Holiday Homes in Pergine Valdarno

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

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 Holiday Homes in Pergine Valdarno

Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (67)
"Very comfortable stay. "
The price is NZ$1,179
includes taxes & fees
31 Aug - 1 Sept
Borgo Argiano
Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view
Outdoor pool, a heated pool

Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view

9.8 out of 10, Exceptional, (103)
"Awesome stay, everything needed was there and very friendly easy going host. "
Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view
Il Palazzetto
Premium Apartment, 2 Bedrooms, 2 Bathrooms, Annex Building | Lanai

Il Palazzetto

9.6 out of 10, Exceptional, (7)
Il Palazzetto
Romantic detached cottage with pool, in a farm between Arezzo and Florence
Pool

Romantic detached cottage with pool, in a farm between Arezzo and Florence

9.6 out of 10, Exceptional, (5)
"Very quiet place off the beaten track. You need a car to get to town. Owner was very nice and helpful. Apartment is small but has everything that is needed. To get to the bath room at night is a little challenging but we managed. We would rent it again if we come to the area."
Romantic detached cottage with pool, in a farm between Arezzo and Florence
Villa Le Tortore Tuscany private luxury pool relax
Pool

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (90)
"Very convenient to town and to surrounding wine regions - very good communication with host and was comfortable to stay for 3 people. Would stay again if in the area"
Villa Le Tortore Tuscany private luxury pool relax
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Outdoor dining

GIULIA -1 Bedroom Country House in Monteriggioni - Siena

10.0 out of 10, Exceptional, (2)
"Ha sido una estancia maravillosa. El lugar estupendo. =)"
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (140)
"A return trip to this cottage which we first visited for just a few days sometime around 2012.The cottage is just as beautiful as it was then. It has been well maintained and the views remain heavenly!Castellina too has aged well. more restaurants, shopping, art and vineyards. A huge shoutout to Podere La Piaggia for a beautiful and memorable private tasting and lunch!"
Farmhouse in the heart of the real chiantishire
A wonderful country house in the heart of Chianti
Terrace/patio

A wonderful country house in the heart of Chianti

9.8 out of 10, Exceptional, (22)
"We enjoyed a relaxing week in this beautiful apartment surrounded by lush gardens with a view of the Tuscan hills. Our host was charming and welcoming. "
A wonderful country house in the heart of Chianti
Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif
Outdoor pool

Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif

9.2 out of 10, Wonderful, (22)
"Its a nice place but it is on top of a hill with a really small road to it...almost no place to pass another car. When we arrived the host thought we would arrive the day after, so we had to wait for another hour for the key. The house was fine, big enough, nice bedrooms and living room and kitchen is fine. The pool is great! The winery is super and really tastefull! We had a nice vacation."
Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif
Residence Le Chiuse -Casa Marrone
Pool

Residence Le Chiuse -Casa Marrone

10.0 out of 10, Exceptional, (15)
"We were 4 adults and a 2 year old child and we had an amazing week here. Anna and Dino are very welcoming and it's easy to feel at home. We would recommend this place to anyone!"
Residence Le Chiuse -Casa Marrone
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (8)
"This is a lovely property. Plenty of room. Well equipped with everything you need. The courtyard is a beautiful place for breakfast in the morning and wine in the evening. The flowers planted in the courtyard are beautiful. Please be aware that you must be able to walk up steep hills to get to this property. Of course, pretty much anywhere you go in Cortona is a hill."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Podere Casorbica with free parking, large garden, private pool.
Exterior detail

Podere Casorbica with free parking, large garden, private pool.

9.4 out of 10, Exceptional, (15)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue
Pool

Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue

10.0 out of 10, Exceptional, (41)
"Federica and Giuseppe were wonderful hosts - great communication throughout the stay and always available. The house was immaculate and well presented. The pool and facilities (swing, table tennis, football pitch etc) were superb. Views were incredible and the area was so peaceful. Highly recommend this villa for a restful break!"
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
Pool

Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city

10.0 out of 10, Exceptional, (29)
"Fabio and Loretta were incredible guests and went above and beyond to welcome us and make us feel at home. Their space has a lot of room and can definitely make an extended stay of it. The yard and amenities were fantastic and the location is great for day trips to wine country in Tuscany. I actually wish we had more time in the nearby city center of Arezzo because it was great. Overall, we will absolutely recommend this stay and would love to return and stay again! Thank you both so much for...
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!
Outdoor pool

Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!

9.6 out of 10, Exceptional, (32)
"Renting this villa was a relaxing, enjoyable way to experience Siena and the surrounding countryside. Lovely pool and grounds."
Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite
Outdoor pool, a heated pool

12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite

10.0 out of 10, Exceptional, (24)
"I can’t give enough stars to this fabulous home! The accomodations were great- great communication with host. We had this as home base for 10 days… a local chef named Serena is available to hire if you book early enough. She prepared three amazing dinners for us! the courtyard in back with the vista of Tuscany was amazing. Miles and miles of vineyards, estates, beautiful gardens. Please book here if you have the chance, a visit of a lifetime! "
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite
The Fox - Comfort and luxury. Perfect location for your preciouse holidays
Interior

The Fox - Comfort and luxury. Perfect location for your preciouse holidays

10.0 out of 10, Exceptional, (1)
"A une demie heure de Florence, en plein Chianti, dans la nature, ce logement est plein de charme, très propre très agréable au calme, et la propriétaire très accueillante. On y a passé un excellent séjour ! (Petit conseil si vous avez une voiture un peu basse, pour y accéder la route n’est pas goudronnée)."
The Fox - Comfort and luxury. Perfect location for your preciouse holidays
Casa l'Oca, a spacious and bright house in the heart of Tuscany, in the Chianti area.
Pool

Casa l'Oca, a spacious and bright house in the heart of Tuscany, in the Chianti area.

9.0 out of 10, Wonderful, (11)
"8 of us stayed for 4 nights and it was fantastic! mario, the owner was gracious and expediant with messages. Mamma and Nonna pasta made a meal fit for kings ad queens!! still talking about it. 10 minutes from greve in chianti, 1 minute walk to pizza joinjt. 5 minute drive to duda restaurant, 10 minutes to filigne valdarno and its train station to florence. will be back again and again!"
Casa l'Oca, a spacious and bright house in the heart of Tuscany, in the Chianti area.
Adorable house in charming Chianti hamlet btwn Siena, Arezzo and Florence
Outdoor pool

Adorable house in charming Chianti hamlet btwn Siena, Arezzo and Florence

10.0 out of 10, Exceptional, (32)
"We enjoyed 4 nights in this charming Tuscan villa. Gianna is a lovely person and hostess, and we had more than enough room to relax as a family of four. We enjoyed the sunset views over the olive tree groves, dinners in the cozy dining room, and delicious jam, honey, olive oil and wine, all from our hostess. Thank you, Gianna!"
Adorable house in charming Chianti hamlet btwn Siena, Arezzo and Florence
Villa Fauno F: A welcoming cottage located in a small hamlet at the foot of a castle, with Free WI-FI.
Pool

Villa Fauno F: A welcoming cottage located in a small hamlet at the foot of a castle, with Free WI-FI.

Villa Fauno F: A welcoming cottage located in a small hamlet at the foot of a castle, with Free WI-FI.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pergine Valdarno Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Great hotel and lovely staff in a perfect location. Will book here again next time in Siena "
David 2-night trip
Posted 1 day ago
Hotel Chiusarelli