Accommodations in Montespertoli near Florence

Montespertoli is one of the largest municipality of the province of Florence, which is only about 20 kms far from. It borders some of the most important geographical areas of Tuscany, such as Val di Pesa, Val d’Elsa and Chianti; to be more precise, since a few time part of the Chianti zone has been named Montespertoli, including those lands of Montespertoli that are aimed to the production of the renowned red wine. There’s also a celebration dedicated to its most famous local product taking place from the last Saturday of May till the first Sunday of June, called Mostra Mercato del Vino Chianti (literally, Exhibition market of Chianti Wine), supposed to promote this local wine variety. Recently, a great flow of people has moved from Florence to Montespertoli looking for a better lifestyle far away from the city chaos (but at the same time close by and easily reachable) and a great number of rural accommodation has popped up in the territory as well, offering a varied offer to all green tourist searching for relax and proximity to the Renaissance art homeland.

50 Properties found: List of lodgings in Montespertoli

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Villa Le TorriAdd to
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  • Apartments: 9
  • Sleeps: 26
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 530 to € 1220

Typical country holiday home in the hills of Chianti, 20 km from Florence. The villa offers 9 apartments in Tuscan rustic style and a beautiful swimming pool set in a large Mediterranean garden.

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Villa il PoggialeAdd to
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  • Apartments: 1
  • Rooms: 24
  • Sleeps: 48
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 80 to € 400

Charming villa B&B situated a stone's throw away from Florence and Siena, offering guests a warm welcome, relaxing atmosphere and attentive staff. Surrounded by breathtaking views, it has a panoramic pool, Spa and restaurant for guests only.

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Borgo della MelianaAdd to
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  • Apartments: 22
  • Sleeps: 100
  • Location: Gambassi Terme (Countryside)

Surrounded by the best Tuscan scenery, Borgo della Meliana vacation apartments & villa rental are the ideal base for your holidays. Vineyards, spacious gardens, a double pool, spa & playgrounds: it is perfect for families, couples & destination weddings

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Villa FillinelleAdd to
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  • Apartments: 1
  • Rooms: 3
  • Sleeps: 12
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 180 to € 300

Spacious gardens, lush decor & stunning views.This luxury medieval Villa offers two perfect solutions for your holiday near Chianti & Florence. Choose one of the 4 charming B&B rooms or the entire villa for a deluxe holiday rental.

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Marignolle Relais & CharmeAdd to
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  • Rooms: 10
  • Sleeps: 20
  • Location: Florence (Countryside)
  • Daily price: From € 145 to € 290

Deluxe relais in the hills surrounding Florence, only 3 km from the city center. The ideal base for your Tuscan vacation: elegant rooms, panoramic pool, attentive staff and easy access to restaurants, shops & museums

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Candida's Chianti HouseDirect
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  • Rooms: 3
  • Sleeps: 6
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 80 to € 95

Only a short distance from the bustle of the city Florence, this B&B is nestled in middle of a relaxing green garden overlooking the Chianti countryside. A warm welcome awaits you with clean fresh air, a restful decor and home cooked meals.

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Castello SonninoDirect
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  • Apartments: 1
  • Sleeps: 5
  • Location: Montespertoli (Countryside)
  • Daily price: From € 300
  • Weekly price: From € 1800

The elegant apartment is located in the Tuscan countryside in Chianti a few minutes from Florence. It was renovated respecting the old traditional Tuscan style mixed with modern design and amenities to make your stay comfortable.

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Villa TizianaDirect
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  • Sleeps: 13
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 2000 to € 2300

Located within walking distance of restaurants & shops, this spacious family rental villa is comprised 5 bedrooms & 5 bathrooms. The fully restored Tuscan farmhouse features internet, private pool, panoramic terrace and is close to restaurants & shops.

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Villa Il TurcoDirect
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  • Rooms: 5
  • Sleeps: 10
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 3500 to € 4500

The prestigious 16th century Villa features 5 spacious bedrooms for families & groups of up to 10 persons near Florence, San Gimignano, and Montespertoli. Large gardens, private pool, modern amenities & wine tastings.

