List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Florence Clear
  • Montespertoli Clear

Location

Montespertoli

  • Show all locations
  • Montagnana Val di Pesa (1)
  • Polvereto (6)
  • Trecento (8)

more +

less -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

Filters applied: Pets allowed (79)

32 of 79 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

from £79 / night

£549 - £600 / week

View

(4) Excellent 5/5 

1 / 20

Holiday home in Montespertoli

Province of Florence / Montespertoli

House / 2 Bedrooms / sleeps 4

  • Nearest beach 88 km
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning

Excellent 5/5 

Add to shortlist

from £79 / night

£549 - £600 / week

View

'Casetta' on the hill has splendid views. The hay barn is restored in Tuscany stile. Two bedrooms. The bathrooms have gold and red mosaic. Living and beautiful kitchen. Big terraces. The big oak offers shadow during hot days. Between Florence and Siena. There is WIFI, you can walk around the hill and there is plenty of culture in the surroundings.  …see more

from £54 / night

£376 - £427 / week

View

(1) Excellent 5/5 

1 / 18

Holiday b&b in Montespertoli

Province of Florence / Montespertoli

B&B / 1 Bedroom / sleeps 2

  • Nearest beach 88 km
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning

Excellent 5/5 

Add to shortlist

from £54 / night

£376 - £427 / week

View

'Casetta' on the hill has splendid views. The hay barn is restored in Tuscany stile. You have a bedroom and a living room. The private bathroom has gold mosaic. Basic Italian breakfast is included. The big oak offers shadow during hot days. Between Florence and Siena. There is WIFI, you can walk on the hill without seeing a car, there is a lot of culture to see nearby.  …see more

from £127 / night

£883 / week

View

(1) Excellent 5/5 

1 / 16

Montespertoli holiday apartment rental

Province of Florence / Montespertoli

Apartment / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £127 / night

£883 / week

View

Starting from Spring 2014, besides the flat in the Tower we can offer to our guests more accomodation in the newly restored apartments of the Winemaker and Farmhouse. Both furnished in the local country style of last century, using only antique furniture.  …see more

Featured properties

from £127 / night

£883 / week

View

(1) Excellent 5/5 

1 / 17

Apartment rental in Montespertoli

Province of Florence / Montespertoli

Apartment / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

Add to shortlist

from £127 / night

£883 / week

View

Starting from Spring 2014, besides the flat in the Tower, we can offer to our guests more accomodation in the newly restored apartments of the Winemaker and Farmhouse. Both furnished in the local country style of last century.  …see more

from £55 / night

£385 - £504 / week

View

(1) Excellent 5/5 

1 / 22

Holiday apartment with shared pool in Polvereto

Montespertoli / Polvereto

Apartment / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 67 km
  • Swimming pool
  • Ask owner if suitable for children

Excellent 5/5 

Add to shortlist

from £55 / night

£385 - £504 / week

View

Upon request,we can organize guided and personalized food & wine tours for individual or small groups around Florence and in the Tuscan countryside with minivan. Upon request we make bike-tours and trekking excursions in the country-side. We can organize hot-air-balloon rides between Florence, Siena or tandemflights with paraglider near Pisa.  …see more

from £48 / night

£331 - £382 / week

View

(1) Excellent 5/5 

1 / 16

Holiday apartment in Montespertoli

Province of Florence / Montespertoli

Apartment / 1 Bedroom / sleeps 4

  • Nearest beach 72 km
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

Add to shortlist

from £48 / night

£331 - £382 / week

View

A peaceful rural setting, quiet and private and yet close to Florence. Easy access to shopping and restaurants. Free private parking, fully equipped kitchen and free WIFI. Less than one hour from Siena, Pisa, Lucca, and the seacoast.  …see more

from £145 / night

£1015 - £1812 / week

View

1 / 23

Holiday villa with swimming pool in Polvereto

Montespertoli / Polvereto

Villa / 7 Bedrooms / sleeps 13

  • Nearest beach 88 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £145 / night

