
Poggibonsi Rentals

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Antico Borgo S Lorenzo Cipresso by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Very beautiful, cosy, comfortable country house "Antico Borgo San Lorenzo", from the 11st century, renovated in 1998, su ...
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Bardeggiano - Caterina 7 by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Agriturismo "Bardeggiano", 2 storeys, surrounded by trees and fields. 5 houses in the residence. 9 apartments in the res ...
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Antico Borgo S LorenzoAlbicocco by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Very beautiful, cosy, comfortable country house "Antico Borgo San Lorenzo", from the 11st century, renovated in 1998, su ...
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- From $151 per night (USD)
Expedia
Casetta by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful, cosy on a vinyard "rustico" cottage "San Fabiano Calcinaia", surrounded by fields and vineyards. 3 apartments ...
From $151 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Vivaia: eclectic rural retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Vivaia Trendy Rural is a spacious, eclectic-style apartment that is part of a farmhouse in the heart of the Tuscan cou ...
From $339 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Ideal for couple, house surrounded by greenery, freeway FI. SI poggibonsi exit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>You'll find bicycles on site at this pet-friendly vacation home. Jump into your car and make short work of the 3-minu ...
From $99 per night (USD)VRBO
- From $228 per night (USD)
VRBO
Casa Matilde In Colle Val D'elsa With Ac
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Matilde is a portion of a house in the historic centre of Colle Di Val d'Elsa, a few steps from the Ponte del Campa ...
From $228 per night (USD)VRBO
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Expedia
Antico Borgo San Lorenzo - Fico by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Very beautiful, cosy, comfortable country house "Antico Borgo San Lorenzo", from the 11st century, renovated in 1998, su ...
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Expedia
Podere San Lorenzo by Interhome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Casaglia 8 km from San Gimignano: Very beautiful, cosy country house "Podere San Lorenzo", semi-detached, renovated in 2 ...
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- From $256 per night (USD)
Expedia
Cosy apartment with A/C, WIFI, TV, pets allowed, panoramic view and parking, close to San Gimign...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Conveniently located in Colle Di Val D'elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 15 km ( ...
From $256 per night (USD)Expedia
- From $151 per night (USD)
VRBO
Casal de Matti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Portion of an independent farmhouse with private access. You will have a large living area with a sofa bed, 2 double bed ...
From $151 per night (USD)VRBO
- From $135 per night (USD)
Expedia
Old village house
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
<p>Located in Poggibonsi, this welcoming apartment brings it all within your reach. Church of San Lorenzo is an easy 13- ...
From $135 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Holiday apartment Barberino Val d'Elsa for 1 - 2 persons with 2 bedrooms - Farmhouse
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
ED Refnr. 3093934 Our farmhouse is located in the heart of Chianti Classico, surrounded by vineyards and olive groves h ...
From $130 per night (USD)VRBO
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Le Fonti Apartments With Ac Near Siena
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
<p>While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and a refrigera ...
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VRBO
Casolare Torre With Pool And Ac
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
<p>While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and a refrigera ...
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- From $139 per night (USD)
Expedia
YURI HOUSE - CIN IT052022C2JL7W5NYU
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
<p>Nestled in Poggibonsi, this 2-bedroom, 2-bathroom apartment brings it all within your reach. Fans of nature and the o ...
From $139 per night (USD)Expedia
- From $2056 per night (USD)
VRBO
Villa Rugiada Promoted By WeekHomes.com
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 12
The villa in Poggibonsi has 6 bedrooms and has capacity for 12 people. The villa is 350 m². Villa Rugiada, located betw ...
From $2056 per night (USD)VRBO
- From $223 per night (USD)
Expedia
Villa Angiolino by Interhome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Angiolino is located on the top of a hill, in a village surrounded by greenery with a view of San Gimignano. The n ...
From $223 per night (USD)Expedia
- From $257 per night (USD)
VRBO
Beautiful villa for 6 guests with A/C, WIFI, TV, pets allowed, panoramic view and parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Property Summary Villa Angiolino is a semi-detached country house located on top of a hill, offering a breathtaking view ...
From $257 per night (USD)VRBO
- From $311 per night (USD)
VRBO
Tuscan Tempo Quercia - 3 BDRS APT + POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in this oasis of peace and serenity. Magnificent Tuscan-style villa with 2 bedrooms and a pool, perfect for indul ...
From $311 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Tuscan Tempo Quercia2 - 3 BDRS APT + POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in this oasis of peace and serenity. Magnificent Tuscan-style villa with 8 bedrooms and a swimming pool, perfect ...
From $304 per night (USD)VRBO
- From $288 per night (USD)
VRBO
Tuscan Tempo Cipresso - 2 BDRS APT + POOL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in this oasis of peace and serenity. A magnificent Tuscan-style villa with 2 bedrooms and a pool, perfect for enj ...
From $288 per night (USD)VRBO
- From $145 per night (USD)
VRBO
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Poggibonsi, the holiday home Piccolo Angolo Di Tranquillità has everything you need for a relaxing holiday. T ...