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Candida's Garden Guest HouseDirect
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  • Apartments: 1
  • Rooms: 2
  • Sleeps: 4
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 120 to € 150

Enjoy exploring Chianti & Tuscany with this self-catering apartment as your base in the Chianti wine region. Perfect for up to 4 guests, the 2-bedroom, 2-bath flat is surrounded by vineyards, has its own outdoor dining space, parking and kitchen.

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La CanigianaDirect
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  • Apartments: 2
  • Sleeps: 6
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 90 to € 300
  • Weekly price: From € 630 to € 2100

These two self-catering apartments at Agriturismo La Canigiana, are perfect for couples, small families or can be combined for groups of up to 6 persons. With a private pool, fabulous views this will be your favorite holiday accommodation.

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Residenza Le Sante MarieDirect
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  • Apartments: 2
  • Sleeps: 8
  • Location: Impruneta (Countryside)
  • Daily price: From € 50 to € 70
  • Weekly price: From € 280 to € 420

This residence in Chianti offers 2 vacation rental apartments strategically located about 12km from Florence. The apartments are surrounded by Chianti vineyards and pine woods, with its own spacious garden and can be rented together for a family.

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Villa La FonteDirect
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  • Rooms: 7
  • Sleeps: 14
  • Location: Gambassi Terme (Countryside)
  • Weekly price: From € 5300 to € 8100

Located in the Florence countryside, Villa La Fonte, is perfectly placed to reach all of Tuscany. The 7 bedroom accommodation is ideal for groups of 10 to 14 persons with a spectacular pool & outdoor dining area with pizza oven

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Casa Vacanze SoleadoDirect
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  • Rooms: 5
  • Sleeps: 10
  • Location: Gambassi Terme (Countryside)
  • Weekly price: From € 2000 to € 3950

In the Florentine countryside, this restored 5 bedroom vacation villa rental offers WiFi, SAT TV, private pool & fabulous panoramic views. The ideal local in the tranquil countryside of Chianti for a vacation with family & friends.


Montrogoli Holiday HomeDirect
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  • Rooms: 6
  • Sleeps: 12
  • Location: San Casciano in Val di Pesa (Countryside)
  • Weekly price: From € 670 to € 4000

Spacious and luminous vacation rental only a short distance from Florence promises beautiful views, comfortable rooms, garden & BBQ space as well as a delightful experience. Montrogoli is close to everything you want to see in Tuscany.

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Nuvola sul PratoDirect
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  • Apartments: 1
  • Sleeps: 4
  • Location: Florence (Countryside)
  • Daily price: From € 70
  • Weekly price: From € 450

Nestled in a small town just outside the busy borders of Florence, this one bedroom vacation rental is a tranquil and restful oasis for couples or a small family. Close to shops, markets & restaurants, the holiday rental is the ideal base near Florence

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A Casa di DanteDirect
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  • Apartments: 1
  • Rooms: 2
  • Sleeps: 5
  • Location: Impruneta (Countryside)
  • Daily price: From € 60 to € 200

Located in the hills just 9 km from Florence, the apartment offers the chance to relax in complete autonomy. Enjoy the beautiful pool & gazebo with panoramic views, where you can experience Tuscan life in Tuscan countryside.

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Casa NigroDirect
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  • Rooms: 3
  • Sleeps: 5
  • Location: Scandicci (Countryside)
  • Daily price: From € 50 to € 70

This beautiful b&b is close to Florence, immersed in the beautiful nature surrounding the city. It consists of three comfortable and cozy rooms, perfect if you want to visit Florence being based in a quiet country house.

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Podere Villa BassaOnline
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  • Apartments: 2
  • Sleeps: 18
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 1190 to € 2270

Less than 35km to the historic center of Florence, Podere Villabassa is comprised of two large apartments that combine to create a villa for up to 14-18 persons. The holiday rental features a stupendous vista, terraces, hot tub, pool & comfortable decor

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Castello di FezzanaOnline
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  • Rooms: 10
  • Location: Montespertoli (Countryside)
  • Daily price: From € 40

This ancient castle offer large apartments, equipped with modern comforts and a panoramic outdoor swimming pool. Free parking and wifi connection.

