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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 142 Cottages in Gaiole in Chianti with updated reviews, rates, and availability.

Fullino Nero
Lobby sitting area

Fullino Nero

9.6 out of 10, Exceptional, (45)
"Good place."
The price is SAR 369
SAR 422 total
includes taxes & fees
6 Apr - 7 Apr
Fullino Nero
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
Outdoor pool

BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany

10.0 out of 10, Exceptional, (62)
"The setting for this property was magical. The house, located on a hill overlooking valleys with small family farms, met all our needs during our 8 night stay. We enjoyed breakfasts in the dining area and used the property as a base as we explored Tuscany, Pisa, Lucca and Florence. This was the perfect place for us. The views from the master bedroom and the pool area, including sunsets, were like nothing I have seen in my life. We could not believe we were staying in such a wonderful...
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
Outdoor pool

Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle

9.6 out of 10, Exceptional, (19)
"First of all, Marzio was hands down the best host we have ever stayed with. He was very helpful with recommendations and giving us information of the area. We ate in some outstanding restaurants on Marzio recommendation and he was right on the mark. The house is exactly what we were looking for, a beautiful Tuscan retreat, close to Florence and Siena. The pool was an added bonus that we used every day to cool off. We would really want to stay again. We did happen to stay in July and it was...
Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Exterior

FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

9.6 out of 10, Exceptional, (17)
"We stayed in apartment Falco which has great views over the valley.The apartment is exactly as listed,well equipped and spotlessly clean.It is perfectly placed for visiting all the top Tuscan towns and there are numerous local restaurants within easy reach. Fabio and Annemarie are wonderful hosts and we will definitely be visiting again. Thanks for a wonderful stay."
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
COTTAGE WITH 2 BEDROOMS AND 2 ENSUITE BATHROOMS.PANORAMIC POOL.1 KM TO THE TOWN
Outdoor pool, sun loungers

COTTAGE WITH 2 BEDROOMS AND 2 ENSUITE BATHROOMS.PANORAMIC POOL.1 KM TO THE TOWN

9.8 out of 10, Exceptional, (40)
"Everything was very satisfactory"
COTTAGE WITH 2 BEDROOMS AND 2 ENSUITE BATHROOMS.PANORAMIC POOL.1 KM TO THE TOWN
Belvilla by OYO Casal Gheriglio Pergola
Cottage | Pool | Outdoor pool

Belvilla by OYO Casal Gheriglio Pergola

Belvilla by OYO Casal Gheriglio Pergola
Happy holidays in Chianti, among olives and vineyards, From Florence
Property grounds

Happy holidays in Chianti, among olives and vineyards, From Florence

9.8 out of 10, Exceptional, (16)
"A lovely little cottage in beautiful surroundings and perfectly situated to discover Tuscany. Elisabeth is lovely and very friendly and helpful and Oliver is brilliant"
Happy holidays in Chianti, among olives and vineyards, From Florence
Typical Tuscan Countryside Cottage near Florence
Property grounds

Typical Tuscan Countryside Cottage near Florence

10.0 out of 10, Exceptional, (23)
"Absolutely charming owner and property. Highly recommend for couples/families/ groups. magdalens went out of her way to welcome us and made us feel right at home. The location is ideal for a visit to wine country or Florence. With an Ultrathon planned nearby for March 2926, we will book as soon as the date is set ( our daughter runs the 100 and 50 K races). One note- stairs to every bedroom/ bathroom for those of us with some limitations. We will definitely be back soon !! "
Typical Tuscan Countryside Cottage near Florence
Purgatorio house, a typical Tuscan structure with pool, surrounded by nature.
Outdoor dining

Purgatorio house, a typical Tuscan structure with pool, surrounded by nature.

10.0 out of 10, Exceptional, (9)
"All in all: Perfect."
Purgatorio house, a typical Tuscan structure with pool, surrounded by nature.
Suite indipendent apartment located in Historic Estate from 1600
Outdoor pool

Suite indipendent apartment located in Historic Estate from 1600

10.0 out of 10, Exceptional, (25)
"Eloise is wonderful and the farm is a nice quiet get away!"
Suite indipendent apartment located in Historic Estate from 1600
Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
Outdoor pool

Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities

9.8 out of 10, Exceptional, (29)
"Most beautiful and quiet setting. Awesome host. I would have given 5 stars across the board but the property is fairly remote down a rough gravel road, but definitely worth the drive for the location and host."
Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
Santo Pietro Resort
Front of property

Santo Pietro Resort

10.0 out of 10, Exceptional, (1)
"Un excellent service à la clientèle. Un gros merci à Chiara pour son accueil et sa rapidité de régler une petite problématique "
Santo Pietro Resort
Cottage. DEPENDANCE IL BORRACCIO con vista giardino sulla campagna del Chianti.
Exterior

Cottage. DEPENDANCE IL BORRACCIO con vista giardino sulla campagna del Chianti.

