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
Condo in Grace Bay
4.87 out of 5 average rating, 54 reviewsBEACH FRONT on Grace Bay Gorgeous 1 bedroom 2 bath
Condo in Caicos Islands
4.97 out of 5 average rating, 35 reviewsLil Chill -A cozy 1-Bedroom Unit near the beach
Villa in Long Bay Hills
4.97 out of 5 average rating, 29 reviewsOcean Dream Studio Blue
Villa in Grace Bay
5 out of 5 average rating, 17 reviewsNovember DEAL! Majestic Palm Villa
Home in Providenciales
5 out of 5 average rating, 29 reviewsSea Villa @ The Sun and Sea Villas
Condo in Providenciales
5 out of 5 average rating, 8 reviewsNEW! Romantic Getaway, 3 Mins to the Beach !
Villa in Caicos Islands
4.9 out of 5 average rating, 49 reviewsPrivate Pool Luxury Villa, 5min to Grace Bay beach
Guest suite in Leeward Settlement
4.91 out of 5 average rating, 90 reviewsHandfield's Hideaway Cozy One Bedrm
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
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 vacation rentals in Leeward Settlement?
Leeward Settlement has more than 250 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Leeward Settlement vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 270 vacation homes with pools in Leeward Settlement, available on Airbnb. Make a splash and soak up the sun in style!
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.
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 vacation rentals with a dedicated workspace in Leeward Settlement?
Yes! Work meets play with ease at over 120 vacation 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 gym?
Absolutely! We offer over 30 villa rentals with a gym in Leeward Settlement. Enjoy a tailored experience with all the comforts you desire.
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 30 homes with a gym, over 80 homes with a bbq area, over 140 homes with air conditioning, over 140 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 vacation rentals in Leeward Settlement?
Four-legged friends are welcome in Leeward Settlement. Choose from more than 20 vacation rentals for guests traveling with pets.
Destinations to explore
- Grace Bay Vacation rentals
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- Rentals with a hot tub Leeward Settlement
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- Waterfront rentals Leeward Settlement
- Rentals with a fireplace Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Beachfront rentals Leeward Settlement
- Rentals with a fire pit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Rentals with pools Leeward Settlement
- Rentals with a patio Leeward Settlement
- Kid-friendly rentals Leeward Settlement
- Rentals with a washer and dryer Leeward Settlement
- Monthly Rentals Leeward Settlement
- Luxury rentals Leeward Settlement
- Pet-friendly rentals Leeward Settlement
- Rentals with beach access Leeward Settlement
- Villa rentals Leeward Settlement
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