Montespertoli

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Villa Virginia - Montespertoli vacation rentals
1 / 16

$480

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Villa Virginia

Montespertoli villa
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

$798

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Villa Teatro Vacation Rental with Pool

Montespertoli house
6 BR / 7 BA / Sleeps 12 | Quick view
Excellent2 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

Villa Montegufoni between Florence and Sienna - Montespertoli vacation rentals
1 / 21

$447

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Villa Montegufoni between Florence and Sienna

Montespertoli villa
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
CASA EGLE - Montespertoli vacation rentals
1 / 38

$655

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CASA EGLE

Montespertoli villa
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
Casa Monticello - Montespertoli vacation rentals
1 / 28

$698

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Casa Monticello

Montespertoli house
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
VILLA MIMA - Montespertoli vacation rentals
1 / 50

$743

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VILLA MIMA

Montespertoli villa
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
1 / 19

$224

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Villa Montegufoni (Barn 1)

Montespertoli villa
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
1 / 19

$797

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Casa Apuane Alps

Montespertoli house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

(Minimum of one week rental required) Casa Apuane Alps is decorated with beautiful terracotta tiles and beamed ceilings, it measures 450 sqm divided into two floors: Ground floor: Entry hall with beautiful mirrors and cloakroom. Guests bathroom. On the left, large double living room elegantly furnished with couches …
  • Internet Access
  • Fireplace
  • Washing Machine
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 22

$480

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Villa Virginia

Montespertoli house
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
1 / 20

$559

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

Montespertoli villa
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

$283

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Tuscany Farmhouse Close to a Castle - Casa Berto

Montespertoli house
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent3 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.

$224

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Casale Il Poggiarello

Montespertoli house
6 BR / 3 BA / Sleeps 13 | Quick view
Very Good1 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 …

$551

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Large Tuscany Villa in the Chianti Region - Villa San Paolo

Montespertoli house
5 BR / 4 BA / Sleeps 10 | Quick view
Excellent9 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 …

$299

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Tuscany Apartment with Pool near Restaurant - Poggio Sant Andrea

Montespertoli house
7 BR / 6 BA / Sleeps 18 | Quick view
Excellent2 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.

1 / 37

$216

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Paolo

Montespertoli house
5 BR / 3 BA / Sleeps 12 | Quick view

Details

This private villa with pool near Florence is perfect for 10 people with 5 bedrooms, barbecue and many other amenities. Additional amenities include: heating.
  • Garden
  • Dishwasher
  • Refrigerator
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 27

$1,198

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Chianti

Montespertoli house
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
1 / 42

$4,047

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

Montespertoli house
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

$438

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

Montespertoli apartment
4 BR / 3 BA / Sleeps 9 | Quick view
Average1 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 …

$883

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Poggio Rosemary - luxury farmhouse

Montespertoli farmhouse barn
8 BR / 5 BA / Sleeps 8 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

Elegant and historical farm house situated on the top of a hill, between Florence and Siena, Poggio Rosemary is an elegant Tuscan farmhouse set in a beautiful garden and stunning views over the rolling hills of this wonderful Chianti region. Beautifully decorated and designed with style and taste.
  • Mountain Views
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Very beautiful stay

Left on Jan 12, 2015 for a stay in September 2014

We stayed in this beautiful farmhouse for a week and we were thrilled. The structure and furnishings are very elegant and all very nice and clean. The location is ideal for those who want to experience nature but be very close to Florence and to the major centers of Tuscany.

Gym, swimming pool, bicycles and all the equipment always perfect. Next year we will definitely go back and recommend to …

1 / 32

$368

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Casale Castiglioni

Montespertoli house
4 BR / 6 BA / Sleeps 16 | Quick view

Details

Casale Castiglioni is located in the Chianti countryside, surrounded by olive groves and vineyards approximately 20 kilometers from the center of Florence. Thanks to its location it is an excellent starting point for day trips to Volterra, Vinci, San Gimignano, Siena, Lucca and Pisa. The property, located on a …
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
1 / 24

$883

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POGGIO ROSEMARY - historic farmhouse near Florence

Montespertoli villa
4 BR / 9 BA / Sleeps 9 | Quick view

Details

Poggio Rosemary is a luxurious Tuscan traditional villa that offers its guests exclusive holiday with the comfort and tranquility of the Tuscan hills. Poggio Rosemary is a beautiful building from the beginning of 1600, completely renovated, with architecture typical of the Tuscan countryside together masterfully in …
  • Mountain Views
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 36

$375

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VILLA FIRENZE CASA SERENA

Montespertoli villa
5 BR / 5 BA / Sleeps 12 | Quick view

Details

Villa Firenze Casa Serena e' costituita da circa metà di un'antica fattoria, i cui primi fondamenti risalgono al xv secolo. Rimaneggiata e più volte ampliata, e' stata definitivamente utilizzata come villa di campagna.

