San Casciano in Val di Pesa Vacation Rentals, Apartments, & More

San Casciano in Val di Pesa (33) Filter Cancel

1-33 of 33 San Casciano in Val di Pesa Rentals

Sort:
1 / 43

San Casciano in Val di Pesa Villa
6 Bedrooms / 6 Bathrooms / Sleeps 17
Villa / 6 Bedrooms / Sleeps 17

Bedrooms:6
Bathrooms:6
Sleeps:17
Type:Villa
Per night:$1,080 - $1,662
Per week:$7,557 - $11,629
Pets allowed:No
Internet:No

Located in the heart of Tuscany's Chianti region, Casa Matteo is an outstanding villa with stunning views over characteristic olive groves, vineyards, forests and country estates.   This spacious independent country house, originally a small monastery, has five bedrooms with...

See more

Close x

1 / 24

San Casciano in Val di Pesa Home
8 Bedrooms / 9 Bathrooms / Sleeps 12
Home / 8 Bedrooms / Sleeps 12

(5)“ Excellent ”5 Reviews

from

$698

/ night

Email Owner
Bedrooms:8
Bathrooms:9
Sleeps:12
Type:Home
Per night:$698 - $879
Per week:$4,885 - $6,147
Pets allowed:No
Internet:Yes

The La Corte estate stretches out over a hillside covered with vineyards, olive trees and woodland. It is set in the very heart of Chianti near the main road from Florence to Siena, only 16 km south of Florence. This lovely estate on the western fringe of Chianti is owned by one...

See more

Close x

1 / 12

San Casciano in Val di Pesa Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$134

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$134 - $167
Per week:$933 - $1,164
Pets allowed:No
Internet:No

This estate stretches out over a hillside covered with vineyards, olive trees and woodland. It is set in the very heart of Chianti near the main road from Florence to Siena, only 16 km south of Florence. The lovely estate on the western fringe of Chianti is owned by one of Italy's...

See more

Close x

1 / 29

San Casciano in Val di Pesa Apartment
3 Bedrooms / 3 Bathrooms / Sleeps 7
Apartment / 3 Bedrooms / Sleeps 7

(99)“ Excellent ”99 Reviews

from

$193

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Apartment
Per night:$193 - $441
Per week:$1,348 - $3,081
Pets allowed:No
Internet:Yes

Looking to explore the Chianti region of Tuscany with all the comforts of home and more? This accommodation in a Tuscany villa has it all, from a huge swimming pool to sprawling grounds and all the amenities indoors. One of the owners, who lives on the estate in the family villa,...

See more

Close x

1 / 31

San Casciano in Val di Pesa Home
1 Bedroom / 1 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$60

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$60 - $83
Per week:$418 - $575
Pets allowed:No
Internet:No

Appartamento Marvena B is a characteristic ancient house surrounded by the vegetation. It sleeps two people. From Appartamento Marvena B you will enjoy an enchanting view of the Chianti hills and of the surrounding countryside. Appartamento Marvena B is 45 square meters (485 square...

See more

Close x

1 / 46

San Casciano in Val di Pesa Home
3 Bedrooms / 3 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

(111)“ Excellent ”111 Reviews

from

$631

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$631
Per month:$18,930
Pets allowed:No
Internet:Yes

Looking to explore the Chianti region of Tuscany with all the comforts of home and more? This accommodation in a Tuscany villa has it all, from a swimming pool to sprawling grounds and all the amenities indoors. One of the owners, who lives on the estate in the family villa, is...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Villa
1 / 20

San Casciano in Val di Pesa Villa
5 Bedrooms / 3 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

from

$548

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$548 - $648
Per month:$16,440 - $19,440
Pets allowed:No
Internet:Yes

Villa Il Turco is an elegant, aristocratic, sixteenth- century country estate which once belonged to a noble family named Rosselli Del Turco. Enjoy noble splendour in this gracious antique villa which is both close to Florence and immersed in tranquillity. Complete with vaulted ...

See more

Close x

1 / 36

San Casciano in Val di Pesa Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8
Villa / 3 Bedrooms / Sleeps 8

(7)“ Excellent ”7 Reviews

from

$118

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$118 - $222
Per week:$824 - $1,548
Pets allowed:No
Internet:No

Villa Gentile is an age- old 300- square- meter (about 3, 229 square feet) countryside house in stone which sleeps eight people. It features a private garden and swimming- pool. It overlooks the valley. The house is located amidst the hills where the famous Chianti wine is produced....