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Il PoggettoOnline
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  • Apartments: 4
  • Rooms: 4
  • Sleeps: 16
  • Location: Montespertoli (Countryside)
  • Daily price: From € 93
  • Weekly price: From € 448 to € 1295

Ancient renovated farmhouse in the hills of Chianti near Florence. It offers 4 fully equipped apartments and a swimming pool surrounded by a colorful garden, ideal for enjoying relaxing moments in the Tuscan countryside.

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Tenuta TizzauliOnline
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  • Rooms: 4
  • Location: Montespertoli (Countryside)
  • Daily price: From € 100 to € 199

Located in Montespertoli, at a few steps from Florence, this traditional farmhouse offers private vacation apartments, all completely equipped and elegantly furnished. At guests' disposal, the homemade extra virgin olive oil.

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Tenuta MorianoOnline
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  • Apartments: 10
  • Rooms: 18
  • Sleeps: 36
  • Location: Montespertoli (Countryside)
  • Daily price: From € 99 to € 349
  • Weekly price: From € 690 to € 2400

Located in the beautiful countryside of Chianti between Florence and San Gimignano, the farmhouse apartments are surrounded by olive groves, vineyards and meadows in bloom with an outdoor pool & childrens play area.

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Villa I LeoniOnline
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  • Apartments: 7
  • Rooms: 5
  • Sleeps: 37
  • Location: Montespertoli ()
  • Daily price: From € 450
  • Weekly price: From € 1150 to € 4990

Close to Florence, museums, art and fine restaurants the Villa is an enchanting setting for a family holiday, destination wedding or business meeting. A large garden, a freshing pool and lots of common areas for up to 37 persons.

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Agriturismo MontalbinoOnline
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  • Apartments: 9
  • Rooms: 2
  • Sleeps: 40
  • Location: Montespertoli (Countryside)
  • Daily price: From € 80 to € 365
  • Weekly price: From € 620 to € 2490

Family-run agriturismo with swimming pools and restaurant with wine-and-food tasting, offering rooms with breakfast or half board treatment and independent apartments, wide areas for children, barbecue and five-a-side football field.

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Agriturismo Villa Vacanze ManettiOnline
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  • Rooms: 7
  • Sleeps: 20
  • Location: Montespertoli (Countryside)

Enjoy a family atmosphere and the quiet of the countryside staying at this farm in Montespertoli, in the hills of Chianti. Here you'll find comfortable rooms, a large pool and an good restaurant with typical Tuscan cuisine.

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Agriturismo Le PianoreOnline
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  • Apartments: 7
  • Sleeps: 18
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 520 to € 1150

The 7 self catering holiday apartments at this Agriturismo are furnished in a classical Tuscan style with access to great views, a large swimming pool, games & activities and an authentic onsite restaurant.

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Sant' Andrea a CelloleOnline
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  • Apartments: 3
  • Sleeps: 10
  • Location: Montespertoli (Countryside)
  • Daily price: From € 90 to € 150
  • Weekly price: From € 720 to € 980

Nestled in the panoramic triangle of Florence, Siena & San Gimignano, these holiday apartments offer a relaxing & scenic base for your vacation in Tuscany. Shopping, restaurants & vineyards are only moments away.

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Podere TorricellaOnline
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  • Apartments: 9
  • Location: Florence (Countryside)
  • Daily price: From € 100 to € 170
  • Weekly price: From € 550 to € 1050

Just a short distance from the city center of Florence, relax on a sprawling estate with vineyards, olive groves and an on site restaurant. 8 self catering vacation apartments share a pool, large garden & many amenities: WiFi & breakfast in a basket.

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Podere Dell'AnselmoOnline
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  • Rooms: 18
  • Location: Montespertoli (Countryside)
  • Daily price: From € 112 to € 285

Located in the wine region of Montespertoli it is 20 minutes driving from Florence. It has a restaurant and outdoor pool. It also organizes cooking courses and wine tastings. Apartments are fully equipped with major comforts.