 Ristrutturata, totalmente indipendente e circondata da cipressi e pini secolari che ornano …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Central heating
  • Parking
    1 / 21

    $224

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    Chateau / Country House in Tavarnelle

    Montespertoli farmhouse barn
    4 BR / 4 BA / Sleeps 9 | Quick view

    Details

    Casale finemente ristrutturato mantenendo inalterata la struttura tipica della zona. Immerso nel verde fra uliveti e vigneti e con una spettacolare vista sul paesaggio circostante,la località' offre momenti di relax e benessere per tutta la durata della vacanza. Ampia sala da pranzo con cucina dotata di tutti i …
    • Mountain Views
    • Wireless Internet
    • Fireplace
    • Washing Machine
    • Outdoor Dining Area
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask
    1 / 23

    $224

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    Private villa in Chianti, 7 bedrooms, garden, pool

    Montespertoli villa
    7 BR / 3 BA / Sleeps 13 | Quick view

    Details

    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 dominant position on the Virginio Valley, our property will be for your own private use, offering you total independence. You will be…
    • Wireless Internet
    • Washing Machine
    • Outdoor Dining Area
    • A/C or climate control
    • Central heating
    • Pet friendly - ask
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible
    1 / 24

    $537

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    Villa Casa di Monte with private pool in Chianti

    Montespertoli villa
    6 BR / 4 BA / Sleeps 12 | Quick view

    Details

    Our VILLA CASA DI MONTE is a country-villa that dates back to the beginning of the XIX Century and that has been recently restored preserving the original structure of the house. The whole villa consists of 2 units, but we only rent the VILLA all together to a single group at a time, as in fact as a single villa, …
    • Wireless Internet
    • Fireplace
    • Washing Machine
    • Outdoor Dining Area
    • Central heating
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible
    1 / 17

    $134

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    Colonica panoramica Montespertoli nel Chianti

    Montespertoli farmhouse barn
    4 BR / 3 BA / Sleeps 8 | Quick view

    Details

    Casa colonica ex Tinaia ristrutturata in pietra, cotto e travi a vista in zona del Chianti Classico, vicina a Montespertoli, immersa nella campagna toscana, in una zona molto panoramica. A meno di mezz'ora da Firenze e vicina a Siena e San Gimignano, la casa fa parte di un complesso residenziale del 7000 costituito …
    • Washing Machine
    • Central heating
    • Deck
    • Grill
    • Linens Provided
    • Pet friendly - ask
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask
    1 / 21

    $77

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    Hotel IL MOLINO DEL PONTE. Appartamento 14

    Montespertoli resort
    21 BR / 1 BA / Sleeps 2 | Quick view

    Details

    Hotel Il Molino del Ponte si trova a Montespertoli, nel Chianti Toscana, in un posizione ideale per visitare tutte le città di arte come Firenze, Siena, Pisa, Luca, San Gimignano, Volterra... con 15 appartamenti vacanze e 6 camere, tutte arredate in stile toscano, con aria condizionata e inter WI-FI. Appartamento 14…
    • Shared outdoor pool (unheated)
    • Outdoor Dining Area
    • A/C or climate control
    • Garden
    • Grill
      1 / 24

      $56

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      La casa rossa

      Montespertoli townhouse
      4 BR / 2 BA / Sleeps 8 | Quick view

      Details

      Immerso nelle colline del Chianti si trova la Casa Rossa : Immobile composto da due appartamenti ; uno composto da una grande cucina soggiorno con camino funzionante, divano letto ed accesso alla terrazza, una camera matrimoniale una doppia e bagno con vasca Il secondo appartamento e' composto da cucina con zona …
      • Fireplace
      • Washing Machine
      • Balcony or terrace
      • Parking
      • Grill
      • Pet friendly
      • Smoking allowed
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible
      1 / 23

      Inquire for rates

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      Villa Leonardo

      Montespertoli villa
      6 BR / Sleeps 12 | Quick view

      Details

      A renovated farmhouse nestled on a private estate, Villa Leonardo charms with cozy interiors and lush garden. The 12 acre grounds provide peace, quiet and spectacular views of the countryside near Montespertoli, in the heart of Chianti, but Florence is just 30 minutes away. Take a break from it all in beautifully …
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask
      1 / 22

      Inquire for rates

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      Mezzola

      Montespertoli villa
      5 BR / Sleeps 10 | Quick view

      Details

      Located close to Florence and the highway, Mezzola makes the perfect base for day trips around Tuscany. After a day of exploring the region, you’ll be glad to return to this restored stone farmhouse, whose spacious rooms are elegantly furnished with antiques. A quiet location on a wine-producing estate and a stone-…
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Inquire for rates

      Book

      PODERE LE RONDINI

      Montespertoli villa
      13 BR / 14 BA / Sleeps 29 | Quick view
      Excellent1 Reviews

      Details

      Reviews

      (1)

      Our ancient master-house called COLONICA villa, has been recently restored originating a villa made of 9 bedrooms (of which 5 double-bedrooms and 4 rooms that can be used as triple-, twin- or double-bedrooms), 10 bathrooms (each one with shower, bidet, wc, basin; one is suitable for handicapped people), 2 large living…
      • Wireless Internet
      • Washing Machine
      • Outdoor Dining Area
      • Central heating
      • Balcony or terrace
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Fantastic Italian Vacation Resort

      Left on Apr 24, 2015 for a stay in April 2015

      My husband and I, along with our daughter’s family (4 adults, 3 children) spent a fantastic 7 days with Nicola and his family at Podere Le Rondini.

      Our accommodations in FIENILE COTTAGE were perfect for our group – 4 bedrooms (each with their own bath), 2 living rooms and 2 kitchens. We were amazed that this property is over 200 years but very tastefully renovated – like a 5 Star …


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