See more

Close x

1 / 37

San Casciano in Val di Pesa Home
6 Bedrooms / 7 Bathrooms / Sleeps 14
Home / 6 Bedrooms / Sleeps 14

(5)“ Excellent ”5 Reviews

from

$463

/ night

Email Owner
Bedrooms:6
Bathrooms:7
Sleeps:14
Type:Home
Per night:$463 - $798
Per week:$3,240 - $5,582
Pets allowed:No
Internet:Yes

Looking to explore the Chianti region of Tuscany with all the comforts of home—and more? This estate features two private villas for rent in Tuscany, two swimming pools, sprawling grounds and all the amenities indoors. How is this possible? One of the owners of this accommodation...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Home
1 / 26

San Casciano in Val di Pesa Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$529

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$529 - $809
Per week:$3,697 - $5,661
Pets allowed:Yes
Internet:Yes

Casa Poggio is a farmhouse located in a beautiful estate, 100 m from a charming medieval village. Guests can enjoy outstanding views of the Chianti hills and olive groves from all its rooms. The house is friendly, luminous and decorated with antique furniture, kilim carpets and...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Villa
1 / 41

San Casciano in Val di Pesa Villa
4 Bedrooms / 3 Bathrooms / Sleeps 12
Villa / 4 Bedrooms / Sleeps 12

from

$224

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$224 - $418
Per week:$1,565 - $2,920
Pets allowed:No
Internet:Yes

Villa Lacustre is a characteristic and welcoming two- story villa in the characteristic style of the Tuscan countryside. It sleeps 12 people. From Villa Lacustre you will enjoy a charming view of the greenery. Villa Lacustre is 185 square meters (1990 square feet). It features a private...

See more

Close x

1 / 41

San Casciano in Val di Pesa Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$83

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$83 - $112
Per week:$575 - $783
Pets allowed:No
Internet:No

Appartamento Marvena A is a cozy ancient house in the characteristic style of the Tuscan countryside. It sleeps four people. From Appartamento Marvena A you will enjoy a broad view of the Chianti hills and of the surrounding countryside. Appartamento Marvena A is 80 square meters ...

See more

Close x

1 / 27

San Casciano in Val di Pesa Home
1 Bedroom / 1 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$68

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$68 - $90
Per week:$470 - $626
Pets allowed:No
Internet:Yes

Appartamento Edmondo B is a romantic and welcoming cottage surrounded by the vegetation. It sleeps two people. From Appartamento Edmondo B you will enjoy an enchanting view of the Chianti hills and of the surrounding countryside. Appartamento Edmondo B is 55 square meters (590 square...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Villa
1 / 44

San Casciano in Val di Pesa Villa
4 Bedrooms / 4 Bathrooms / Sleeps 12
Villa / 4 Bedrooms / Sleeps 12

from

$502

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$502 - $769
Per week:$3,512 - $5,379
Pets allowed:Yes
Internet:Yes

Ancient farmhouse surrounded by olive groves and terraced areas and situated inside the Castello di Bibbione estate in the Chianti area. The castle dates back to the early 11th century, whereas the stone- built houses of the hamlet date back to the early 13th century. The villa rental...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Villa
1 / 42

San Casciano in Val di Pesa Villa
5 Bedrooms / 4 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

from

$492

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$492 - $824
Per week:$3,442 - $5,763
Pets allowed:No
Internet:Yes

Splendid and characteristic Chianti villa (400 m2) that dates back to the early 15th century. Once belonging to the Medici family, it is situated in a small valley amid the Chianti hills and has been skilfully restored and transformed into a cosy country house. The villa rental is...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 27

San Casciano in Val di Pesa Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 7
Apartment / 2 Bedrooms / Sleeps 7

from

$165

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:7
Type:Apartment
Per night:$165 - $212
Per week:$1,153 - $1,483
Pets allowed:No
Internet:No

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Home
1 / 14

San Casciano in Val di Pesa Home
3 Bedrooms / 1 Bathroom / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$133

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$133 - $182
Per week:$925 - $1,270
Pets allowed:Yes
Internet:Yes

The historic Casa Gina, acquired from the Machiavelli family, together with the other farm houses on the property, has been restored with great care to its original form.  Casa Gina is positioned in a pristine location amid cypresses, olive groves and vineyards, with views ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 33

San Casciano in Val di Pesa Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$165

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$165 - $212
Per week:$1,153 - $1,483
Pets allowed:No
Internet:No

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 30

San Casciano in Val di Pesa Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$165

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$165 - $212
Per week:$1,153 - $1,483
Pets allowed:No
Internet:No

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 29

San Casciano in Val di Pesa Apartment
1 Bedroom / 1 Bathroom / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

from

$136

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$136 - $172
Per week:$946 - $1,199
Pets allowed:No
Internet:No

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 26

San Casciano in Val di Pesa Apartment
1 Bedroom / 2 Bathrooms / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

from

$117

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$117 - $143
Per week:$815 - $999
Pets allowed:No
Internet:No

