Photo by Karen Dean

Search Cottages in Gaiole in Chianti

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 125 Cottages in Gaiole in Chianti with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (61)
"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 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

COTTAGE WITH PANORAMIC , AMAZING POOL. 1KM ON FOOT FROM THE VILLAGE

9.8 out of 10, Exceptional, (40)
"Everything was very satisfactory"
COTTAGE WITH PANORAMIC , AMAZING POOL. 1KM ON FOOT FROM THE VILLAGE

Apartment/ flat - Barberino val d'ElsaHouse with character

9.8 out of 10, Exceptional, (39)
"We had a lovely 12 day stay in this charming little villa near Tuscany. Loretta was a wonderful host and the location was perfect for us. We enjoyed exploring Sienna, Florence and nearby Poggibonsi, but days in the pool at the villa were hard to beat (especially with the 40 degree heat)."
Apartment/ flat - Barberino val d'ElsaHouse with character

Happy holidays in Chianti, between olives and vines, 35 min. 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, between olives and vines, 35 min. From Florence

TUSCAN COTTAGE WITH PRIVATE GARDEN AND PANORAMIC POOL. 1 KM WALK TO THE VILLAGE.

9.8 out of 10, Exceptional, (31)
"The property is very well maintained and very nicely finished. The interior is very nicely finished including a full kitchen with dishwasher and two nicely finished complete baths. We enjoyed sitting outside on the patio for breakfast. This was our second stay at Podere Monte because we liked it so much the first time. We have visited Italy many times and have stayed from Lake Como and Venice in the north to Amalfi in the south, and this is our favorite area. Casole and surroundings are very...
TUSCAN COTTAGE WITH PRIVATE GARDEN AND PANORAMIC POOL. 1 KM WALK TO THE VILLAGE.

Le Mogli house, typical Tuscan structure with pool, surrounded by nature

9.8 out of 10, Exceptional, (16)
"Ein wunderbar ruhiger Ort in der Toskana. Die Kommunikation war immer hervorragend. Der Pool war das Highlight für die Kinder. Um vom Parkplatz bis zur Unterkunft zu kommen, muss ein bisschen Muskelkraft aufgrund des Höhenunterschieds mit eingerechnet werden."
Le Mogli house, typical Tuscan structure with pool, surrounded by nature

Typical Tuscan Countryside Cottage near Florence

10.0 out of 10, Exceptional, (23)
"This property is nestled deep in the Tuscan countryside surrounded by vineyards and rolling green hills. One must be comfortable with lots of driving to get to places like Graccina etc to eat and for daily excursions. If youpla"
Typical Tuscan Countryside Cottage near Florence

Holiday house Talla for 4 - 6 persons with 2 bedrooms - Holiday house

Holiday house Talla for 4 - 6 persons with 2 bedrooms - Holiday house

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.

Fullino Nero

9.6 out of 10, Exceptional, (45)
"Good place."
Fullino Nero

Charming Farmhouse with Private Pool among Vineyards

9.4 out of 10, Exceptional, (49)
"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

Fattorie Santo Pietro

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 "
Fattorie Santo Pietro

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.

Exceptionally pretty cottage with pool, views, in walking distance from Panzano

10.0 out of 10, Exceptional, (43)
"Could not have asked for more the grounds, the house, the hostess, the surroundings . . . All just beautiful and wonderful. Felt like I could have spent a month there. The hostess was so nice and so helpful. On the last night we had the chef and owner from a local restaurant, Mimo come and cook for us. It was like a movie. He was such a good cook, so nice. Sat down and talked to us and had a glass of wine . . . It was wonderful, felt like we had a much better understanding of Italy."
Exceptionally pretty cottage with pool, views, in walking distance from Panzano

Lovely cottage with outdoor patio and small terrace. Panoramic pool and bbq.

9.8 out of 10, Exceptional, (30)
"Just returned from a one week stay and cannot praise it enough. Frederica and her family were so friendly and could not do enough to make us feel welcome. Really enjoyed the Cooking Lesson and would recommend it for a fun and interesting break fro those superb panoramic views of the rolling countryside. We also really enjoyed our visits to the small hilltop villages that are just a short drive away from the property. We will return!"
Lovely cottage with outdoor patio and small terrace. Panoramic pool and bbq.

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

Charming 4-Bed Cottage 15 minutes from Florence

The price is AED 883
AED 883 total
includes taxes & fees
23 Dec - 24 Dec
Charming 4-Bed Cottage 15 minutes from Florence

Countryside, 10 min from Siena

9.4 out of 10, Exceptional, (3)
"Thank you Letizia for a lovely two days. The flat is comfortable, tidy and well equipped. The location is peaceful. The road to get to the house is a little bumpy but worth it once you get there. Letizia is friendly and very kind and helpful. Our dog loved his time playing with the other dogs. Grazie mille Letizia"
Countryside, 10 min from Siena

Traumblick in die Toskana vom Landhaus mit Pool auf Hügel zw. Siena u. Florenz

9.8 out of 10, Exceptional, (27)
"This was truly a last minute-idea for us and the owners were extremely flexible and kind to let us come on such short notice. We had a nice stay, the wi-fi didn't work most of the time, but that was never a problem for us. A cozy house with a beautiful view!"
Traumblick in die Toskana vom Landhaus mit Pool auf Hügel zw. Siena u. Florenz
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.
Don't see what you're looking for?
See all available properties in Gaiole in Chianti
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Gaiole in Chianti

Farmhouse apartment in Chianti with garden and pool for 2 people

9.4 out of 10, Exceptional, (36)
"Wonderful hosts, quiet ancient setting Highly recommend"
Farmhouse apartment in Chianti with garden and pool for 2 people

La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti

8.8 out of 10, Excellent, (3)
"Property is off the beaten track so very peaceful. La Luna was a little small in the kitchen lounge area for 4 people (needs another sofa). Unfortunately we had a few issues that we told the manager about at the end of our stay in the hope that they will be sorted for future visitors. We couldn’t get the tv to work (only wanted to watch Euro football finals!), dishwasher wouldn’t work and the plug sockets were a nightmare with a need for a lot more adapters or extension leads that would fit the...
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1280)
"Overall our stay in Hu Firenze was great. The restaurant on location was really cool and tasted pretty great too. The staff was friendly and helpful. Our little house was a big tent basically. Interesting but annoying when people would come check it out or tap on our house (happened a couple times). It was kinda funny but always awkward. We had a bed, closet, mini fridge, and bathroom. They had a shuttle to take you partially into town or you could walk to Firenze Rovezzano (train station)....
The price is AED 237
AED 287 total
includes taxes & fees
1 Dec - 2 Dec
Hu Firenze Camping In Town
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.