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Gaiole in Chianti Rentals

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3,721 Houses

Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor)

Nusenna villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$300

Hilltop Poolside 2 Bedroom Villa in Chianti

Gaiole in Chianti villa

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$278

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

7 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$822

Exclusive and reserved in Chianti - Quercia

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$229

Casa il Mandorlo private garden - pool

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 2

Price per night from

$158

Hermitage Cloister

Gaiole in Chianti apartment

4 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$356

Charming Nido in Chianti Shire

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$100

Casa Refolo A

Gaiole in Chianti house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 minutes

Price per night from

$321

Hermitage Granary

Gaiole in Chianti apartment

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$386

Amazing stay in the heart of Tuscany, Chianti area

Gaiole in Chianti house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$301

Gaiole Luxurious Bed and Breakfast in beautiful surroundings

Gaiole in Chianti b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$158

La Pieve Marsina, Tuscany, Chianti, Il Pozzo

Gaiole in Chianti apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$258

Casa Refolo C

Gaiole in Chianti house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 minutes

Price per night from

$321

La Pieve Marsina, Tuscany, Chianti, Swallows 2

Gaiole in Chianti apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$272

Gaiole Suites - Gaiole Suites 4

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 16 minutes

Price per night from

$100

XI CENTURY ANTIQUE FARMHOUSE WITH CHIANTI LANDSCAPE IN GAIOLE

Barbischio apartment

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$2,011

Podere Lucignano Secondo - Charming Tuscan Villa

Nusenna villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$624

Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.

Gaiole in Chianti villa

5 bedrooms / 6 bathrooms / sleeps 13

“Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura, the cleaning lady, is a doll. The cooking class with Barbara is so much fun! Elena and Monica's (the personal chefs) meals are delicious. The villa is beautifully decorated and so comfortable. We all had the best vacation! We will definitely recommend the villa to family and friends. It was the best trip we've ever been on! We would like to thank the team at Le Pratola for making our vacation to Tuscany so special.

Price per night from

$1,928

Villa il Roseto

Gaiole in Chianti house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$625

Hermitage Foresteria

Gaiole in Chianti apartment

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$301

Holiday home in Bucine ID 3467

Nusenna apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$122

La Pieve Marsina, Chianti, Apartment La Pieve

Gaiole in Chianti apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$229

Casa Refolo D

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 minutes

Price per night from

$246

Gaiole Suites - Gaiole Suites 6

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 16 minutes

Price per night from

$70

Hermitage Magnolia

Gaiole in Chianti apartment

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$386

Apartment in Gaiole in Chianti ID 3496

Gaiole in Chianti apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$137

San Sano hamlet in the Heart of the Chianti, the Best choice in Tuscany !

Gaiole in Chianti house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$215

Gaiole Suites - Gaiole Suites 9

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 16 minutes

Price per night from

$100

Villa Herakles

Gaiole in Chianti house

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 2 minutes

Price per night from

$860

Gaiole Apartment - Gaiole Apartment 15

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 16 minutes

Price per night from

$82

Podere Lucignano Secondo - Apt. Le Logge (first floor)

Nusenna villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$375

The Nibbio

Gaiole in Chianti house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$234

Hermitage factor

Gaiole in Chianti apartment

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$233

Gaiole Suites - Gaiole Suites 3

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 16 minutes

Price per night from

$100

Casina Di Mello

Gaiole in Chianti villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$989

Gaiole Suites - Gaiole Suites 1

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 16 minutes

Price per night from

$100

Gaiole Apartment - Gaiole Apartment 40

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 16 minutes

Price per night from

$110

Gaiole Suites - Gaiole Suites 2

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 16 minutes

Price per night from

$100

Viewing 38 of 3,721
rentals in Gaiole in Chianti

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Top Destination reviews

Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.
Real Life ... Under The Tuscan Sun

My family and I spent one week in this fabulous villa. The villa and the surrounding property are magnificent. Margherita made every effort to maintain communication throughout our stay to make sure we were enjoying ourselves and had everything we needed. She helped arrange so much for us ... transportation for sightseeing, reservations at restaurants, babysitter, car rental, and recommendations of things to do. One of the very biggest highlights of our stay was having this fabulous, adorable little Italian woman come in to cook meals for us. We loved everything that she made and would have loved to have her there every night. Her cooking was a real treat enjoyed outdoors with the vineyard as our background. I very much liked that we had another lovely caring Italian lady that came in every day to clean the downstairs of the villa ( we added that she also do the upstair bedrooms and baths as an extra charge ). It represented to me that Margherita took prided in her villa and making sure her guests were cared for and comfortable. I think it is very important to know, however, that the location is somewhat isolated and that you do need a car to get around. I had no idea where I was and it took a bit to figure that out and feel comfortable. I probably should have done my homework before arriving but it all worked out. Thanks for a lovely holiday Margherita!!!see more

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