£1015 - £1812 / week

View

Villa with 7 bedrooms, 5000sqm private garden & pool in the heart of Chianti, Florence 40', Siena 48', Montespertoli 13', ideal starting point for visiting Tuscany. Free WI-FI, dining room with fireplace. Private property, very peaceful place for a relaxing holiday. Casale Il Poggiarello is surrounded by a big garden with tall trees, where there is a private outdoor pool.  …see more

from £70 / night

£490 - £871 / week

View

1 / 13

Holiday apartment rental

Province of Florence / Montespertoli

Apartment / 3 Bedrooms / sleeps 7

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £70 / night

£490 - £871 / week

View

This is the ideal place to relax amidst peaceful countryside. We offer you an ideal place for relaxation in unspoiled countryside. A location for a peaceful holiday with soft awakenings and spectacular sunsets. A friendly and unobstrusive welcome.  …see more

from £330 / night

£2306 - £3670 / week

View

1 / 37

Holiday villa with swimming pool in Montagnana Val di Pesa

Montespertoli / Montagnana Val di Pesa

Villa / 10 Bedrooms / sleeps 21

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning

Add to shortlist

from £330 / night

£2306 - £3670 / week

View

The villa, overlooking an ancient castle, stands in a panoramic position offering a magnificent view of the Tuscan countryside stretching as far as the eye can see. It's located in a strategic position at the centre of The triangle Florence Pisa and Sienna.  …see more

from £242 / night

£1691 - £7554 / week

View

1 / 21

Holiday villa with swimming pool in Polvereto

Montespertoli / Polvereto

Villa / 13 Bedrooms / sleeps 29

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £242 / night

£1691 - £7554 / week

View

Villa Florence, chianti villa, Tuscan villa, Florence Villa, wedding villa, wine tours, chianti farm, villa with swimming pool chianti, villa with swimming-pool, Horse Riding & Life in Tuscany, Chianti: TYPICAL TUSCAN DINNERS or BUFFETS (cooked upon request).  …see more

from £103 / night

£718 - £1160 / week

View

1 / 20

Holiday villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

Villa / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Add to shortlist

from £103 / night

£718 - £1160 / week

View

Private pool in exclusive use. Private fenced park with private gate and car-parking. Terrace with spectacular views and sunsets on valley. 2 bedrooms and 3 baths (with shower).  …see more

from £93 / night

£650 - £1095 / week

View

1 / 17

Trecento holiday apartment rental

Montespertoli / Trecento

Apartment / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Add to shortlist

from £93 / night

£650 - £1095 / week

View

Apartment in Chianti Florence LA ROCCA DI MONTALBINO Part of the property of LA ROCCA DI MONTALBINO  …see more

from £68 / night

£474 - £783 / week

View

1 / 20

Holiday apartment with shared pool in Polvereto

Montespertoli / Polvereto

Apartment / 1 Bedroom / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £68 / night

£474 - £783 / week

View

Private apartment in a farmhouse surrended by vineyards and olive trees, swimming pool, inside parking, outdoor furniture with barbaque too. Laundry. Air conditioning. WIFI Connection. Play Area. Tasting cellar and olive oil and wine sale from Piandaccoli vineyards. 20 Km from the center of Florence (25 minutes) - 17 Km from the airport of Florence (20 minutes)  …see more

from £90 / night

£628 - £1045 / week

View

1 / 20

Holiday apartment with shared pool, golf nearby in Polvereto

Montespertoli / Polvereto

Apartment / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

from £90 / night

£628 - £1045 / week

View

Private apartment in a farmhouse surrounded by vineyards and olive trees, swimming pool, inside parking, outdoor furniture with barbaque too. Laundry. Air conditioning. WIFI Connection. Play Area. Tasting cellar and olive oil and wine sale from Piandaccoli vineyards. Located just 25 minutes from the center of Florence  …see more

from £127 / night

£883 / week

View

1 / 4

Holiday farmhouse in Trecento

Montespertoli / Trecento

Farmhouse / 3 Bedrooms / sleeps 8

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £127 / night

£883 / week

View

A typical Tuscan farm in the Chianti region, surrounded by cypress hills, vineyards and olive-trees, with the most important cities of art and culture in Tuscany just one hour far. Large apartment with 3 bedrooms and kitchen, Garden and swimming pool.  …see more

