San Casciano in Val di Pesa, Tuscany Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in San Casciano in Val di Pesa, Tuscany on RentalSaver.com!

San Casciano in Val di Pesa Rentals

From $861 per night (USD)
VRBO
Casale Tagliafune,a XV century's Country Villa near Florence with vineyards view
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Located in a small valley in the Chianti hills, t ...
From $861 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Casale le Lame :Syrah Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
San Casciano Val di Pesa -Casale the Blades is a typical farmhouse recently renovated, immersed in the pristine green of ...
From $242 per night (USD)
VRBO
From $137 per night (USD)
VRBO
House with garden CASAVACANZE B&T CHIANTI VACANZE
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
"An angle of calm" in the heart of Tuscany and the Chianti, in hilly panoramic position (300 mt. s.l.m.), CASAVACANZE B& ...
From $137 per night (USD)
VRBO
From $1104 per night (USD)
VRBO
500 Year Old Tuscany Villa Near Florence Pool Fireplace Superb Views Location
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Recommended by Condé Nast as one of the most beautiful villas in Italy with a pool. Poggio Canali is an exquisitely r ...
From $1104 per night (USD)
VRBO
From $1124 per night (USD)
VRBO
Chianti family villa, 5 bedrooms, infinity pool, A/C, BBQ, 360° view
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Altipertoli is an historic residence in a superb location, ideal for both a peaceful family gathering and for an active ...
From $1124 per night (USD)
VRBO
From $1039 per night (USD)
Expedia
[VILLA ACQUAPIETRA FLORENCE⭐⭐⭐⭐⭐] Pool | Vineyards | Olive trees
Bedrooms:
7
Bathrooms:
7
Sleeps:
16
A stunning stone farmhouse, completely renovated and surrounded by the green hills of Chianti. With seven bedrooms (ea ...
From $1039 per night (USD)
Expedia
From $1247 per night (USD)
VRBO
Villa la Mandragola In San Casciano Val di Pesa - Tuscany
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
***FROM APRIL 1ST FOR NEW BOOKINGS 2026, FREE CANCELLATION UP TO 30 DAYS BEFORE ARRIVAL*** Property for exclusive use La ...
From $1247 per night (USD)
VRBO
From $4093 per night (USD)
VRBO
Beautiful Historic Estate With Tennis Court & Pool Only Minutes From Florence
Bedrooms:
8
Bathrooms:
9
Sleeps:
16
This property is managed by A.M.A Selections. This beautiful estate is perched on a hilltop immersed in the most idylli ...
From $4093 per night (USD)
VRBO
From $135 per night (USD)
VRBO
FAMILY HOUSE with garden swimming pool barbeque in the heart of Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
CASASIRIA is the ground floor apartment of about 50 square meters. It can accommodate up to 5 people. It is made up of a ...
From $135 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Apartment/ flat - San Casciano in Val di PesaApartment in Farmhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ideally located for exploring the most beautiful Tuscany, very peaceful, Completely renovated in 2012. Family environme ...
From $170 per night (USD)
Expedia
From $125 per night (USD)
VRBO
House with character
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Very peaceful old farm-house in the green of our countryside close to the main centers of Tuscany (Florence, Siena, Arez ...
From $125 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Beautiful apartment for 6 guests with WIFI and terrace, close to Greve In Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Property Summary Nestled within a peaceful resort just 500 meters from the center of Mercatale Val di Pesa, "Matteuzzi" ...
From $198 per night (USD)
Expedia
From $125 per night (USD)
VRBO
apartments - 3 rooms - 4/5 persons
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The apartment was once a hayloft of a seventeen century villa. It has been elegantly restored and faces a silver coloure ...
From $125 per night (USD)
VRBO
From $316 per night (USD)
Expedia
a dream vacation in Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
In our farmhouse in the heart of Chianti we offer you a dream vacation, relaxation and tranquility, you will enjoy a won ...
From $316 per night (USD)
Expedia
From $201 per night (USD)
VRBO
La Casina delle Rane, self catering cottage.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
La Casine delle Rane is a 2-bedroom, 2-bath apartment with its own kitchen, dining area and outdoor covered patio. It of ...
