Showing

PreviousNext property

$215

5 BR / 5 BA / Sleeps 12

2 Reviews

$215

Inquire

Villa heated pool, jacuzzi, 12 miles from Florence

5 BR / 5 BA / Sleeps 12 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

Share of an ancient farmhouse, whose first foundations date back to the xv century. Completely restored, is independent and sorrounded by centuries-old pine and cypresse trees which adorn a large adjoining partly terraced garden. Located on the hills surrounding montespertoli, city of wine chianti, it benefits from a …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Fantastico

Left on Feb 09, 2011 for a stay in May 2010

Super villa. Good facilities. A little too far out of town to walk for some of the family. Wine festival on during the week we were there which was an absolute must for vistors. days out to Florance and Siena were also a plus.
San Gimineano ( not sure of the spelling ) was also a suberp place to visit. My wife and I will go back to the area again as a couple to spand a more leisurly visit.
Silvio…

PreviousNext property

$717

6 BR / 6 BA / Sleeps 14

VILLA MIMA - Montespertoli vacation rentals
1 / 50

$717

Inquire

VILLA MIMA

6 BR / 6 BA / Sleeps 14 | Quick view

Details

Villa Mima is a splendid 18th century stone farmhouse that lies roughly equal distance between Florence, Siena, Pisa and the seaside. Gatherings of friends and family love this villa for its ideal location and dominant position with expansive views over the beautiful Chianti hills. Villa Mima rents from SATURDAY to …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$674

4 BR / 5 BA / Sleeps 8

Casa Monticello - Montespertoli vacation rentals
1 / 28

$674

Inquire

Casa Monticello

4 BR / 5 BA / Sleeps 8 | Quick view

Details

Casa Monticello is an elegant Tuscan farmhouse with glorious views over the rolling hills of Chianti. Art lovers will be exposed to an illimited choice of interesting excurtions. The location is ideal - between Florence and Siena and close to Certaldo, Montespertoli and San Gimignano, in the very heart of Chianti. One…
  • Shared outdoor pool (unheated)
  • Balcony or terrace
  • Garden
  • Grill
  • Safe
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$4,047

43 BR / 35 BA / Sleeps 120

Castle Rental in Tuscany, Montespertoli (Chianti Area) - Il Castello - Montespertoli vacation rentals
1 / 42

$4,047

Inquire

Castle Rental in Tuscany, Montespertoli (Chianti Area) - Il Castello

43 BR / 35 BA / Sleeps 120 | Quick view

Details

If you have ever had a hankering to stay in a historic Castle in Tuscany amidst vineyards and Chianti towns, this fits the bill. Owned by a Florentine family, this castle estate is well located for day trips throughout the region. There is a restaurant onsite open six days a week and a lovely garden and pool area. The…
  • Washing Machine
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$769

6 BR / 7 BA / Sleeps 12

2 Reviews

$769

Inquire

Villa Teatro Vacation Rental with Pool

6 BR / 7 BA / Sleeps 12 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Villa Teatro is an extraordinarily tastefully and impeccably designed country house. Strategically positioned in the center of the “Golden Triangle” between Florence, Siena and Pisa the property sits on top of a hill, surrounded by olive groves. The large stone farmhouse was built at the beginning of the 1800s. …
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Garden
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

perfect

Left on Jun 21, 2010 for a stay in June 2010

Perfect for business, perfect location. Really a Dream

PreviousNext property

$216

4 BR / 3 BA / Sleeps 8

Villa Montegufoni (Barn 1) - Montespertoli vacation rentals
1 / 19

$216

Book

Villa Montegufoni (Barn 1)

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Indipendent Villa on top of a hill in the Chianti with panoramic view on the vineyards Montegufoni Villa with 8 beds is situated atop a hill, with panoramic view over the vineyards of the Chianti countryside, near the small town Montespertoli location 'Montegufoni. Quiet and peaceful a place is really relaxing…
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$299

7 BR / 6 BA / Sleeps 18

2 Reviews

$299

Inquire

Tuscany Apartment with Pool near Restaurant - Poggio Sant Andrea

7 BR / 6 BA / Sleeps 18 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Located in the hills of Chianti within a hamlet of houses, these apartments in Tuscany are just right for a large family or group of friends. This villa rental with a pool is ideal for those looking for a quiet vacation in Tuscany with a picturesque setting. A trattoria and restaurant are within walking distance while…
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Grill
  • Dishwasher
  • Stove or Oven
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Donna's review of Poggio Sant'Andrea

Left on Jun 30, 2009 for a stay in June 2009

Very clean and well presented properties, the outside areas were lovely too.

The pool area and outside BBQ area

Nothin

Found the property very remote.