from £44 / night

£303 - £540 / week

View

1 / 13

Montespertoli holiday apartment rental

Province of Florence / Montespertoli

Apartment / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Add to shortlist

from £44 / night

£303 - £540 / week

View

Stunning views, peaceful holiday, close to Tuscan art cities and charming mediavel villages,cosy and warm appartments, lots of information and suggestions to live a unforgettable experience in Tuscany It's a perfect place for those who enjoy walking  …see more

from £104 / night

£723 - £1015 / week

View

1 / 11

Holiday farmhouse rental

Montespertoli / Polvereto

Farmhouse / 3 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £104 / night

£723 - £1015 / week

View

The property is easily reach from airport of Florence and Pisa, only 35 km away. In addition, the location allows you to easily visit some of the most beautiful cities in Italy: Florence city (just 30 km), Pisa and Siena. Montespertoli, which is only couple of minutes walk, is a nice village, with restaurants, supermarket, cafes  …see more

from £72 / night

£500 - £728 / week

View

1 / 49

Montespertoli holiday apartment rental

Province of Florence / Montespertoli

Apartment / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Add to shortlist

from £72 / night

£500 - £728 / week

View

POSITION: The farmhouse is located in the Chianti region, in the center of Florence, Siena, San Gimignano and Vinci WINE TASTING & VISIT TO THE CELLARS: you can sample the prestigious wines of Tenuta Moriano as well as visit the vineyards and the cellars of the farm LOCATION: you will be immersed in a large park which can be admired in all its beauty thanks to the panorama  …see more

from £31 / night

£216 - £504 / week

View

1 / 12

Holiday villa accommodation

Province of Florence / Montespertoli

Villa / 2 Bedrooms / sleeps 5

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £31 / night

£216 - £504 / week

View

From the house you can easily visit the major Tuscan art cities and also all the small towns and villages that are nearby, they are so many that deserve at least a few hours of a small walk through the ancient streets of the historic centers to fully enjoy the sensation The house is provided with an armful garden so it's perfect for kids and for the people who love nature.  …see more

from £35 / night

£245 - £346 / week

View

1 / 11

Holiday apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

Apartment / 1 Bedroom / sleeps 2

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £35 / night

£245 - £346 / week

View

This is the ideal place to relax amidst peaceful countryside, and Its position is ideal for those who enjoy walking. The house is in the heart of Tuscany: 25 min. Florence 30 min. San Gimignano 20 min. Vinci 40 min. Siena and Pisa....  …see more

from £85 / night

£589 / week

View

1 / 19

Holiday farmhouse in Montespertoli

Province of Florence / Montespertoli

Farmhouse / 4 Bedrooms / sleeps 8

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £85 / night

£589 / week

View

La casa è realizzata in stile rustico toscano, immersa nel verde in zona panoramica, ideale per giorni di relax e divertimento all'aperto in compagnia di parenti ed amici. Vicina a Firenze e Siena, nella zona del Chianti, vicina ad Agriturismi e Aziende Vinicole. La casa è pota in posizione panoramica ideale per trascorrere una vacanza rilassante e rigenerante.  …see more

from £32 / night

£221 / week

View

1 / 9

Holiday b&b rental

Province of Florence / Montespertoli

B&B / 2 Bedrooms / sleeps 7

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £32 / night

£221 / week

View

B&b a gestione familiare nel Chianti,recentemente ristrutturato. Siamo vicini a tutte le maggiori città d'arte della Toscana. Dispone di una camera matrimoniale e una tripla, entrambe con bagno privato. Abbondante colazione, connessione internet WiFi, parcheggio privato  …see more

from £65 / night

£449 - £670 / week

View

1 / 18

Apartment rental in Montespertoli

Province of Florence / Montespertoli

Apartment / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Add to shortlist

from £65 / night

£449 - £670 / week

View

3-room apartment in the heart of Tuscany with free WiFi, swimming pool and amazing panorama  …see more