From $201 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Tuscan Vineyard Farm Stay
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Since 1995, this charming restored farmhouse in San Casciano in Val di Pesa invites you to experience authentic Tuscan c ...
From $202 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Wine Tastings, Hills and Tuscan home
Bedrooms:
4
Bathrooms:
3
Sleeps:
9
Near San Casciano in Val di Pesa, this holiday home offers an authentic countryside experience infused with rustic elega ...
From $285 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Archipettoli - a historical manor house with stunning panoramic views
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Archipettoli state (of Sotto) is located between Florence and Siena, in the heart of Chianti. Its oldest part dates fro ...
From $528 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Wonderful private villa with A/C, private pool, hot tub, WIFI, TV, panoramic view, close to Florence
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Nice independent villa situated in panoramic location in the heart of the Tuscan country-side. This property has been re ...
From $276 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Apartment with WIFI, pool, A/C, TV, terrace, pets allowed, panoramic view, close to Greve In Chianti
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
One of the most charming villas in the Chianti region, this beautifully restored farmhouse is set in a peaceful and pano ...
From $278 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Lovely apartment for 4 people with A/C, WIFI, pool, TV and pets allowed, close to Greve In Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $157 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Nice apartment with WIFI, pool, TV, pets allowed and panoramic view, close to Greve In Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $198 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Beautiful apartment for 4 guests with WIFI, pool and TV, close to Florence
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Four charming apartments in a farmhouse (composed in total by 4 units) that was originally a watchtower during the war b ...
From $276 per night (USD)
VRBO
From $157 per night (USD)
Expedia
Beautiful apartment with WIFI, pool, TV, pets allowed and panoramic view, close to Greve In Chia...
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $157 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Lovely apartment with pool, WIFI, TV, pets allowed and panoramic view, close to Greve In Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $206 per night (USD)
VRBO
From $157 per night (USD)
Expedia
Cosy apartment for 4 guests with A/C, WIFI, pool, TV and pets allowed, close to Greve In Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $157 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Cosy apartment with WIFI, pool, TV, pets allowed and panoramic view, close to Greve In Chianti
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $320 per night (USD)
VRBO
From $180 per night (USD)
Expedia
Lovely apartment with A/C, WIFI, pool, TV, pets allowed, panoramic view, close to Greve In Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
One of the most charming villas in the Chianti region, this beautifully restored farmhouse is set in a peaceful and pano ...
From $180 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Casa Scopeti - Villa with private swimming pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Nice independent villa situated in panoramic location in the heart of the Tuscan country-side. This property has been re ...
From $303 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Pozzo dei Desideri 1 - Apartment with swimming pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
One of the most charming villas in the Chianti region, this beautifully restored farmhouse is set in a peaceful and pano ...
From $196 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Pozzo dei Desideri 2 - Apartment with swimming pool
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
One of the most charming villas in the Chianti region, this beautifully restored farmhouse is set in a peaceful and pano ...
From $302 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Le Vasche 1 - Apartment with pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Four charming apartments in a farmhouse (composed in total by 4 units) that was originally a watchtower during the war b ...
From $289 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Tenuta 1 - Apartment with swimming pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $171 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Tenuta 6 - Apartment with swimming pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $349 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Tenuta 5 - Apartment with swimming pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $225 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Tenuta 4 - Apartment with swimming pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $171 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Tenuta 2 - Apartment with swimming pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $171 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Tenuta 3 - Apartment with swimming pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of ...
From $217 per night (USD)
Expedia
From $106 per night (USD)
VRBO
Casale le Lame: Colorino apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
San Casciano Val di Pesa –Casale le Lame is a typical farmhouse recently restored, immersed in the uncontaminated green ...
From $106 per night (USD)
VRBO
From $287 per night (USD)
VRBO
Just for two, romance and privacy
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just for two: the Fornace is a unique, elegant and original villa; different from all. A small private paradise surroun ...
From $287 per night (USD)
VRBO
From $360 per night (USD)
VRBO
Le Vasche 3 - Apartment with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Four charming apartments in a farmhouse (composed in total by 4 units) that was originally a watchtower during the war b ...
From $360 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Beautiful apartment for 5 people with pool, WIFI and panoramic view, close to Florence
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Four charming apartments in a farmhouse (composed in total by 4 units) that was originally a watchtower during the war b ...
