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Gaiole in Chianti Rentals

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2,736 Houses

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

Nusenna villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$259

Hilltop Poolside 2 Bedroom Villa in Chianti

Gaiole in Chianti villa

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$259

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

7 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 1 hour 19 minutes

Price per night from

$766

Exclusive and reserved in Chianti - Quercia

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$207

Casa il Mandorlo private garden - pool

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 2

Price per night from

$143

Hermitage Cloister

Gaiole in Chianti apartment

4 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$776

Charming Nido in Chianti Shire

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$91

Casa Refolo A

Gaiole in Chianti house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 25 minutes

Price per night from

$300

Hermitage Granary

Gaiole in Chianti apartment

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$776

Amazing stay in the heart of Tuscany, Chianti area

Gaiole in Chianti house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$272

La Pieve Marsina, Tuscany, Chianti, Il Pozzo

Gaiole in Chianti apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$233

Casa Refolo C

Gaiole in Chianti house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 25 minutes

Price per night from

$300

La Pieve Marsina, Tuscany, Chianti, Swallows 2

Gaiole in Chianti apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$246

Gaiole Suites - Gaiole Suites 4

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 50 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

$1,811

Podere Lucignano Secondo - Charming Tuscan Villa

Nusenna villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$557

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

$1,756

Villa il Roseto

Gaiole in Chianti house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$868

Hermitage Foresteria

Gaiole in Chianti apartment

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$518

La Pieve Marsina, Chianti, Apartment La Pieve

Gaiole in Chianti apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$207

Casa Refolo D

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 25 minutes

Price per night from

$230

Gaiole Suites - Gaiole Suites 6

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 50 minutes

Price per night from

$82

Hermitage Magnolia

Gaiole in Chianti apartment

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$647

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

$194

Gaiole Suites - Gaiole Suites 9

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 50 minutes

Price per night from

$100

Villa Herakles

Gaiole in Chianti house

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 25 minutes

Price per night from

$805

Gaiole Apartment - Gaiole Apartment 15

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 50 minutes

Price per night from

$77

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

Nusenna villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$324

The Nibbio

Gaiole in Chianti house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$370

Hermitage factor

Gaiole in Chianti apartment

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$388

Gaiole Suites - Gaiole Suites 3

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 50 minutes

Price per night from

$100

Casina Di Mello

Gaiole in Chianti villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,053

Gaiole Suites - Gaiole Suites 1

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 50 minutes

Price per night from

$100

Gaiole Apartment - Gaiole Apartment 40

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 50 minutes

Price per night from

$103

Gaiole Suites - Gaiole Suites 2

Gaiole in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 50 minutes

Price per night from

$100

Gaiole Apartment - Gaiole Apartment 13

Gaiole in Chianti house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 50 minutes

Price per night from

$77

Price per night from

$184

Casa Felice is a 2 bedroom apartment in village of Gaiole, sleeps 6, shared pool

Gaiole in Chianti apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$117

Viewing 38 of 2,736
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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