The 10 best vacation rentals in Montespertoli, Italy | Booking.com
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Vacation Rentals in Montespertoli

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The best vacation rentals in Montespertoli

Check out our selection of great vacation rentals in Montespertoli

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Podere Sanripoli

Montespertoli

Podere Sanripoli offers accommodations in Montespertoli, 19 miles from Strozzi Palace and 19 miles from Santa Maria Novella.

V
Valeriya
From
Netherlands
A beautiful home surrounded by nature, with warm and welcoming hosts. We ended up here by chance, but we’re so glad we did — it turned out to be one of the highlights of our trip.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 115 reviews
Price from
$138.29
1 night, 2 adults

Podere Casanova

Montespertoli

Housed in a historic building, the recently renovated Podere Casanova features accommodations with an infinity pool and free Wifi.

R
Ran
From
Israel
Great breakfast which served to your room, the pool was a lot of fun and the view was amazing.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 283 reviews
Price from
$270.89
1 night, 2 adults

B&B Il Poggetto

Montespertoli

B&B Il Poggetto offers accommodations in Montespertoli, 19 miles from Santa Maria Novella and 19 miles from Pitti Palace.

M
Mathews
From
United States
Located in a beautiful setting, with amazing views from the windows. Hosts were exceptionally kind, and helpful. Quality of breakfast was very good with organic products, often sourced locally. They can also provide dinner for a very reasonable rate. We had a dinner, food was simple yet delicious and a great memory in Tuscany.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 18 reviews
Price from
$220.80
1 night, 2 adults

Nido di Rondine

Montespertoli

Nido di Rondine offers accommodations in Montespertoli, 21 miles from Pitti Palace and 21 miles from Strozzi Palace.

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 7 reviews
Price from
$220.80
1 night, 2 adults

Tenuta Moriano

Montespertoli

Featuring inner courtyard views, Tenuta Moriano in Montespertoli offers accommodations, an open-air bath, and barbecue facilities.

K
Keil
From
Canada
The host really conveyed her passion for wine making and went the extra mile to make sure our stay was perfect. Thanks Natalia !
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 377 reviews
Price from
$72.17
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.

M
McKenzie
From
Italy
An absolutely wonderful place to stay in Chianti! We hope to be back soon! The staff and property (& wine) were all fabulous. The restaurant on site was wonderful as well! We didn’t have any problems with check out like past reviews have stated. Highly recommend!
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 352 reviews
Price from
$151.70
1 night, 2 adults

Fattoria la Gigliola - La Terrazza

Montespertoli

Fattoria la Gigliola - La Terrazza is located in Montespertoli, just 19 miles from Pitti Palace and 20 miles from Strozzi Palace.

B
Barbara
From
United States
We enjoyed our stay and the area was beautiful.
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 7 reviews
Price from
$718.65
1 night, 2 adults

il Gallo

San Casciano in Val di Pesa (Near Montespertoli)

Il Gallo is located in San Casciano in Val di Pesa, just 12 miles from Strozzi Palace and 12 miles from Santa Maria Novella. The air-conditioned accommodation is 11 miles from Pitti Palace.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 105 reviews
Price from
$94.13
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.

T
Terri
From
Canada
Everything. The accommodation, the view, the hosts are amazing, breakfast was all home made and delicious. Definitely will go back.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 438 reviews
Price from
$286.57
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. Accommodations has free Wi-Fi and rooms with a satellite flat-screen TV.

D
Diedam
From
United States
Our stay at the Castello was incredible! The property is spectacular! Our apartment was super specious, well decorated and very clean. It had 2 bedrooms, 2 bathrooms, living room with a fireplace and a kitchen. It also had a huge backyard. The staff was very attentive and friendly and breakfast was delicious! We would love to go back during the summer to enjoy the pool and walk around admiring the beautiful landscape and marvelous views!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 438 reviews
Price from
$120.39
1 night, 2 adults
All vacation rentals in Montespertoli

Most booked vacation rentals in Montespertoli and surrounding area in the past month

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Enjoy breakfast in Montespertoli and nearby

  • Il Poggio B&B

    Ginestra
    Breakfast options
    Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 321 reviews

    Offering garden views, Il Poggio B&B in Ginestra features accommodations and a shared lounge.

    From $122.02 per night
  • Torre Rasa

    Borsecchio
    Breakfast options
    Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 188 reviews

    Offering garden views, Torre Rasa in Borsecchio provides accommodations, a terrace, and a bar. There's a private entrance at the condo hotel for the convenience of those who stay.

    From $176.64 per night
  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 567 reviews

    Surrounded by peaceful vineyards and olive groves, Relais Poggio Borgoni offers an outdoor pool and a traditional restaurant, 16 mi south of historic Florence.

    From $193.36 per night
  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 557 reviews

    Tenuta Massabò offers a hot tub and beauty services, as well as air-conditioned accommodations in San Casciano in Val di Pesa, 12 miles from Piazzale Michelangelo.

