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
Home in Providenciales
Villa Rae House in Long Bay Hills~walk to beach
Rental unit in Grace Bay
Palms Hideaway II....7 mins to Grace Bay Beach!!
Guest suite in Leeward Settlement
Handfield's Hideaway Cozy One Bedrm
Villa in Long Bay Hills
VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Cottage in Leeward Settlement
Sandpiper Cottage, minutes from the beach
Condo in Leeward Settlement
Grace’s Condo In Leeward Settlement
Home in Leeward Settlement
PERIWINKLE | Charming Island Home|Near to Beach
Villa in Leeward Settlement
NEW! Getaway 2 bed villa/pool, 10% june near Beach
Other great vacation rentals in Leeward Settlement
Condo in Caicos Islands
Lil Chill -A cozy 1-Bedroom Unit near the beach
Villa in Providenciales
Villa DelEvan 4B / 1-bedrm villa
Guest suite in Leeward Settlement
The Sandbox (UNIT 1)
Home in Venetian Road Settlement
Cozy one bedroom Suite #C in Venetian Road
Home in Leeward Settlement
Cocodemer, a short walk to secluded Pelican Beach.
Condo in Grace Bay
Granvia Highline Condo | Walk to Grace Bay shops
Rental unit in Caicos Islands
Swan Studio Waterfront
Condo in Grace Bay
Luxe Studio - Grace Bay - (5-Min walk to Beach)
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
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 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!
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 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 villa rentals in Leeward Settlement?
Leeward Settlement has more than 110 family-friendly villa 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 20 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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- Rentals with beach access Leeward Settlement
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- Rentals with a hot tub Leeward Settlement
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