Updating...

More filters (1)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Games room
Ceiling Fans
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Clothes dryer
Swing set or jungle gym
Table tennis
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
Housekeeping Included

See all

Less

Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Elevator access
Wheelchair adapted
Wheelchair accessible

See all

Less

Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Mountain Views
Waterfront

See all

Less

940 Houses

Sort by:

The Palazzetta Luca and Flavio Fanti

Castelnuovo dell'Abate apartment

1 bedroom
1 bathroom

sleeps 2

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$184

Beautiful cottage 2/9 people with pool, near Siena

Trequanda villa

2 bedrooms
2 bathrooms

sleeps 9

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$220

Cottage in Chianti, with pool, spa, and wonderview

Castellina In Chianti cottage

2 bedrooms
1 bathroom

sleeps 5

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$290

One Bedroom Villa at Castello di Montalto in Chianti

Siena villa

1 bedroom
1 bathroom

sleeps 2

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$172

Holiday home Il Corbezzolo with Infinity pool

San Gimignano house

1 bedroom
1 bathroom

sleeps 4

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$612

Romantic farm for 2/4 persons with pool near Siena

Trequanda villa

1 bedroom
1 bathroom

sleeps 4

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$110

Ancient villa in Chianti with pool and wonderview

Castellina In Chianti villa

3 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$370

La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool

Castellina In Chianti cottage

1 bedroom
1 bathroom

sleeps 2

“A Slice of Paradise” We stayed at Podere Patrignone for 5 days in September. It was wonderful to stay in a self contained apartment after 4 weeks of hotels in France. The farmhouse is charming, the apartments are unique and quaint, the countryside was picture perfect and the weather was unseasonably warm. Simon and Verity were such hospitable hosts, yet give the guests their own space. We thoroughly enjoyed the weekly meal Verity and Pam created for all the guests. You must have a car to truely experience all the hidden charms of Tuscany, and everything is so close and the quality of food and wine was impressive. Our favourite memory of staying at Podere Patrignone was sharing sunsets on the terrace with other guests and partaking of good wine, great conversation and so many laughs. We will be back for another slice of paradise.

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$184

Tigli #1, two bedrooms apartment close to Montepulciano with Wi-Fi and pool!

Montepulciano apartment

2 bedrooms
2 bathrooms

sleeps 6

“family reunion” we looked for a place where the whole family could celebrate a 70'years birthday. We were altogether 4 families of 8 adults and 7 children. The property was ideal for us. We occupied 5 apartments and had the whole place at our disposal. It was nice that we had the whole property at our own so that we should not consider other residents. All apartments were in good standard and the pool area was nice. We had really no complains at all. One evening a pizza evening was arranged by the manager and it was splendid. Further the surrounding towns were interesting and marvelous.

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$193

Tigli #6, ground floor flat with one bedroom in Montepulciano area. Wi-Fi & pool

Montepulciano apartment

1 bedroom
1 bathroom

sleeps 4

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$150

Apartment "The Hague" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

2 bedrooms
2 bathrooms

sleeps 5

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$207

Casa Bartoli at Borgo Mummialla-your Tuscan home !

San Gimignano apartment

2 bedrooms
2 bathrooms

sleeps 4

“A jewel in the heart of Tuscany.” Booking very easy helped by the owner. Apartment exceptionally comfortable with all the facilities we required. There was no problem moving in thanks to being met by Fabio when we arrived. A beautiful location with amazing views of Tuscany. An ideal spot for touring and visiting the many medieval towns in this area.

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$184

Tuscan countryhouse apartment in San Gimignano

San Gimignano apartment

1 bedroom
1 bathroom

sleeps 2

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$104

Cozy Collection of Villas in Tuscany

Montalcino villa

14 bedrooms
14 bathrooms

sleeps 26

“Great stay- we hope to return!” We truly enjoyed our stay here. Matteo was a wonderful host and even met us outside of town to make sure that we did not get lost on the way to the agriturismo. The room was clean and very comfortable, especially important since we brought our 3 month old baby. The kitchenette was very useful and had everything we needed. This was a perfect place to stay while in town for Benvenuto Brunello because it allowed us a gorgeous drive and was away from crowds. We even enjoyed Quercecchio's wine, both Brunello and Rosso. Next time, we hope to visit around harvest time!

