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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Pontassieve and around

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Outdoor dining

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

9.8 out of 10, Exceptional, (30)
"Local sights and food"
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
A Panoramic Tuscan Luxury - Villa Maria in Fronzano
Outdoor dining

A Panoramic Tuscan Luxury - Villa Maria in Fronzano

10.0 out of 10, Exceptional, (74)
"Beautifully maintained with all necessary amenities. Surprised to find fresh food and wine/ drinks at the house when we arrived with fresh cheese and homemade olive oil. Tommaso is a fantastic host would highly recommend"
A Panoramic Tuscan Luxury - Villa Maria in Fronzano
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Outdoor pool

Villa Salivolpe - on top of a Chianti hill - Private swimming pool

9.6 out of 10, Exceptional, (22)
"The villa was a beautiful home to send our our time in Tuscany, Italy. We enjoyed having our own bedrooms and baths. We had a special meal cooked by a local chef, Rachel. The kitchen worked well for the cooking, and for our breakfasts. The scenery was just breathtaking, and it is just as pictures in books looked like. We very much enjoyed our stay."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
LUXURY VILLA WITH PRIVATE POOL
Outdoor pool

LUXURY VILLA WITH PRIVATE POOL

10.0 out of 10, Exceptional, (11)
"Everything was even better than expected. Plumbing issues did arise and should be addressed. We loved our stay and would recommend it highly to others"
LUXURY VILLA WITH PRIVATE POOL
LE SCUDERIE: Villa with private pool and garden
Outdoor pool

LE SCUDERIE: Villa with private pool and garden

9.8 out of 10, Exceptional, (10)
"Ideally located and the hosts were there to anticipate any of our requests. Would not hesitate to come back there if we want to go to Florence again."
LE SCUDERIE: Villa with private pool and garden
Relais Badia a Passignano
Land view from property

Relais Badia a Passignano

10.0 out of 10, Exceptional, (1)
Relais Badia a Passignano
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

10.0 out of 10, Exceptional, (38)
"Excellent in every way. Highly recommend"
The price is €2,277
includes taxes & fees
13 Sept - 14 Sept
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Elegante villa con piscina a soli 12 km da Firenze ideale per famiglie e gruppi
Pool

Elegante villa con piscina a soli 12 km da Firenze ideale per famiglie e gruppi

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at this beautiful, traditional Italian villa. Cosimo was a fantastic host—warm, approachable, and incredibly helpful throughout our stay. The villa itself is charming and authentically Tuscan, with multiple floors. While the stairs and layout may be something to consider for those with mobility issues or very young children, we were a mixed group of six (including older and younger guests) and found it worked well and was very spacious The home is brilliantly equipped...
Elegante villa con piscina a soli 12 km da Firenze ideale per famiglie e gruppi
Villa Casa al Sole Large Private Pool, WiFi
Pool

Villa Casa al Sole Large Private Pool, WiFi

9.6 out of 10, Exceptional, (22)
"Thank you for a fantastic experience - everything was just right."
Villa Casa al Sole Large Private Pool, WiFi
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
Exterior

Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.

10.0 out of 10, Exceptional, (47)
"This is a great villa in a lovely small town in Tuscany. Eduardo and Magena are great host. They have the best olive oil and can recommend a private chef to come make you a wonderful Italian dinner. We stayed 6 nights and visited several locations in the area including Pisa, Lucca, Florence and Senia."
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
Wonderful Villa with Private Pool near Arezzo and Florence, Wifi Free
Outdoor pool

Wonderful Villa with Private Pool near Arezzo and Florence, Wifi Free

9.8 out of 10, Exceptional, (36)
"Super villa! We were two families with 5 kids in total. Great with two separate apartments, large rooms, and quiet and beautiful surroundings. "
Wonderful Villa with Private Pool near Arezzo and Florence, Wifi Free
The Barn at Villa Migliorati
Outdoor pool

The Barn at Villa Migliorati

9.4 out of 10, Exceptional, (19)
"Staying at Christina’s villa was one of the highlights of our trip to Italy this year. We enjoyed a wonderful meal prepared by Christina and her mother on the night we arrived. The accommodations were very clean and comfortable, and we wished we could have spent more time on the property. Many thanks for the great hospitality!"
The Barn at Villa Migliorati
Villa Andressa Grande: A spacious and welcoming age-old estate in the characteristic style of the Tuscan countryside, with Free WI-FI.
Exterior

Villa Andressa Grande: A spacious and welcoming age-old estate in the characteristic style of the Tuscan countryside, with Free WI-FI.

