The 10 best holiday rentals in Montespertoli, Italy | Booking.com
Skip to main content

Holiday Rentals in Montespertoli

Find the holiday rentals that appeal to you the most

The best holiday rentals in Montespertoli

Check out our pick of great holiday rentals in Montespertoli

Filter by:

Review score

Podere Sanripoli

Montespertoli

Offering a garden and garden view, Podere Sanripoli is located in Montespertoli, 30 km from Santa Maria Novella and 30 km from Pitti Palace.

L
Leather
From
Netherlands
Its a super nice family of Olive growers who are kind and friendly
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 114 reviews
Price from
US$138.84
1 night, 2 adults

Podere Casanova

Montespertoli

Housed in a historic building, the recently renovated Podere Casanova features accommodation with an infinity pool and free WiFi. This farm stay provides free private parking and luggage storage...

C
Christophe
From
Belgium
The environment, the staff (we feel that they love their job, close to a lot of main towns/cities, beautiful landscapes, swimming pool
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 282 reviews
Price from
US$271.97
1 night, 2 adults

B&B Il Poggetto

Montespertoli

Situated just 30 km from Piazzale Michelangelo, B&B Il Poggetto features accommodation in Montespertoli with access to pool with a view, a garden, as well as bicycle parking.

J
James
From
United States
Breakfast was amazing. Hosts are wonderful and so kind.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 18 reviews
Price from
US$221.68
1 night, 2 adults

Nido di Rondine

Montespertoli

Located in Montespertoli and only 30 km from Piazzale Michelangelo, Nido di Rondine provides accommodation with garden views, free WiFi and free private parking.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews
Price from
US$221.68
1 night, 2 adults

Tenuta Moriano

Montespertoli

Situated just 34 km from Piazzale Michelangelo, Tenuta Moriano offers accommodation in Montespertoli with access to an open-air bath, barbecue facilities, as well as luggage storage space.

N
Nicole
From
Australia
Private, beautiful outlook, incredibly friendly family run accommodation. Wanted to stay longer but they were booked out. Their wine is also delicious. Would definitely recommend this place to anyone wanting a friendly serene authentic Italian experience. Oh and the pool is very refreshing and large.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 379 reviews
Price from
US$72.46
1 night, 2 adults

Podere Dell'Anselmo

Montespertoli

The Podere dell'Anselmo is a small farmhouse offering independent apartments, an on-site swimming pool, horseback riding facilities, wine tasting and a cooking school.

L
LBuys777
From
South Africa
What a spectacular location! Fabrizio and his staff were very friendly, and it felt just like home. The breakfast was lovely, and the dinner we had on our last night was delicious. We also enjoyed a bottle of Fabrizio's wine, which was thoroughly delightful. We will definitely stay here again!
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 350 reviews
Price from
US$152.31
1 night, 2 adults

Fattoria la Gigliola - La Terrazza

Montespertoli

Located 30 km from Piazzale Michelangelo, Fattoria la Gigliola - La Terrazza has an outdoor pool, free WiFi, and free private parking for guests who drive.

Scored out of 10, guest rating 7.2
Good - What previous guests thought, 7 reviews
Price from
US$721.53
1 night, 2 adults

il Gallo

San Casciano in Val di Pesa (Near Montespertoli)

Situated in San Casciano in Val di Pesa, 18 km from Pitti Palace and 19 km from Strozzi Palace, il Gallo offers air conditioning.

A
Alexandru
From
Belgium
It had everything we needed. I loved the bathroom, the bed is very wide and comfortable,the kitchen is good equiped, a balcony where you can drink your morning coffee. The host is very nice and helpful.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 106 reviews
Price from
US$94.51
1 night, 2 adults

B&B Le Dimore Mezza Costa

San Casciano in Val di Pesa (Near Montespertoli)

Surrounded by the Tuscan countryside in the Chianti region, B&B Le Dimore Mezza Costa features views over the Pesa' river valley. This property offers free WiFi.

J
Jane
From
Australia
A lovely B & B run by a wonderful couple, Pasquale and his wife. Beautiful breakfast including home made cakes and jams.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 442 reviews
Price from
US$287.72
1 night, 2 adults

Castello di Bibbione

San Casciano in Val di Pesa (Near Montespertoli)

Set in its own large garden with views of the Chianti hills, Castello di Bibbione offers an outdoor swimming pool. Accommodation has free Wi-Fi and rooms with a satellite flat-screen TV.

P
Patrik
From
Slovakia
Experience better than expected.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 438 reviews
Price from
US$120.88
1 night, 2 adults
All holiday rentals in Montespertoli

Most booked holiday rentals in Montespertoli and surroundings in the past month

See all

Highly rated holiday rentals in Montespertoli and nearby

  • Casanova

    Scandicci
    8.0+ review score
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 413 reviews

    Boasting garden views, Casanova offers accommodation with patio, around 18 km from Santa Maria Novella. This farm stay has a private pool, a garden and free private parking.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 45 reviews

    Offering a garden and garden view, La Casa delle Rondini is located in Montelupo Fiorentino, 25 km from Pitti Palace and 25 km from Strozzi Palace.