    From $138.29 per night
  • La Medialuna

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

    La Medialuna is located in Montespertoli, just 18 miles from Santa Maria Novella and 18 miles from Pitti Palace. This apartment provides accommodations with a patio.

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

    Offering a garden, Appartamento La Chicchera offers accommodations in Montespertoli. This property offers access to a balcony, free private parking, and free Wifi.

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

    Offering a garden, Casa Chiantishire offers accommodations in Montespertoli. Both free Wifi and parking on-site are available at the guest house free of charge.

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

    Offering garden views, Agriturismo Le Ginestruzze in Montespertoli provides accommodations, an open-air bath, a garden, and barbecue facilities.

Highly rated vacation rentals in Montespertoli and nearby

  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 43 reviews

    La Casa delle Rondini is located in Montelupo Fiorentino, just 15 miles from Santa Maria Novella and 15 miles from Pitti Palace.

    From $145.26 per night
  • Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 25 reviews

    Offering a garden, Charming Self House offers accommodations in San Casciano in Val di Pesa. This property offers access to a patio, table tennis, free private parking, and free Wifi.

    From $324.23 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 68 reviews

    A recently renovated bed and breakfast, Bilocale alla Ginestra offers accommodations in Lastra a Signa. This bed and breakfast features air-conditioned accommodations with a balcony and free Wifi.

    From $123.88 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

    Featuring a garden, Casa Rossa provides accommodations in Polvereto. Guests can benefit from a terrace and an outdoor fireplace.

    From $234.74 per night
  • Tenuta i Massini

    Empoli
    8.0+ review score
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 105 reviews

    Tenuta i Massini in Empoli provides accommodations with a seasonal outdoor swimming pool, an open-air bath, and a garden.

    From $225.45 per night
  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 89 reviews

    Featuring garden views, Casale del Vacanziere in Certaldo offers accommodations, an open-air bath, a garden, and barbecue facilities. This property offers a pool with a view and free private parking.

    From $92.97 per night
  • Scored out of 10, guest rating 9.1
    Wonderful - 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. Accommodations has free Wi-Fi and rooms with a satellite flat-screen TV.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 7 reviews

    Podere Vergianoni con piscina e vista mozzafiato is a recently renovated apartment in Tavarnelle Val di Pesa where guests can make the most of its pool with a view, open-air bath, and garden.

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

  • Fattoria la Gigliola - Il Fattore

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

    Fattoria la Gigliola - Il Fattore offers accommodations in Montespertoli, 19 miles from Pitti Palace and 20 miles from Strozzi Palace. 18 miles from Piazzale Michelangelo and 19 miles from Santa Maria...

    From $487.66 per night
  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 6 reviews

    12 miles from Piazzale Michelangelo in San Casciano in Val di Pesa, la Torretta di Villa Borri Chianti Classico provides accommodations with access to an open-air bath.

  • Tuscan Orchard

    Montespertoli
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 60 reviews

    Tuscan Orchard is a recently renovated guest house in Montespertoli where guests can make the most of its garden and terrace. 18 miles from Piazzale Michelangelo and 19 miles from Santa Maria Novella,...

  • Le Mandrie di Ripalta

    Montespertoli
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 1,028 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 1.9 mi from...

    From $302.26 per night
  • Agriturismo La Capanna

    Montespertoli
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Offering a garden, Agriturismo La Capanna features accommodations in Montespertoli. With garden views, this accommodation provides a terrace.

  • Villa Milani - Tenuta la Gigliola

    Montespertoli
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 4 reviews

    Villa Milani - Tenuta la Gigliola offers accommodations in Montespertoli, 20 miles from Pitti Palace and 20 miles from Strozzi Palace. 18 miles from Piazzale Michelangelo and 19 miles from Santa Maria...

    From $1,668.30 per night
  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 10 reviews

    Podere Casato Hills View, Pool, Wifi Tuscany offers accommodations in Montespertoli, 19 miles from Strozzi Palace and 19 miles from Santa Maria Novella.

  • Villa la torre

    Montespertoli
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 112 reviews

    Providing garden views, Villa la torre in Montespertoli provides accommodations, an open-air bath, and barbecue facilities. This property offers a pool with a view and free private parking.

FAQ about vacation rentals in Montespertoli

Vacation Rentals That Guests Love in Montespertoli

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  • Avg. price/night: $161.53
    Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 80 reviews
    Amazing view and villa with balcony views for cypresses and hills! Meditation!
    Guest review by
    Svitlana
    Young couple
  • Avg. price/night: $167.34
    Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 276 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 9.2
    Wonderful - What previous guests thought, 180 reviews
    Beautiful villa in the heart of Tuscany. 40 minutes by car to Florence and 1 hour to Siena. Host is amazing. Special thanks to Mariana and her home made yougurt and apple jam. We arrived vary late at 3 at night due to flight delay and the host made us very quick check-in, thanks for it.
    Guest review by
    Andrei Iurkovski
    Young couple
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 61 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
    Wonderful - What previous guests thought, 215 reviews
    Rest and beautiful spaces and the villa was so beautiful
    Guest review by
    Patti
    Group
  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 232 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 traveler