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Podere CasanovaOnline
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  • Apartments: 5
  • Sleeps: 19
  • Location: Montespertoli (Countryside)

The family-friendly wine producing Podere Casanova in Chianti offers fully furnished apartments for 2 to 9 guests. Explore Tuscany, enjoy the swimming pool and gardens, book cooking classes and other activities at the estate.

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Castello di CabbiavoliOnline
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  • Apartments: 9
  • Sleeps: 45
  • Location: Castelfiorentino (Countryside)
  • Daily price: From € 110 to € 130
  • Weekly price: From € 490 to € 1050

Set in a beautiful castle in Castelfiorentino, in the heart of Chianti, this charming farmhouse offers large apartments that can accommodate up to 6 people, and an independent villa with its own private swimming pool.

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Villa di CabbiavoliOnline
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  • Sleeps: 12
  • Location: Castelfiorentino (Countryside)

Exclusive private villa in Chianti just 30 km from Florence. With its 6 bedrooms, the villa can comfortably host up to 12 people. The splendid pool set in a well-maintained garden is the ideal place to spend peaceful afternoons under the Tuscan sun.

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Villa I LamiOnline
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  • Apartments: 3
  • Sleeps: 13
  • Location: Scandicci (City,Countryside)
  • Daily price: From € 105 to € 250
  • Weekly price: From € 735 to € 1750

Enchanting family estate features 3 self catering apartments surrounded by olive groves & vineyards only a few km from Florence. Take advantage of the excellent hospitality, classical Tuscan decor & access to delicious restaurants nearby the Villa.

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La Masseria Casa VacanzeOnline
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  • Apartments: 3
  • Rooms: 7
  • Sleeps: 13
  • Location: Empoli (Countryside)
  • Daily price: From € 65 to € 550
  • Weekly price: From € 350 to € 2600

Holiday home rental only a short distance from the city center of Florence surrounded by olive trees and gorgeous views. A family friendly environment with pool, fenced garden and panoramic terraces.

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Villa I BarronciOnline
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  • Rooms: 21
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 124 to € 3500

The rolling hills, vineyards & small towns surrounding Florence make the perfect backdrop for the luxury accommodations of Villa I Barronci B&B, Spa & Restaurant. Tranquility, relax & beauty are coupled with a classical Tuscan style & quality service

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Relais Poggio BorgoniOnline
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  • Rooms: 9
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 145 to € 190
  • Weekly price: From € 483 to € 1540

Located amidst the green hills of Chianti, the farmhouse has six elegant rooms equipped with all modern amenities for an enjoyable and relaxing holiday under the Tuscan sun with a beautiful background scenery.

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Villa Il FedinoOnline
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  • Rooms: 9
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 96 to € 240

Chianti hotel in San Casciano Val di Pesa. Set in 13th century villa offers elegant rooms with modern comforts. It has a large park with pool, parking and a good restaurant. Florence is 30 minutes driving.

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Chianti Promotion Hotel CalzaioloOnline
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  • Rooms: 8
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 45 to € 78

This small 2 star hotel is located near San Casciano Val di Pesa. It is surrounded by green hills and within 20 km driving from Florence city center.

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Agriturismo La CanonicaOnline
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  • Apartments: 11
  • Rooms: 18
  • Sleeps: 28
  • Location: Certaldo (Countryside)
  • Daily price: From € 63 to € 100
  • Weekly price: From € 300 to € 1000

A large estate in the countryside outside of Certaldo offers rustic style apartments with on site restaurant, large swimming pool and the opportunity to take horseback riding lessons on the farm's own horses.

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La CertaldinaOnline
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  • Apartments: 8
  • Sleeps: 36
  • Location: Certaldo (Countryside)
  • Daily price: From € 55 to € 135

The lovely vacation apartments La Certaldina provide the perfect relaxing atmosphere for a holiday in Tuscany. Enjoy the countryside, the pool, the food & wine while staying close to Certaldo, Florence & Chianti.

