Settlement with our apartment rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Leeward Settlement?
Yes! Work meets play with ease at over 40 house 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 house rentals in Leeward Settlement have wifi?
Absolutely! We offer over 80 house 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 20 villa rentals with a gym in Leeward Settlement. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Leeward Settlement have air conditioning?
Absolutely! We offer over 30 apartment 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 120 homes with air conditioning, over 120 homes with wifi, over 70 homes with a bbq area, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- Rentals with a patio Leeward Settlement
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