PreviousNext property

$1,808

6 BR / 6 BA / Sleeps 12

1 / 62

$1,808

Inquire

1219

6 BR / 6 BA / Sleeps 12 | Quick view

Details

Castello di Renai is a wonderful historical castle in Tuscany for rent. This graceful country residence is near the ancient town of Castelfiorentino on the Francigen Route. This Tuscan castle for rent dates back to the early years of the 13th century. External description: Located in the Tuscan countryside, Castello …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for the elderly - ask

PreviousNext property

$463

6 BR / 5 BA / Sleeps 12

1 / 16

$463

Inquire

Villa Virginia

6 BR / 5 BA / Sleeps 12 | Quick view

Details

A fine and elegant villa rental situated in Montespertoli in a scenic position surrounded by olive groves and large vineyards from which one of the best Tuscany wines is produced, the famous “Chianti Classico”. Perfect for those wanting to relax in the Chianti countryside, this property is also the best starting …
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

PreviousNext property

$216

6 BR / 3 BA / Sleeps 13

1 Reviews

$216

Book

Casale Il Poggiarello

6 BR / 3 BA / Sleeps 13 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

CASALE IL POGGIARELLO - Country Holiday House Enclosed in a 5000 sqm area in the heart of the Chianti, it is an oasis where you can enjoy an absolute relax and privacy. Situated in a predominant position on the Virginio Valley, our property will be for your own private use, offering you total independence. You will …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Very old house in an excellent location and nice area.

Left on May 09, 2014 for a stay in April 2014

The house is an old house sitting in an excellent location. The house is beutiful and view is amqzing. It has its large back yard you can stay at, just looking at the winery and the fields around.

Tye house has a fine kitchen with large refrigirator and equiped to cook your meals.

The place is not very spoiling, some equipment is just very old (tv, closets, blankets). We could enjoy a big …

PreviousNext property

$925

6 BR / 6 BA / Sleeps 14

1 / 27

$925

Inquire

Chianti

6 BR / 6 BA / Sleeps 14 | Quick view

Details

Villa Chianti is a wonderful villa for rent in the famouse chianti region in northern Tuscany close to florence, this Tuscan Villa can host up to 12+2 people, swimmingpool. Additional amenities include: pets considered, heating.
  • Garden
  • Dishwasher
  • Refrigerator
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$283

4 BR / 3 BA / Sleeps 8

3 Reviews

$283

Inquire

Tuscany Farmhouse Close to a Castle - Casa Berto

4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

If you have ever had a hankering to stay in a historic Castle in Tuscany amidst vineyards and Chianti towns, this fits the bill. Owned by a Florentine family, this castle estate is well located for day trips throughout the region. There is a restaurant onsite open six days a week and a lovely garden and pool area. The…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Central heating
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Lyssa's review of Casa Berto

Left on Aug 31, 2006 for a stay in August 2006

We had a great time! We rented several units in the castle and this house to accommodate our family group of about 20. It was just perfect. It was exactly what we wanted and expected.

It was awesome beautiful. Location was great.

For the older people in our group, the walk into town was too far and too steep to be comfortable.

PreviousNext property

$631

4 BR / 4 BA / Sleeps 8

1 / 38

$631

Inquire

CASA EGLE

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Casa Egle is an elegant Tuscan farmhouse set in a beautiful garden.  This villa features a nice pool and stunning views over the rolling hills of this wonderful region.  Olive groves, vineyards, woods and country estates are all in view.  Its location is between Florence and Siena, with the towns of Certaldo, …
  • Wireless Internet
  • Washing Machine
  • A/C or climate control
  • Fitness Room
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$463

6 BR / 6 BA / Sleeps 12

1 / 22

$463

Inquire

Villa Virginia

6 BR / 6 BA / Sleeps 12 | Quick view

Details

Villa Virginia is a private estate tucked away in the Chianti region, in the heart of Tuscany half way between between Florence and Siena. The detached villa is surrounded by 12 hectares of private ground. The house is secluded from the bituminised road and accessible only via a a 700 meters private driveway. Its …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$551

5 BR / 4 BA / Sleeps 10

9 Reviews

$551

Inquire

Large Tuscany Villa in the Chianti Region - Villa San Paolo

5 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

With its location in the hills of the Chianti wine zone, this Tuscany villa is a great destination for the wine lover! Just three kilometers away from this Tuscany vacation rental is the renowned Wine Culture Center in Montespertoli, along with plenty of opportunities to go wine tasting. This lovely and classy villa …
  • Internet Access
  • Washing Machine
  • Central heating
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(9)

Phyllis's review of Villa San Paolo

Left on Jul 31, 2008 for a stay in July 2008

It was a wonderful experience. We had rental cars and took a day trip each day all about 1 hour villa-to-location. Did not get lost due to GPS systems in the cars and were able to enjoy the magnificent countryside.