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Tenuta I MassiniOnline
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  • Apartments: 11
  • Rooms: 11
  • Sleeps: 65
  • Location: Empoli (Countryside)
  • Daily price: From € 98 to € 122
  • Weekly price: From € 665 to € 1630

Located in the countryside between Empoli and Montespertoli, this large country estate offers charming apartments and cottages decorated in Tuscan style. Outdoor pool, tennis courts and kids playground are at guests' disposal.

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Agriturismo La TinaiaOnline
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  • Apartments: 5
  • Sleeps: 14
  • Location: Scandicci (Countryside)
  • Daily price: From € 80 to € 140
  • Weekly price: From € 535 to € 1150

The best of Florence & Tuscany at this agriturismo: 5 self-catering vacation apartments in a country-style decor with free WIFi & pool with panoramic views over the vineyards are perfect base for exploring Florence, just 15km away.

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Fattoria QuercetoOnline
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  • Apartments: 6
  • Rooms: 6
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 150 to € 166

Located just half an hour driving from Florence, the farmhouse has large holiday apartments, an outdoor pool,tennis court and bowling lane. Free wifi connection and parking.

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Cascina De' FagiolariOnline
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  • Rooms: 14
  • Location: Lastra a Signa (City,Countryside)
  • Daily price: From € 58 to € 120

This nice accommodation is located in the relaxing countryside near Florence, that is located within driving distance.It has large rooms equipped with major comforts. The restaurant is specialized in delicious Tuscan food.

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Villa SaulinaOnline
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  • Rooms: 36
  • Location: Lastra a Signa (Countryside)
  • Daily price: From € 49 to € 210

Located in Lastra a Signa, just 30 minutes driving from Florence the hotel offers elegant and comfortable rooms. It has two pools, parking, playground and a good Tuscan restaurant. It is set in a beautiful 19th century villa.

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Villa HumbourgOnline
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  • Apartments: 2
  • Rooms: 4
  • Sleeps: 8
  • Location: Certaldo (Countryside)

The Villa offers two holiday rental apartments in the family owned B&B in the lush green landscape of Florence. Elegance and charm distinguish this beautifully restored villa nestled in over 100 acres of olive trees.

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Fattoria PogniOnline
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  • Apartments: 8
  • Sleeps: 40
  • Location: Certaldo (Countryside)
  • Daily price: From € 106 to € 533
  • Weekly price: From € 650 to € 3200

Combine the beauty of this Wine Resort with the Tuscan landscape near Certaldo, delicious wine, modern luxuries, and 100% eco-sustainable, for wonderful & comfortable holiday apartments & a vacation villa rental.

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Antica Pieve B&BOnline
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  • Rooms: 6
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 85 to € 140

Antica Pieve B&B is located in Tavarnelle Val di Pesa in the Chianti region. It has comfortable rooms and one apartment and an outdoor swimming pool.

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Chianti Promotion Albergo VittoriaOnline
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  • Rooms: 7
  • Location: Barberino Tavarnelle (City)
  • Daily price: From € 77 to € 90

This family-run hotel has 7 nice rooms and is located in the center of Tavarnelle Val Di Pesa. It is strategically set in the heart of Chianti, within half an hour driving from Florence and Siena.

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Montespertoli: a taste of Chianti

As well as all villages situated in Chianti area, Montespertoli is renowned for its wine, especially since the end of 90’s, when part of the sub-area Colli Fiorentini was renamed Montespertoli, and consequently all wines produced around this zone received the official quality denomination.

Montespertoli is also a perfect location for spending a holiday in Tuscany, since it is a few steps away from Florence city center (and on the way to Pisa as well), which is easily reachable by car, bus and train, and immersed in Chianti countryside at same time, which offers amazing views on the surrounding hills.

That means that you may enjoy country life and its rural traditions, being a stone throw from art museums, monuments, churches and all that a city like Florence may offer.

If you really want to enjoy a typical Tuscan experience, go and visit Montespertoli around the end of May: there’s a local fair dedicated to Chianti wine, during which not only wine, but also local specialities are celebrated all week long.

Do you still have any doubt about this village? Check our list of accommodation in Montespertoli near Florence, you’ll be charmed by our villas and farmhouses.

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