9.0 out of 10, Wonderful, (19)
"It was wonderful "
Cottage. DEPENDANCE IL BORRACCIO con vista giardino sulla campagna del Chianti.
Panorama Nest - Countryside charm with private pool
Outdoor dining

Panorama Nest - Countryside charm with private pool

10.0 out of 10, Exceptional, (1)
"Hallo , Liebe Leser, nachdem wir die ca. 600m holprige, steinige Straße hinter uns hatten, sahen wir die Unterkunft. Wir hatten 10 wunderschöne Tage in der Toskana und dem schönen Panorama Nest mit unserem Hund. Ruhig gelegen und nur ca. 6 km von Einkaufsmöglichkeiten entfernt. Alles, Perfekt, Sauber, eingezäuntes Grundstück, gut, wenn man mit Hund kommt. Der Ausblick von der Terrasse ist Traumhaft. Auch das Schwimmbad erfüllt seinen Zweck auch wenn es nicht so groß ist, hatten wir viel Spaß....
Panorama Nest - Countryside charm with private pool
Cottage nel Chianti con Piscina. Vista Sulle Colline e sui Vigneti Toscani
Terrace/patio

Cottage nel Chianti con Piscina. Vista Sulle Colline e sui Vigneti Toscani

10.0 out of 10, Exceptional, (1)
"This was by far the best experience I have EVER had at a VRBO property. The house is absolutely precious and my group of four loved it. Everything was so charming- we kept comparing it to Cameron Diaz in The Holiday. The back porch is perfect for a morning cup of coffee that Eva provides (every single option) or a fabulous glass of wine at the end of the day touring vineyards in Tuscany. We can’t speak more highly about the host, Eva. She was so easy to work with, gave us fabulous restaurant...
Cottage nel Chianti con Piscina. Vista Sulle Colline e sui Vigneti Toscani
Casa il Cipresso, in the heart of Chianti with swimming pool
Pool

Casa il Cipresso, in the heart of Chianti with swimming pool

Casa il Cipresso, in the heart of Chianti with swimming pool
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Pool

Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property

8.4 out of 10, Very Good, (10)
"The property's location is much more remote than advertised.. We booked it as we were attending a wedding close to Gaiole and the property description says "15 minutes from Gaiole". The 2.5 km forest road took at least 10 min to get to the main road and from there it's a minimum of 20 min to Gaiole ( if you drive Italian style). No taxi or transportation company will go to the property, so forget having a drink somewhere in town. Also, no wifi at the property and the cellular reception is also...
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Charming Farmhouse with Private Pool among Vineyards
Aerial view

Charming Farmhouse with Private Pool among Vineyards

9.4 out of 10, Exceptional, (50)
"This property is fantastic if you want to enjoy the real Tuscan life. The Villa, pool is all that is advertised. Olivia is the property manager and makes your stay everything you could hope for. We spent an entire month with 6 guests per week. Morning day trips afternoons by the pool and evenings watching the sunset with the estates wines. It was a month to remember. Cheers Steve Enna"
Charming Farmhouse with Private Pool among Vineyards
Paolina house, typical Tuscan structure with pool, surrounded by nature
Exterior

Paolina house, typical Tuscan structure with pool, surrounded by nature

10.0 out of 10, Exceptional, (2)
"Just perfect !"
Paolina house, typical Tuscan structure with pool, surrounded by nature
Casa Belvedere cottage with swimming pool in the heart of Chianti
Pool

Casa Belvedere cottage with swimming pool in the heart of Chianti

Casa Belvedere cottage with swimming pool in the heart of Chianti
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Gaiole in Chianti

Hu Firenze Camping In Town
Seasonal outdoor pool

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1337)
"Public bus to town was outside the property. Make sure you download the app for the bus which is “at bus”and buy the tickets there before each ride. Mark it in use before you get on the bus or you will be charged a significant fee."
The price is SAR 258
SAR 312 total
includes taxes & fees
6 Apr - 7 Apr
Hu Firenze Camping In Town
Hu Norcenni Girasole Village
Exterior

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (279)
"Everything ok 🙂"
Hu Norcenni Girasole Village
Il Battistero Siena - Residenza d'Epoca
Bar (on property)

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (152)
"Fabulous property and staff. Rita was so helpful when our car had to be towed, we wouldn't have been able to continue our trip with out her and the other team members help. The people here are amazing."
The price is SAR 573
SAR 647 total
includes taxes & fees
3 Apr - 4 Apr
Il Battistero Siena - Residenza d'Epoca
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.