From $331 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Cosy apartment for 6 guests with WIFI, pool, close to Florence
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Four charming apartments in a farmhouse (composed in total by 4 units) that was originally a watchtower during the war b ...
From $343 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Le Vasche 4 - Apartment with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Four charming apartments in a farmhouse (composed in total by 4 units) that was originally a watchtower during the war b ...
From $346 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Il Fienile Holiday Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Fienile Holiday Home offers a structure immersed in the green nature of Chianti in contact with a splendid olive gro ...
From $175 per night (USD)
VRBO
From $458 per night (USD)
Expedia
PANORAMA on CHIANTI BELLACASA FOR FAMILIES WITH GARDEN AND POOL WIFI FREE
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Beautiful independent house suitable for families or groups of friends for 4 or 6 people. Pleasant apartment in a farmho ...
From $458 per night (USD)
Expedia
From $397 per night (USD)
VRBO
PANORAMA ON CHIANTI BEAUTIFUL HOUSE FOR FAMILIES with garden and POOL wi fi free
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Ancient farm of 1500 located on the charming Tuscan hills near Florence in the heart of the Chianti Classico, area betwe ...
From $397 per night (USD)
VRBO
From $227 per night (USD)
Expedia
The colors of Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
ROMANTIC STYLE COUNTRY HOUSE WITH CHARMING FINISHES. HIGHLY STRATEGIC POSITION BETWEEN FLORENCE AND SIENA, CLOSED BY ALL ...
From $227 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Le Ginestre In San Casciano Val di Pesa - Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restorati ...
From $314 per night (USD)
VRBO
From $478 per night (USD)
Expedia
CASALINI 2 free wifi beautiful family house with swimming pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Close to the riverside, a golf course, and more, this welcoming vacation home brings it all within reach. Jump into y ...
From $478 per night (USD)
Expedia
From $537 per night (USD)
VRBO
CASALINI 1 - Farmhouse in Chianti - wi fi Free, swimming pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
You'll find bicycles, golfing, and more on site at this family-friendly vacation home. With convenient covered onsite ...
From $537 per night (USD)
VRBO
From $510 per night (USD)
Expedia
Guesthouse 2/4 people, 2 rooms, kitchen, bathroom, patio, A/C, pool, EV charger
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The guesthouse is part of the Altipertoli estate; it is conveniently located to visit Florence, San Giminiano, Siena and ...
From $510 per night (USD)
Expedia
From $117 per night (USD)
VRBO
Holiday home with a view, walk to restaurants and shops, car is not required
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
"Il Visciolo" was a typical Tuscan barn. We converted it to a modern home in 2006 respecting the rural tradition of the ...
From $117 per night (USD)
VRBO
$\Villa Torre in Chianti\ Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C$
From $1177 per night (USD)
Expedia
\"Villa Torre in Chianti\" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
Bedrooms:
8
Bathrooms:
9
Sleeps:
18
Thank you for your interest in our Villa Torre in Chianti!!! Wow!! We’re truly thrilled and very proud that our Vrbo p ...
From $1177 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Casa Giotto In San Casciano Val di Pesa - Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restorati ...
From $250 per night (USD)
VRBO
From $314 per night (USD)
VRBO
Poggiosanto In San Casciano Val di Pesa - Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restorati ...
From $314 per night (USD)
VRBO
From $919 per night (USD)
VRBO
Villa il Poggio In San Casciano Val di Pesa - Tuscany
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Property for exclusive use Ancient farmhouse surrounded by olive groves and terraced areas and situated inside the Caste ...
From $919 per night (USD)
VRBO
From $186 per night (USD)
VRBO
Il Castello In San Casciano Val di Pesa - Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restorati ...
From $186 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Frullacchia In San Casciano Val di Pesa - Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restorati ...
From $129 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Il Tiglio In San Casciano Val di Pesa - Tuscany
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restorati ...
From $209 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Cipressi In San Casciano Val di Pesa - Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restorati ...
From $129 per night (USD)
VRBO
From $250 per night (USD)
VRBO
La Torretta In San Casciano Val di Pesa - Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restorati ...