From $145 per night (USD)VRBO
- From $310 per night (USD)
Expedia
S.M.ABBADIA a true Tuscan home! A unique experience: art, culture and countryside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
<p>Located in Monteriggioni, this welcoming apartment brings it all within your reach. Jump into your car and make short ...
From $310 per night (USD)Expedia
- From $178 per night (USD)
VRBO
Lovely apartment in villa for 4 guests with A/C, pool, TV and parking, close to Siena
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
La Fiumara is a beautiful holiday rental with air conditioning and shared pool. The villa / farmhouse / home has been de ...
From $178 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Cosy apartment in villa for 2 people with A/C, pool, TV and parking, close to Siena
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
La Fiumara is a beautiful holiday rental with air conditioning and shared pool. The villa / farmhouse / home has been de ...
From $141 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Beautiful apartment in villa for 3 people with pool, A/C, TV and parking, close to Siena
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
La Fiumara is a beautiful holiday rental with air conditioning and shared pool. The villa / farmhouse / home has been de ...
From $158 per night (USD)VRBO
- From $667 per night (USD)
Expedia
Chianti Classico Wine Resort Tenuta di Bibbiano - I Sodi
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 16
Wine Resort Tenuta di Bibbiano – SPA & Vineyards in the Heart of Chianti Classico The estate I Sodi is a haven of b ...
From $667 per night (USD)Expedia
- From $154 per night (USD)
VRBO
Flat Diaz Ac, Wifi, In Colle Val D'elsa
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cosy flat with free Wi-Fi and air conditioning, centrally located in Colle di Val d'Elsa, in a nice residential area. Id ...
From $154 per night (USD)VRBO
- From $209 per night (USD)
Expedia
Palazzo Luparelli Boutique Apartment, Colle di Val d'Elsa, Siena, Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Nestled in Colle di Val d'Elsa, this 3-bedroom, 2-bathroom apartment brings it all within your reach. Fans of nature ...
From $209 per night (USD)Expedia
- From $142 per night (USD)
VRBO
Apartment in villa with WIFI, pool, A/C, TV, terrace, panoramic view, close to San Gimignano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Podere Oliveta is located , Italy and only 17 km (11 mi) from San Gimignano in the tourist area "San Gimignano And Surro ...
From $142 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Nice apartment in villa for 4 people with pool, WIFI, TV and parking, close to San Gimignano
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Podere Oliveta is located , Italy and only 17 km (11 mi) from San Gimignano in the tourist area "San Gimignano And Surro ...
From $185 per night (USD)Expedia
- From $139 per night (USD)
VRBO
Cosy apartment in villa with pool, WIFI, A/C, TV, patio and parking, close to San Gimignano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Podere Oliveta is located , Italy and only 17 km (11 mi) from San Gimignano in the tourist area "San Gimignano And Surro ...
From $139 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Nice apartment in villa for 2 guests with pool, WIFI, TV and parking, close to San Gimignano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Podere Oliveta is located , Italy and only 17 km (11 mi) from San Gimignano in the tourist area "San Gimignano And Surro ...
From $139 per night (USD)Expedia
- From $127 per night (USD)
VRBO
Chianti 22 apartment with wifi and electric charging x car
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>A short distance from ecotours, rafting, and more, this smoke-free apartment lets you experience it all. Church of Sa ...
From $127 per night (USD)VRBO
- From $223 per night (USD)
Expedia
Vacation House Behind the Walls
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Bed & breakfast in Colle di Val d'Elsa This smoke-free bed & breakfast features laundry facilities. Air-conditioned acc ...
From $223 per night (USD)Expedia
- From $497 per night (USD)
VRBO
Podere Tignano, 4-bedroom villa in the Chianti!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Podere Tignano is located on the gentle green hills of Chianti between Florence and Siena, Podere Tignano enjoys stunnin ...
From $497 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Casa Castagna - appartamento nel cuore della Val d'Elsa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The accommodation is part of a real country house and welcomes you with the typical rustic charm of Tuscany. It includes ...
From $122 per night (USD)Expedia
- From $147 per night (USD)
VRBO
La Capannina with view over the green tuscany hills
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax with the whole family in this completely independent cottage, in the Tuscan countryside, overlooking the hills at ...
From $147 per night (USD)VRBO
- From $146 per night (USD)
Expedia
Poli palace historical center with panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Located in Colle di Val d'Elsa, this welcoming vacation home brings it all within your reach. Colle di Val d'Elsa Cat ...
From $146 per night (USD)Expedia
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VRBO
Your Room in Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Barberino Tavarnelle, this 1-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature ...
Click For PricingVRBO
- From $1440 per night (USD)
Expedia
Villa Fontanine - Poggibonsi
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
VILLA FONTANINE - POGGIBONSI - SIENA AREA A beautifully restored historic country house in the Chianti hills, between F ...
From $1440 per night (USD)Expedia
- From $2671 per night (USD)
VRBO
Villa Castellina - Castellina in Chianti, Siena, Toscana
- Bedrooms:
- 11
- Bathrooms:
- 10
- Sleeps:
- 19
VILLA CASTELLINA - CHIANTI AREA Villa Castellina is a luxurious property overlooking the beautiful hills of the famous T ...