Villa Andressa Grande: A spacious and welcoming age-old estate in the characteristic style of the Tuscan countryside, with Free WI-FI.
EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE
Terrace/patio

EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE

10.0 out of 10, Exceptional, (70)
"Everything was as good or better as the pictures! Beautiful location and the villa was perfect. Cinzia was very helpful in getting us names of drivers and a chef. "
EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE
Villa Le Croci beautiful tuscan villas with infinity p/pool
Pool

Villa Le Croci beautiful tuscan villas with infinity p/pool

10.0 out of 10, Exceptional, (2)
"Our family had a wonderful time staying at this villa. It was a beautiful oasis in the hills with a sparkling pool and every comfort you might need in the house. The hosts, Luisa and Mauricio are the epitome of Italian hospitality and perfectly walked the line between making us feel welcome and not intruding on our space. We wish we could have stayed longer. "
Villa Le Croci beautiful tuscan villas with infinity p/pool
Villa Buonagrazia: A charming three-story villa in the characteristic style of the Tuscan countryside.
Pool

Villa Buonagrazia: A charming three-story villa in the characteristic style of the Tuscan countryside.

10.0 out of 10, Exceptional, (1)
"Villaen og lokationen var fantastisk, hvilket gjorde opholdet vidunderligt.Wifi bør forbedres med stærkere hastighed og routers opppe og nede i huset, evt. også udenfor. Til tider virkede internettet slet ikke.Indkøb et par skåle til salalt, pasta, etc. og flere teskeer."
Villa Buonagrazia: A charming three-story villa in the characteristic style of the Tuscan countryside.
La Casa Nel Bosco D’arte - Passo del Sugame, Greve in Chianti
Exterior

La Casa Nel Bosco D’arte - Passo del Sugame, Greve in Chianti

10.0 out of 10, Exceptional, (1)
"This was a lovely rental in Chianti! The space was clean and had everything we needed for an enjoyable and comfortable stay! The hosts are so friendly and the property had such amazing sculpture and art. "
La Casa Nel Bosco D’arte - Passo del Sugame, Greve in Chianti
Stunning Medici Villa with private pool and SPA
Pool

Stunning Medici Villa with private pool and SPA

Stunning Medici Villa with private pool and SPA
Villa Le Poggiola, Borgo San Lorenzo, Italy
Exterior

Villa Le Poggiola, Borgo San Lorenzo, Italy

Villa Le Poggiola, Borgo San Lorenzo, Italy
Portion of an old stone country house, well-kept garden and private swimming pool. Situated a few km
Terrace/patio

Portion of an old stone country house, well-kept garden and private swimming pool. Situated a few km

10.0 out of 10, Exceptional, (1)
"Wir hatten eine wunderschöne Zeit. Walter der Eigentümer war sehr zuvorkommend und freundlich. Der Pool wurde jeden zweiten Tag gereinigt und das Grundstück war sehr gepflegt. Ein kleines Manko gibt es allerdings, die Stühle und die Bank im Esszimmer sind etwas schmal und unbequem, allerdings ist dies jammern auf sehr hohem Niveau. "
Portion of an old stone country house, well-kept garden and private swimming pool. Situated a few km
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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Top Pontassieve Hotel Reviews

Bernini Palace

Bernini Palace

10/10 Excellent
"I had a wonderful experience during my stay at this hotel. The service was excellent from start to finish—staff were always attentive, friendly, and ready to help with anything I needed. The hotel itself was spotless, with every detail carefully maintained, which made the stay very comfortable. The combination of cleanliness, professionalism, and genuine hospitality truly made a difference. I highly recommend this hotel and would gladly return."
gilberto 5-night trip
Posted 20 hours ago
Bernini Palace

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