Gaiole in Chianti villas
We found 498 villas — enter your dates for availability
Explore Gaiole in Chianti villa rentals
CHIANTI VILLA & studio, max12, super-large pool, hilltop secluded fab views,
Sleeps 12 · 6 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Castello di Cacchiano In Gaiole in Chianti, Tuscany
Sleeps 7 · 4 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Private and Peaceful Medieval Villa in the heart of Chianti
Sleeps 18 · 7 bedrooms · 7 bathrooms
An enchanting small villa, perfect for two, with an unparalleled view.
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
3 reviews(3 reviews)
Le Diacce: Beautiful Old Farmhouse with Breathtaking Countryside View
Sleeps 12 · 5 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
Top rated villa rentals - Gaiole in Chianti
Great property and location
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Truly magical!
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Tuscan Autumn
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Chianti Classico
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Lovely villa in beautiful scenery
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Family of four at Gittori
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Johnleonie2
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Glorious
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
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Frequently asked questions
Are there any holiday villa rentals in Gaiole in Chianti?
Browse our 498 villa rentals in Gaiole in Chianti that are often set in beautiful and exclusive locations. Whether you're staying in Vertine, Badia Coltibuono, Lecchi in Chianti or another in-demand area, you'll discover the ideal villa on Vrbo.
How much does it cost to stay in a villa rental in Gaiole in Chianti?
Prices vary according to length of stay, season and specific location, so enter your trip details to browse what's available. No matter your budget or plans, Vrbo has villa rentals in Gaiole in Chianti suited to every kind of guest.
When is the best time to rent a villa in Gaiole in Chianti?
Consider travelling to Gaiole in Chianti in April, when the average temperature ranges between 7ºC (45ºF) and 18ºC (64ºF). This is the most popular time for guests to book a villa rental in this well-known destination, which is located in Chianti Region.
Where can I rent a Gaiole in Chianti villa with great views?
Wake up and wind down with wonderful views when you stay in one of our spacious villa rentals in Gaiole in Chianti. Scroll through the options and make use of our filter tool to fine-tune your search by location and the vistas you'd like to gaze at during your trip. Many of our villas have outdoor spaces like terraces, private gardens or balconies, allowing you to enjoy the surroundings even more.
Can I book a luxury villa in Gaiole in Chianti?
Take your trip to new heights by booking one of our villa rentals in Gaiole in Chianti. Often offering premium amenities like gourmet kitchens, in-home technology features and quality furnishings, you and your guests will enjoy a VIP experience. Use Vrbo's filter tool to find properties with perks like hot tubs and swimming pools for an added layer of indulgence and luxury.
What are the top things to do in Gaiole in Chianti?
With attractions like Siena Cathedral, Torre del Mangia and Piazza del Campo, you'll have no trouble discovering fun things for your crew to do together during your escape to Gaiole in Chianti. You'll also need a comfy place to unwind in between your sightseeing adventures. This is where we come in. We've got a collection of villa rentals here will all the essentials for a comfortable and enjoyable stay.
Why should I book my villa holiday with Vrbo?
With over 2 million holiday properties to pick from across the world, we help guests book a stay that goes beyond the standard hotel room experience. Whether that's an ideally located villa holiday rental or even an RV, you'll always get the entire place to yourself. And with our free rewards platform, One Key™, you can earn and use OneKeyCash™* on eligible bookings on Vrbo. Plus, our Book with Confidence Guarantee and flexible cancellation policies mean you can book stress-free. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.