From $2671 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Cosy apartment in villa with WIFI, A/C, pool, TV, pets allowed and parking, close to San Gimignano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casolare Torre With Pool And Ac is located 6 km (4 mi) from Poggibonsi, Italy and only 19 km (12 mi) from San Gimignano ...
From $181 per night (USD)Expedia
- From $530 per night (USD)
VRBO
Nice apartment in villa with WIFI, pool, A/C, TV, pets allowed and parking, close to San Gimignano
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Casolare Torre With Pool And Ac is located 6 km (4 mi) from Poggibonsi, Italy and only 19 km (12 mi) from San Gimignano ...
From $530 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Apartment in villa with pool, A/C, WIFI, TV, balcony, pets allowed, parking, close to San Gimignano
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Casolare Torre With Pool And Ac is located 6 km (4 mi) from Poggibonsi, Italy and only 19 km (12 mi) from San Gimignano ...
From $363 per night (USD)Expedia
- From $386 per night (USD)
VRBO
Semi-detached Villa, panoramic view on the sunset private garden and shared pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
<p>Located in Barberino Tavarnelle, this welcoming vacation home brings it all within your reach. With convenient onsite ...
From $386 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The holiday apartment Casal De' Matti - Casa Margot is located in Poggibonsi and is the ideal accommodation for a relaxi ...
From $185 per night (USD)Expedia
- From $208 per night (USD)
VRBO
In the Tuscan countryside, 5 km from San Gimignano. Near Florence Siena Volterra
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
<p>Located in San Gimignano, this welcoming vacation home brings it all within your reach. With convenient onsite parkin ...
From $208 per night (USD)VRBO
- From $406 per night (USD)
Expedia
Lovely apartment with WIFI, pool, TV, terrace, panoramic view and parking, close to San Gimignano
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
La Torre is a group of 3 apartments with a shared pool in Poggibonsi, Tuscany. The country style apartments are rustic a ...
From $406 per night (USD)Expedia
- From $813 per night (USD)
VRBO
Beautiful apartment with WIFI, pool, A/C, TV, panoramic view and parking, close to San Gimignano
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
La Torre is a group of 3 apartments with a shared pool in Poggibonsi, Tuscany. The country style apartments are rustic a ...
From $813 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Cosy apartment with WIFI, pool, A/C, TV, panoramic view and parking, close to San Gimignano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
La Torre is a group of 3 apartments with a shared pool in Poggibonsi, Tuscany. The country style apartments are rustic a ...
From $203 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Portanuova Home, Colle Val D'elsa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Located in the picturesque medieval town of Colle di Val d’Elsa, Porta Nuova Home is an elegant residence that combines ...
From $145 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Lovely apartment for 6 guests with WIFI, A/C, TV and balcony, close to San Gimignano
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Holiday home Appartamento Diaz Ac, Wifi, In Colle Val D'elsa is a nice property (110 sq m) that includes WiFi internet ...
From $177 per night (USD)Expedia
- From $85 per night (USD)
VRBO
Loriana House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Colle di Val d'Elsa, this welcoming vacation home brings it all within your reach. You're conveniently loc ...
From $85 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Lovely apartment for 5 guests with A/C, WIFI and TV, close to San Gimignano
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Portanuova Home, Colle Val D'elsa is a lovely property (160 sq m) with WiFi internet and air conditioning. The property ...
From $165 per night (USD)Expedia
- From $111 per night (USD)
VRBO
Charming Tuscany Saloon - 2BR Apartment in Colle Val d'Elsa Center
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in the city center, this welcoming apartment lets you experience it all in Colle di Val d'Elsa. Colle di Val ...
From $111 per night (USD)VRBO
- From $1574 per night (USD)
Expedia
Luxury Villa Basilio Chianti
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 1
The villa dominates a hill that includes a large property planted with vines and olive trees. Villa Basilio is in the he ...
From $1574 per night (USD)Expedia
- From $1794 per night (USD)
VRBO
Beautiful private villa with private pool, A/C, WIFI, terrace and parking, close to San Gimignano
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Conveniently located 8 km (5 mi) from Castellina In Chianti, Italy in the tourist area "San Gimignano And Surroundings" ...
From $1794 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Melachecca:Tuscan chianti villa, private park 2 apt love views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to Villa Melachecca, an authentic Tuscan oasis immersed among ancient olive trees, scents of lavender, and the r ...
From $320 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Amazing home in Barberino Tavarnelle
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy an idyllic break in this beautiful holiday home with private pool. In this spacious and comfortably furnished h ...
From $159 per night (USD)VRBO
- From $919 per night (USD)
Expedia
Tenuta Macericca - Vacation villa with pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Villa with a private pool halfway between Siena and Florence in the heart of Chianti, the territory world famous for its ...
From $919 per night (USD)Expedia
- From $145 per night (USD)
VRBO
CASTLE - Home Sweet Home Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>A short distance from ecotours, cycling, and more, this smoke-free apartment lets you experience it all. Colle di Val ...
From $145 per night (USD)VRBO