from £70 / night

£486 - £809 / week

View

1 / 24

Barn rental in Montespertoli with golf nearby

Province of Florence / Montespertoli

Barn / 2 Bedrooms / sleeps 5

  • Nearest beach 55 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Add to shortlist

from £70 / night

£486 - £809 / week

View

La casa completamente autonoma per i nostri ospiti internazionali consente lora la più totale tranquillità e sicurezza in quanto nella casa accanto risiede la nostra famiglia.Il paesaggio è strepitoso .Cucina toscana, agricoltura, chianti e olio extra vergine.  …see more

from £74 / night

£515 - £818 / week

View

1 / 11

Holiday townhouse with shared pool in Montespertoli

Province of Florence / Montespertoli

Townhouse / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Add to shortlist

from £74 / night

£515 - £818 / week

View

At Podere Casanova Arrive as a guest, leave as a friend. Thanks to the great position of Podere Casanova, you can easily reach Florence (Firenze 22km) and the other main Tuscan town – Pisa (50 km), Siena (40 km), San Gimignano (28 km), Volterra (45 km), Vinci (25 km) Every saturday welcome buffet free and Every Wednsday Pizza Party.  …see more

from £43 / night

£295 - £442 / week

View

1 / 18

Holiday chalet with shared pool in Montespertoli

Province of Florence / Montespertoli

Chalet / 1 Bedroom / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £43 / night

£295 - £442 / week

View

Accogliente Chalet situato nel suggestivo giardino di un'antica Villa padronale con piscina. Ideale per due persone, oppure per una famiglia con bambini. Lo Chalet è composto da due stanze, di cui una camera matrimoniale e un soggiorno-cucina. Bagnetto con doccia. All'esterno dello Chalet c'è una pergola coperta con tavolo e sedie. Barbeque. Parcheggio privato. Piscina.  …see more

from £103 / night

£716 - £1003 / week

View

1 / 18

Holiday home in Montespertoli

Province of Florence / Montespertoli

House / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £103 / night

£716 - £1003 / week

View

Independent typical Tuscan building of 85 m2 surrounded by olive trees and cypresses, with loggia (outside terrace), private garden for sunbathing.  …see more

from £93 / night

£645 - £1087 / week

View

1 / 20

Holiday villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

Villa / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning

Add to shortlist

from £93 / night

£645 - £1087 / week

View

Private pool in exclusive use. Private fenced park with private car-parking. Furnished patio on private garden. 2 bedrooms and 2 baths (with shower).  …see more

from £123 / night

£856 - £1229 / week

View

1 / 16

Holiday farmhouse in Montespertoli

Province of Florence / Montespertoli

Farmhouse / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Add to shortlist

from £123 / night

£856 - £1229 / week

View

Castle in Montespertoli with 3 bedrooms sleeps 6  …see more

from £36 / night

£247 - £317 / week

View

1 / 9

Holiday b&b rental

Province of Florence / Montespertoli

B&B / 15 Bedrooms / sleeps 36

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £36 / night

£247 - £317 / week

View

Country hotel near Florence, winery chianti, restaurant, rooms, pool, garden, wedding in tuscany.  …see more

from £173 / night

£1207 - £2211 / week

View

1 / 24

Montespertoli holiday villa rental

Province of Florence / Montespertoli

Villa / 4 Bedrooms / sleeps 10

  • Nearest beach 67 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

from £173 / night

£1207 - £2211 / week

View

Elegant modern villa in central Tuscany, at the centre of the triangle formed by Siena, Florence and Pisa. Two swimming pools (one for children), Internet connection, children's playground. Tennis club, riding stable and golf club nearby.  …see more

from £81 / night

£566 - £885 / week

View

1 / 16

Holiday farmhouse with shared pool in Montespertoli

Province of Florence / Montespertoli

Farmhouse / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Add to shortlist

from £81 / night

£566 - £885 / week

View

Castle in Montespertoli with 3 bedrooms sleeps 6  …see more
first

Also consider

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page