Updating...
Match: Private pool
All filters matchPrice per night from
$137
Match: Private pool
All filters matchPrice per night from
$689
Match: Private pool
All filters matchPrice per night from
$106
Great rentals within 20 miles that match your search
Castle in Chianti with private swimming pool, 15 minutes drive from Florence!
San Casciano in Val di Pesa villa
- 11 bedrooms
- 10 bathrooms
- sleeps 15
Match: Private pool
All filters matchPrice per night from
$1,382
Match: Private pool
All filters matchPrice per night from
$581
Match: Private pool
All filters matchPrice per night from
Inquire for Rates
Match: Private pool
All filters matchPrice per night from
$360
Match: Private pool
All filters matchPrice per night from
Inquire for Rates
Price per night from
Inquire for Rates
Responds fast! avg. 3 hours 3 minutes
Match: Private pool
All filters matchPrice per night from
$824
Responds fast! avg. 1 hour 30 minutes
Match: Private pool
All filters matchPrice per night from
$174
Match: Private pool
All filters matchPrice per night from
$348
Match: Private pool
All filters matchPrice per night from
$110
Match: Private pool
All filters matchPrice per night from
Inquire for Rates
Match: Private pool
All filters matchPrice per night from
$674
Private exclusive farmhouse- Podere Le Rote
Montecastelli Pisano farmhouse
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Match: Private pool
All filters matchPrice per night from
$298
Match: Private pool
All filters matchPrice per night from
Inquire for Rates
Match: Private pool
All filters matchPrice per night from
Inquire for Rates
Benvenuti, Home Cinema, private pool, hot tub. Chef option. Car charging.
Pergine Valdarno villa
- 6 bedrooms
- 6 bathrooms
- sleeps 14
Match: Private pool
All filters matchPrice per night from
$628
Price per night from
Inquire for Rates
Match: Private pool
All filters matchPrice per night from
$193
Match: Private pool
All filters matchPrice per night from
$311
Gated Luxury Estate "LaChiusa" Prime Chianti Classico! Exquisite Privacy & Views
Siena farmhouse
- 4 bedrooms
- 3 bathrooms
- sleeps 6
Match: Private pool
All filters matchPrice per night from
$1,427
Price per night from
$484
Match: Private pool
All filters matchPrice per night from
$199
Poggerina luxury private villa with stunning view
Greve in Chianti villa
- 4 bedrooms
- 4 bathrooms
- sleeps 8
“Beautiful location and villa, gracious and helpful hosts” I researched extensively before choosing this villa and it more than met our expectations. From the first email Emanuele and his family provided excellent service and were accessible and helpful. Moreover, they made us feel like more than paying guests, more like friends. The villa itself was very spacious and roomy, with a kitchen that had everything we needed. The views are spectacular, and it's quiet and peaceful. I would recommend doing both the pizza night and the cooking night. Both were excellent. Our stay couldn't have been any better. We would highly recommend this villa.
Responds fast! avg. 3 hours 43 minutes
Match: Private pool
All filters matchPrice per night from
$621
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.
Match: Private pool
All filters matchPrice per night from
$2,394
Villa il Castellaccio farmhouse chianti with pool
Greve in Chianti villa
- 5 bedrooms
- 8 bathrooms
- sleeps 10
Match: Private pool
All filters matchPrice per night from
$559
Siena San Fabiano climatized villa with outdoor heated pool
Monteroni d'Arbia villa
- 9 bedrooms
- 6 bathrooms
- sleeps 18
“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!
Match: Private pool
All filters matchPrice per night from
$1,241
Country House Nazzano in Chianti area near S.Gimignano (from 4 to 10 people)
Gambassi Terme villa
- 5 bedrooms
- 4 bathrooms
- sleeps 10
“Fantastic Location” We spent a wonderful week in this property which was located centrally in the Tuscany Region. Two families were easily accommodated and we were able to link the connecting rooms as if we were in one large family home. Miriam and her husband were helpful, kind and gracious hosts and nothing was ever too much trouble. All the comforts of home and the peace and quiet of an idyllic getaway. We will return to the incredible property...if our friends and family don't beat us to it!
Match: Private pool
All filters matchPrice per night from
$373
Tuscany Villa with pool - Villa le Capanne holday in private villas
Siena villa
- 3 bedrooms
- 3 bathrooms
- sleeps 7
“Fantastic Hosts for this unique countryside Villa” Our trip to Italy still fresh in our minds so we wanted to write to tell others about our lovely experience at Villa le Capanne. We stayed with another couple for one week, make trips to Florence, Voltera, Pisa and more. Gina and Franco met us and welcomed us with enough goodies to keep us well taken care of until we could shop. Each day, a new treat appeared and they were all yummy-Gina is a fantastic baker and cook. The villa was spotless and just as described. Let me just say that the location is a bit of a challenge, but worth it for the views. Sitting around the pool and gazebo was very relaxing. You may need to allow extra time to get to the main roads for day trips but if you are prepared, it is not a problem. We had some great fun at the local restaurant, pizza on the weekend and then dinner on another night. The little village, Montecastelli Pisano was charming and we walked on a quiet street and found a violin maker who played us one of his own compositions-unique experience! Great hosts in a lovely setting!
Responds fast! avg. 2 hours 23 minutes
Match: Private pool
All filters matchPrice per night from
$116
romantic ancient tuscan villa B&B near Firenze
Barberino Val d'Elsa villa
- 7 bedrooms
- 7 bathrooms
- sleeps 14
Match: Private pool
All filters matchPrice per night from
$993
“We had a very relaxing stay in a beautiful setting.” The house is newly renovated and very clean. The setting is spectacular with beautiful views. It is in a great location for easy access to popular tourist attractions. However, we did have to provide some household essentials such as dish soap, sugar, and a few other kitchen basics that we couldn't take back with us, as we were traveling overseas.
Match: Private pool
All filters matchPrice per night from
$236
Responds fast! avg. 54 minutes
Match: Private pool
All filters matchPrice per night from
$149
Responds fast! avg. 1 hour 11 minutes
Match: Private pool
All filters matchPrice per night from
$112
Match: Private pool
All filters matchPrice per night from
$1,334
San Gimignano Top Location,4DBL en suite,air conditioning,private pool,TOP view
San Gimignano villa
- 4 bedrooms
- 4 bathrooms
- sleeps 9
Responds fast! avg. 2 hours 39 minutes
Match: Private pool
All filters matchPrice per night from
$443
223 - Family Villa with Pool and Tennis Court
Terranuova Bracciolini villa
- 2 bedrooms
- 1 bathroom
- sleeps 6
Match: Private pool
All filters matchPrice per night from
$292