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$1,688

Piettorri Rosemary

Casole d'Elsa apartment

2 bedrooms
1 bathroom

sleeps 3

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$131

Guidi

Castellina In Chianti apartment

2 bedrooms
1 bathroom

sleeps 4

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$117

CASTELLO DI MONTALTO - 2 bedroom Villa in Chianti

Castelnuovo Berardenga house

2 bedrooms
1 bathroom

sleeps 4

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$283

Apartment "Belvedere" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

1 bedroom
1 bathroom

sleeps 4

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$170

Tigli #2, apt Montepulciano area for 5 persons with A/C, Wi-Fi and swimming pool

Montepulciano apartment

3 bedrooms
2 bathrooms

sleeps 6

“Wonderful place with beautiful vistas of the hills and valley fr” We were able to stay 5 days and 4 nights in this lovely place. The property was as or better than described. Very comfortable and clean. Everything we needed for the time we stayed there. It was a very nice location to be able to take day trips to Siena, Pienza, Montepulciano, Montalcino and Orvieto on the way back to Rome. Such great views from apt #2. We even saw deer in the evening and morning running through the fields below. Montepulciano is very close and you can be there in a matter of a few minutes to shop at the Conard or enjoy shopping and meals. There are a lot of rules on lists provided to follow regarding trash, cleaning, linens, etc. We didn't see much of the caretakers as they had other jobs/work, a new baby, etc. But they were very pleasant and helpful if we needed anything. This is definitely a place we would go back to again.Once we found it. I am glad we got to the location during the day and not at night. You just really have to believe the directions and keep going. The signs are a bit small and I am glad everyone was looking for them. Please go eat at the 13 Gobbi in Montefollonico about 5-6 miles away on a hill top to the north. You will love it. And have their house wine, great. By the way, a bottle of wine and olive oil was provided upon our stay. Both were very good. Wish I could have bought more of it.

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$193

4 bedrooms in a tower, home of a sculptor

Montepulciano b&b

4 bedrooms
4 bathrooms

sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$453

Castello di Montalto - 3 Bedroom Villa in Chianti

Siena villa

3 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$405

Tuscany Villas La Casetta del Borgo San Gimignano

San Gimignano apartment

1 bedroom
1 bathroom

sleeps 4

“Perfect base to see all that Tuscany has to offer” La Casetta del Borgo was the perfect location for my recent trip to Tuscany with my wife. The unit is located in a resort with plenty of amenities including two pools and a very nice tennis court with faux grass that can be used for a small fee. It is a 10 minute drive to Montaione where one can go for dinner or buy groceries to cook in the unit's kitchen. All the necessary utensils are available to do some home cooking and I enjoyed a number of home cooked dinners and a delicious breakfast every morning thanks to my lovely wife. The main resort building has a restaurant that serves breakfast, lunch and dinner, however I didn't try it out so I can't say anything about it. Paolo, the owner, was a pleasure to deal with. I was having trouble finding the location with my GPS so Paolo had me meet him at his home which is just off the highway from Florence and very easy to find. To ensure that I found it with no problem Paolo drove to the resort while I followed . Once at the resort he had the keys, a nice bottle of wine, and plenty of info about the local area ready for me. Since he knew that I had the flu he even had some flu medication for me in case I needed it! The weather was unseasonably cold when we arrived and the bedding wasn't sufficient, but Paolo came to the rescue and drove over in the rain with more blankets for us. You'll be hard pressed to find a better host at this type of vacation rental. The location was perfect for us as it was very quiet, yet was within easy driving distance of many towns and cities in Tuscany. Smaller towns like Montaione and San Gimignon were within a 10-20 minute drive and Florence, Pisa, Lucca and Sienna were all within an hours scenic drive. If driving into Florence remember that free parking can be found at the Piazzale Michelangelo which is located outside of the ZTL and is a short walk to the Ponte Vecchio, Uffizi and other old city sites. The views are also magnificent! I wouldn't hesitate to recommend this property!

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$85

Casina di Arceno - Refurbished Farmhouse - sleeps 6 + 2 - pool - Chianti

San Gusme house

3 bedrooms
3 bathrooms

sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$361

La Canonica

Colle di Val d'Elsa apartment

3 bedrooms
4 bathrooms

sleeps 5

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$349

Beautiful 2-bedroom apartment villa in the heart of Chianti, pool & sunset views

Castellina In Chianti apartment

2 bedrooms
2 bathrooms

sleeps 4

“Ideal Tuscany accomodation” We spent five glorious days at Patrignone. We loved the location, perfect for visiting many of the small towns, and also Florence and Siena. Our 2 bedroom villa was beautiful, and everything we could have wanted. We especially enjoyed the wonderful hospitality of Simon and Verity, and their three sons. It made the holiday extra special. We will definitely be back.

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$294

Tigli #5, flat near Montepulciano with 2 bedrooms. A/C, Wi-Fi and swimming pool

Montepulciano apartment

2 bedrooms
1 bathroom

sleeps 5

“Return visit” One again we enjoyed our visit to this well run set of apartments. They are ready on time, cleean and well equiped. A caretaker lives on site to provide backiup if needed. The gardena and pool are tell tended and maintained. Montipulciano is 10 mins away by car. Be aware that it is in the middle of the countryside with no shops or restaurants nearby.

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$171