    From US$145.84 per night
  • Il Poggio B&B

    Ginestra
    8.0+ review score
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 322 reviews

    Set in Ginestra and only 19 km from Santa Maria Novella, Il Poggio B&B offers accommodation with mountain views, free WiFi and free private parking.

    From US$114.05 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 25 reviews

    Boasting a garden, plunge pool and garden views, Charming Self House is situated in San Casciano in Val di Pesa.

    From US$1,038.41 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 68 reviews

    Situated in Lastra a Signa, 21 km from Fortezza da Basso - Convention Center and 21 km from Santa Maria Novella, Bilocale alla Ginestra features spacious air-conditioned accommodation with a balcony...

    From US$124.38 per night
  • Casa Rossa

    Polvereto
    8.0+ review score
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 37 reviews

    Boasting garden views, Casa Rossa provides accommodation with a garden and a balcony, around 30 km from Piazzale Michelangelo. Guests can benefit from a terrace and an outdoor fireplace.

    From US$208.42 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 442 reviews

    Surrounded by the Tuscan countryside in the Chianti region, B&B Le Dimore Mezza Costa features views over the Pesa' river valley. This property offers free WiFi.

    From US$119.42 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 563 reviews

    Surrounded by peaceful vineyards and olive groves, Relais Poggio Borgoni offers an outdoor pool and a traditional restaurant, 25 km south of historic Florence.

    From US$187.88 per night

Enjoy breakfast in Montespertoli and nearby

  • La Medialuna

    Montespertoli
    Breakfast options
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 12 reviews

    Located in Montespertoli in the Tuscany region, La Medialuna features a patio. The property is situated 29 km from Santa Maria Novella, 30 km from Pitti Palace and 30 km from Strozzi Palace.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 20 reviews

    Featuring garden views, Appartamento La Chicchera features accommodation with a garden and a patio, around 31 km from Santa Maria Novella.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 16 reviews

    Set in Montespertoli, 28 km from Piazzale Michelangelo, Casa Chiantishire has a garden, parking on-site and rooms with free WiFi access. With garden views, this accommodation offers a terrace.

  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 12 reviews

    Featuring an infinity pool and views of garden, Agriturismo Le Ginestruzze is a farm stay situated in a historic building in Montespertoli, 28 km from Piazzale Michelangelo.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 114 reviews

    Offering a garden and garden view, Podere Sanripoli is located in Montespertoli, 30 km from Santa Maria Novella and 30 km from Pitti Palace.

    From US$143.80 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 61 reviews

    29 km from Piazzale Michelangelo, Tuscan Orchard is a recently renovated property located in Montespertoli and provides air-conditioned rooms with free WiFi and private parking.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 1,017 reviews

    Offering free WiFi throughout the property, air-conditioned rooms with Tuscan-style décor and a panoramic swimming pool overlooking 3 castles, Le Mandrie di Ripalta is located 3 km from Montespertoli,...

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Boasting garden views, Agriturismo La Capanna provides accommodation with a garden and a terrace, around 29 km from Piazzale Michelangelo.

These holiday rentals in Montespertoli and nearby have options with free cancellation

  • Fattoria la Gigliola - La Limonaia

    Montespertoli
    Free cancellation options available
    Scored out of 10, guest rating 5.3
    Passable - What previous guests thought, 3 reviews

    Situated 30 km from Piazzale Michelangelo, Fattoria la Gigliola - La Limonaia features an outdoor pool, free WiFi, and free private parking for guests who drive. 31 km from Pitti Palace and 32 km from...

    From US$412.31 per night
  • Fattoria la Gigliola - Il Fattore

    Montespertoli
    Free cancellation options available
    Scored out of 10, guest rating 5.5
    Passable - What previous guests thought, 4 reviews

    Set 30 km from Piazzale Michelangelo, Fattoria la Gigliola - Il Fattore features an outdoor pool, free WiFi, and free private parking for guests who drive. 31 km from Pitti Palace and 32 km from...

    From US$541.15 per night
  • Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 119 reviews

    Housed in a historic building, the recently renovated Agriturismo La Valle A Polvereto provides accommodation with pool with a view and free WiFi.

    From US$131.50 per night
  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 5 reviews

    Situated in San Casciano in Val di Pesa, in a historic building, 19 km from Piazzale Michelangelo, la Torretta di Villa Borri Chianti Classico is an apartment with pool with a view and open-air bath.

    From US$291.69 per night
  • Tenuta i Massini

    Empoli
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 106 reviews

    Set 36 km from Fortezza da Basso - Convention Center, Tenuta i Massini offers accommodation with a patio, as well as a seasonal outdoor swimming pool and an open-air bath.