From $250 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Casale del Lago In San Casciano Val di Pesa - Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
***FROM APRIL 1ST FOR NEW BOOKINGS 2026, FREE CANCELLATION UP TO 30 DAYS BEFORE ARRIVAL*** Property for exclusive use Ca ...
From $225 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Chianti Villa near Florence: Jacuzzi & Wheelchair Accessible among Vineyards
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Immersed in the prestigious Chianti Classico wine region, just 25 minutes from Florence, Villa "Sant'Angelo" is a spacio ...
From $341 per night (USD)
Expedia
From $149 per night (USD)
VRBO
Relaxing vacation on the hills of Chianti, view of Florence, 35 minutes away
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our one-room apartment is a room with two beds (which can also be put together), with kitchenette and bathroom with show ...
From $149 per night (USD)
VRBO
From $314 per night (USD)
VRBO
La Canonica In San Casciano Val di Pesa - Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restorati ...
From $314 per night (USD)
VRBO
From $146 per night (USD)
VRBO
La Quercia In San Casciano Val di Pesa - Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restorati ...
From $146 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Holiday Farmhouse L'UCCELLARE - Apartment with pool and A/C
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Farmhouse has been recently renovated and is located in the heart of the Chianti region, sorrounded by wineyards and ...
From $192 per night (USD)
Expedia
From $221 per night (USD)
VRBO
I CEPPI Holiday Farmhouse with pool - Apartment LA CIPRESSA 5 sleeps
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Farmhouse has been recently renovated and is located in the heart of the Chianti region, sorrounded by wineyards and ...
From $221 per night (USD)
VRBO
From $81 per night (USD)
VRBO
Room Rentals In The Beautiful Chianti Countryside Near Florence Siena and Pisa
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Close to a water park, surfing, and more, this pet-friendly apartment brings it all within reach. With convenient ons ...
From $81 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Holiday Farmhouse I CEPPI - Big and comfortable apartment with pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Farmhouse has been recently renovated and is located in the heart of the Chianti region, sorrounded by wineyards and ...
From $210 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Casale del Lago, San Casciano in Val di Pesa, Florence and Chianti
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Casale del Lago lies at the end of an exclusive drive and, with its position overlooking a small lake, offers a peaceful ...
From $296 per night (USD)
Expedia
From $417 per night (USD)
VRBO
Bulleri by Interhome
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Beautiful country house "Bulleri", renovated. 4 km from the centre of San Casciano, in a quiet, sunny position on top of ...
From $417 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Salve Regina, Impruneta, Florence and Chianti
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
You'll appreciate this Florentine country-style villa from the moment you arrive at its atmospheric and delightfully cul ...
From $485 per night (USD)
Expedia
From $315 per night (USD)
VRBO
La Fornace, San Casciano in Val di Pesa, Florence and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Once an industrial building with kilns, this extraordinary villa now combines historic charm with modern comfort. Set in ...
From $315 per night (USD)
VRBO
From $176 per night (USD)
Expedia
RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!
Bedrooms:
1
Bathrooms:
3
Sleeps:
3
Podere Consalvo is a typical Tuscan country house. Surrounded by the soft hills of the Chianti Classico, lies the approx ...
From $176 per night (USD)
Expedia
From $192 per night (USD)
VRBO
RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Podere Consalvo is a typical Tuscan country house. Surrounded by the soft hills of the Chianti Classico, the approx. 4 h ...
From $192 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Country house with Jacuzzi on the Chianti vineyards, near Florence
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A few minutes drive from Florence, with a large heated Jacuzzi in the garden overlooking the vineyards of Castello di Ga ...
From $258 per night (USD)
VRBO
From $183 per night (USD)
VRBO
Casale Le Lame Apartment Ciliegiolo
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
San Casciano Val di Pesa -Casale the Blades is a typical farmhouse recently renovated, immersed in the pristine green of ...
From $183 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Agriturismo Vicolabate
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
In our farmhouse in the heart of Chianti we offer you a dream vacation, relaxation and tranquility, you will enjoy a won ...
From $258 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Il Poggetto by Interhome
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Independent farmhouse, recently renovated, situated in the hills near the small village of Mercatale Val di Pesa (2 km.) ...