I thought the outside area was beautifully maintained, comfortable and relaxing. The pool area was a treat after returning late afternoons from various surrounding towns. The grounds …

PreviousNext property

$539

10 BR / 8 BA / Sleeps 21

1 / 20

$539

Book

Villa I Leoni Between Florence Sienna and Pisa - 1 km to village - Aircond.

10 BR / 8 BA / Sleeps 21 | Quick view

Details

Surrounded by olive groves and vineyards, the villa (21 sleeps) stands in panoramic position atop a hill offering a magnificent view of the Tuscan countryside stretching as far as the eye can see. It lies at the centre of the triangle Florence, Pisa and Sienna, Central place in Tuscany to visit almost all its major …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

PreviousNext property

$146

4 BR / 2 BA / Sleeps 8

1 / 31

$146

Inquire

Montespertoli - 77231001

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Nice, independent country house situated in quiet and panoramic location, a short distance away from Florence and from the Chianti region. The villa interiors are furnished in a rustic style. Outside guests can enjoy use of a large garden with a private (above-ground) swimming-pool. Distances: Montespertoli with …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$424

5 BR / 4 BA / Sleeps 10

1 / 46

$424

Inquire

Montespertoli - 26115001

5 BR / 4 BA / Sleeps 10 | Quick view

Details

Beautiful brick villa situated in quiet and panoramic location amidst the green hills of the Chianti region with enchanting views over the surrounding vineyards and olive groves. This property has been skilfully restored with all its original architectural features preserved and turned into a charming country house …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$401

4 BR / 3 BA / Sleeps 9

1 / 43

$401

Inquire

Montespertoli - 15699051

4 BR / 3 BA / Sleeps 9 | Quick view

Details

Experience Chianti! Dive in the pool, swimming and enjoying our villa. Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$147

4 BR / 2 BA / Sleeps 8

1 / 31

$147

Inquire

Montespertoli - 15699048

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Experience Chianti! Dive in the pool, swimming and enjoying our villa. Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$139

4 BR / 3 BA / Sleeps 8

1 / 42

$139

Inquire

Montespertoli - 15699023

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Experience Chianti! Dive in the pool, swimming and enjoying our villa. Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$258

4 BR / 3 BA / Sleeps 8

1 / 44

$258

Inquire

Montespertoli - 15699001

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Experience Chianti! Dive in the pool, swimming and enjoying our villa. Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate …
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$438

4 BR / 3 BA / Sleeps 9

1 Reviews

$438

Inquire

CastleApartment Rental in Tuscany, Montespertoli (Chianti Area) - Il Castello Freschi

4 BR / 3 BA / Sleeps 9 | Quick view
“ Average ” 1 Reviews

Details

Reviews

(1)

If you have ever had a hankering to stay in a historic Castle in Tuscany amidst vineyards and Chianti towns, this fits the bill. Owned by a Florentine family, this castle estate is well located for day trips throughout the region. There is a restaurant onsite open six days a week and a lovely garden and pool area. The…
  • Shared outdoor pool (unheated)
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Amy's review of Il Castello - I Freschi

Left on Sep 30, 2006 for a stay in September 2006

We had a very pleasant stay and would recommend the property.

The location and the castle itself.

Two things: (1) Our bedroom window did not have a screen. We requested one the second day we were there and the staff told us a repair man would be coming the next day. However, we never received a screen. As a result, our sleeping conditions were uncomfortable and our baby received over 15 …

PreviousNext property

$431

8 BR / 6 BA / Sleeps 16

1 / 21

$431

Book

Villa Montegufoni between Florence and Sienna

8 BR / 6 BA / Sleeps 16 | Quick view

Details

Accommodations: Villa, 8 Bedrooms, 6 Baths (Sleeps 8-16) ' The villa with sleeps 16 stands in a panoramic position atop a hill overlooking onto the vineyards in the Florentine countryside, near the village of Montespertoli. The structure has been recently renovated (winter 2008-2009) and is composed of two twin …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

PreviousNext property

$54

4 BR / 2 BA / Sleeps 10

1 / 16

$54

Book

Villa bifamiliare con giardino, Chianti Fiorentino

4 BR / 2 BA / Sleeps 10 | Quick view

Details

The new building, has two cozy, bright apartments with independent entrance and garden. The entire property is enclosed and delimited by a single access. To the holidayers' disposition, barbecue and swimming pool CASAMARTA is the first floor apartment, about 70 sqm. E 'consists of a large living / dining room, 3 …
  • Internet Access
  • Fireplace
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Smoking allowed - ask
  • Suitable for the elderly - ask

Looking for more rentals?


We're showing only results that match your dates and preferences.


See all 89 Montespertoli rentals, all 0 Tuscany rentals, or start a new search.


There are no more results in Montespertoli. Top of page