    From US$149.34 per night
  • Casale del Vacanziere

    Certaldo
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 89 reviews

    Situated in Certaldo, 38 km from Piazzale Michelangelo, Casale del Vacanziere features accommodation with pool with a view, free private parking, a fitness centre and an indoor pool.

    From US$93.34 per night
  • Castello di Bibbione

    San Casciano in Val di Pesa
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 438 reviews

    Set in its own large garden with views of the Chianti hills, Castello di Bibbione offers an outdoor swimming pool. Accommodation has free Wi-Fi and rooms with a satellite flat-screen TV.

    From US$174.43 per night
  • La casina al Bargino

    Bargino
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 81 reviews

    Boasting air-conditioned accommodation with a patio, La casina al Bargino is set in Bargino. This property offers access to a balcony, free private parking and free WiFi.

    From US$145.84 per night

Holiday Rentals with swimming pools in Montespertoli and nearby

  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 3 reviews

    Situated 30 km from Piazzale Michelangelo, Fattoria la Gigliola - Il Frantoio features an outdoor pool, free WiFi, and free private parking for guests who drive. 31 km from Pitti Palace and 32 km from...

    From US$272 per night
  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 10 reviews

    Set in Montespertoli in the Tuscany region and Piazzale Michelangelo reachable within 31 km, Podere Casato Hills View, Pool, Wifi Tuscany offers accommodation with free WiFi, barbecue facilities, pool...

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 113 reviews

    Located in Montespertoli, 31 km from Piazzale Michelangelo, Villa la torre provides accommodation with an infinity pool, free private parking, an open-air bath and a garden.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 219 reviews

    Casa Vacanze Rondini Blu is situated in Montespertoli and has a pool with a view and pool views. Boasting full-day security, this property also provides guests with a sun terrace.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 18 reviews

    Boasting air-conditioned accommodation with a balcony, Borgo Filicardo is situated in Montespertoli. This property offers access to a terrace, table tennis, free private parking and free WiFi.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 12 reviews

    Featuring air-conditioned accommodation with a balcony, Agriturismo Casale Ugolini is located in Montespertoli. A hot tub and a bicycle rental service are available for guests.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 81 reviews

    Situated in Montespertoli, Turignano Apartment features a garden, seasonal outdoor pool, and barbecue. Florence is 22 km away. Residence Turignano also includes a sun terrace.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 57 reviews

    Set on Aliano Hill in a 7000-m² park filled with ancient cypress trees, Villa La Cappella dates back to the 12th century. It features 1 outdoor heated pool with views of the Chianti countryside.

FAQ about holiday rentals in Montespertoli

Holiday rentals that guests love in Montespertoli

See all
  • Avg. price/night: US$138.84
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 80 reviews
    Amazing view and villa with balcony views for cypresses and hills! Meditation!
    Guest review by
    Svitlana
    Young couple
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 278 reviews
    Wow, amazing stay! This villa is located in the picturesque part of Tuscany, views towards the fields and the villa is equipped with a beautiful pool, hammocks, chairs, beautiful rooms, lots of green grass, bbq’s, table tennis, and a lot more. The staff is just amazing, polite and knowledgable. The breakfast is delicious and well worth the money. Florence is fairly close by (take the tramway) and Sienna and Sam Gimignano are an easy drive. I highly recommend this place.
    Guest review by
    Zlatko
    Young couple
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 57 reviews
    Our hosts Paola and Anthony were warm, helpful and friendly. They went out of their way to help us book restaurants and plan our tour itinerary. The grounds and swimming pool were a delight. Peaceful surroundings and so picturesque. Breakfast was a banquet and our meals at the villa were delicious. A great experience. We highly recommend this villa. It's more than just a bed!
    Guest review by
    ELIZABETH
    Young couple
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 219 reviews
    Rest and beautiful spaces and the villa was so beautiful
    Guest review by
    Patti
    Group
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 233 reviews
    Great village. Nice pool. Great owner and her friendly dogs. The vinery is really impressive, wine good. Rooms had everything what is important - fits in the location. Received the babybed for our daughter for free - that was pleasant. Perfect for people with small kids. 2 really nice restaurants with top view.
    Guest review by
    Ondra B
    Family with young children
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review
    The villa is beautiful and well equipped. It is a 10-minute drive to a nearby town, and a 20-minute train ride to Florence. The kitchen in the villa is extremely well equipped, there are many glasses, plates and utensils, the table is also big enough for 8 people. The exterior is neat. All rooms have a large bed with an attached bathroom. The owner Lorenzo is very friendly and helpful. Due to lower temperatures and rain at night, it was cold in the villa on the first night, so we arranged for heating.
    Guest review by
    Mateja
    Solo traveller