From $342 per night (USD)
VRBO
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Expedia
Casa delle Fiabe by Interhome
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
The villa belongs to an ancient farm, under the protection of the fine arts and there is a small chapel on the farm whic ...
Click For Pricing
Expedia
From $179 per night (USD)
VRBO
Matteuzzi by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2-family house "Matteuzzi", 2 storeys. In the resort 500 m from the centre of Mercatale Val di Pesa, 5.7 km from the cen ...
From $179 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Le Vasche 2 - Apartment with pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Four charming apartments in a farmhouse (composed in total by 4 units) that was originally a watchtower during the war b ...
From $256 per night (USD)
Expedia
From $545 per night (USD)
VRBO
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Only 20 km from Florence, near San Casciano Val di Pesa, the property is located in a panoramic position, immersed in th ...
From $545 per night (USD)
VRBO
From $1116 per night (USD)
VRBO
Tagliafune In San Casciano Val di Pesa - Tuscany
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Property for exclusive use Typical stone villa from the 15th Century made into a comfortable holiday home, 400 sq. m., h ...
From $1116 per night (USD)
VRBO
From $1626 per night (USD)
VRBO
Historic Villa-Farm with Vineyards & Olives Trees
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Villa Casavecchia, dating back to the 13th century is steeped in history. It is a unique rental home nestling on the far ...
From $1626 per night (USD)
VRBO
From $1106 per night (USD)
Expedia
Beautiful Tuscan home between Florence & Siena
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
A charming historical Chianti home on a wine & olive farm; a beautifully refurbished "frantoio" that once housed the anc ...
From $1106 per night (USD)
Expedia
From $1237 per night (USD)
VRBO
Villa Lacustre: A characteristic and welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Villa Lacustre is a characteristic and welcoming two-story villa in the characteristic style of the Tuscan countryside. ...
From $1237 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Torriano 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Close to birdwatching, wildlife walks, and more, this welcoming apartment brings it all within reach. Jump into your ...
From $143 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Torriano 2
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Close to ecotours, birdwatching, and more, this pet-friendly apartment brings it all within reach. Jump into your car ...
From $175 per night (USD)
VRBO
From $1302 per night (USD)
VRBO
VILLA PINTELLO - SAN CASCIANO - TUSCANY
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
VILLA PINTELLO - SAN CASCIANO - TUSCANY 5 BEDROOMS - POOL Villa Pintello dates back to the Renaissance period and overl ...
From $1302 per night (USD)
VRBO
From $781 per night (USD)
VRBO
Villa Carmignani, your home in Tuscany: exlusive use of villa, grounds and pool.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Villa Carmignani sits in the Chianti Classico hills among olive groves and cypress trees, just 20 km from Florence. Enjo ...
From $781 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Tuscan house on vineyard hilltop tucked inside lush gardens
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This private, quaint guest house is tucked inside the large Tuscan gardens of the 17th century farmhouse property. Enjoy ...
From $230 per night (USD)
VRBO
From $251 per night (USD)
VRBO
Macinello Farmhouse - App.to Green
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Situated in a village, this welcoming vacation home brings all of San Casciano in Val di Pesa within your reach. Jump ...
From $251 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Macinello Farmhouse - App.to Blue
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Along with an outdoor pool, this smoke-free farm stay has a hot tub and concierge services. Other amenities include a ga ...
From $196 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Torretta Villa Borri Chianti Classico
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The apartment is the Torretta of an eighteenth-century villa located in a village of the fifteenth century immersed in t ...
From $265 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Macinello Farmhouse - Barn
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Close to cycling, hiking trails, and more, this family-friendly cottage brings it all within reach. Jump into your ca ...
From $181 per night (USD)
VRBO
From $121 per night (USD)
VRBO
House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in a rural area, this welcoming vacation home lets you experience it all in San Casciano in Val di Pesa. Jump ...
From $121 per night (USD)
VRBO
From $173 per night (USD)
VRBO
Macinello Farmhouse - App.to Yellow
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Along with an outdoor pool, this smoke-free farm stay has a hot tub and concierge services. Other amenities include a ga ...
From $173 per night (USD)
VRBO

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San Casciano in Val di Pesa Rentals

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Results: 198 Rentals