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 28

San Casciano in Val di Pesa Apartment
1 Bedroom / 1 Bathroom / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

from

$136

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$136 - $172
Per week:$946 - $1,199
Pets allowed:No
Internet:No

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 26

San Casciano in Val di Pesa Apartment
1 Bedroom / 1 Bathroom / Sleeps 3
Apartment / 1 Bedroom / Sleeps 3

from

$92

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Apartment
Per night:$92 - $111
Per week:$638 - $776
Pets allowed:No
Internet:No

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 22

San Casciano in Val di Pesa Apartment
1 Bedroom / 1 Bathroom / Sleeps 2
Apartment / 1 Bedroom / Sleeps 2

from

$92

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$92 - $111
Per week:$638 - $776
Pets allowed:No
Internet:No

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 28

San Casciano in Val di Pesa Apartment
1 Bedroom / 1 Bathroom / Sleeps 2
Apartment / 1 Bedroom / Sleeps 2

from

$92

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$92 - $111
Per week:$638 - $776
Pets allowed:No
Internet:No

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 26

San Casciano in Val di Pesa Apartment
1 Bedroom / 1 Bathroom / Sleeps 2
Apartment / 1 Bedroom / Sleeps 2

from

$92

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$92 - $111
Per week:$638 - $776
Pets allowed:No
Internet:Yes

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Home
1 / 81

San Casciano in Val di Pesa Home
18 Bedrooms / 17 Bathrooms / Sleeps 65
Home / 18 Bedrooms / Sleeps 65

Bedrooms:18
Bathrooms:17
Sleeps:65
Type:Home
Per night:$1,980 - $2,636
Per week:$13,854 - $18,452
Pets allowed:No
Internet:Yes

Castello Tenuta is a fabulous Tuscan estate combining a total of 12 apartments and houses, all situated in a private estate with a splendid view of the Chianti hills extending lazily to the horizon. The property has been restored with all due respect necessary to fully utilise the...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Apartment
1 / 26

San Casciano in Val di Pesa Apartment
1 Bedroom / 1 Bathroom / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

from

$136

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$136 - $172
Per week:$946 - $1,199
Pets allowed:No
Internet:No

In the ancient hamlet that surrounds the Bibbione Castle , 12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills ...

See more

Close x

Private pool
1 / 23

San Casciano in Val di Pesa Castle
11 Bedrooms / 9 Bathrooms / Sleeps 20
Castle / 11 Bedrooms / Sleeps 20

Bedrooms:11
Bathrooms:9
Sleeps:20
Type:Castle
Per night:$1,172 - $1,378
Per month:$35,160 - $41,340
Pets allowed:No
Internet:No

This is a fabulous Tuscan villa sleeping between 15 and 20 people. Originally a Medieval feudal castle, the property was converted to a villa between 1450 and 1500. As you would expect, it is steeped in history and is a fascinating place to spend a holiday in this wonderful part...

See more

Close x

1 / 12

San Casciano in Val di Pesa Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / Sleeps 12

from

$399

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$399 - $726
Per month:$11,970 - $21,780
Pets allowed:Yes
Internet:No

Characteristic Tuscan- style Chianti villa, independent and secluded, located in the heart of Tuscany, in the Chianti Classico region, a few kilometers from San Casciano Val di Pesa. The villa rental is surrounded by the Tuscan hills, olive groves and vineyards, in a quiet area...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Villa
1 / 24

San Casciano in Val di Pesa Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6

from

$232

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$232 - $403
Per week:$1,623 - $2,821
Pets allowed:No
Internet:Yes

Unwind after climbing through hilltop villages with a dip in the private pool, enjoy the spoils of your wine tasting excursion in this villa’s lush private garden, or just snuggle up next to the fireplace with family or friends. Set in a tranquil location in Tuscany’s Chianti...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Home
1 / 23

San Casciano in Val di Pesa Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$293

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$293 - $436
Per week:$2,050 - $3,048
Pets allowed:No
Internet:Yes

This is a 4 bedroom villa located in the Chianti Classico region of Tuscany, just 20 minutes from Central Florence. It is a perfect base for larger families or groups of friends who are looking for the privacy that a villa offers. The property enjoys use of a circular swimming pool,...

See more

Close x

San Casciano in Val di Pesa Italy Vacation Rentals - Villa
1 / 31

San Casciano in Val di Pesa Villa
8 Bedrooms / 7 Bathrooms / Sleeps 15
Villa / 8 Bedrooms / Sleeps 15

Bedrooms:8
Bathrooms:7
Sleeps:15
Type:Villa
Per night:$1,204 - $1,409
Per week:$8,424 - $9,859
Pets allowed:Yes
Internet:No

A typical example of a Tuscan medieval castle, dating to the 12th century, built by the architect Buondelmonti as a fortification to defend the feudal possessions. Transformed into a country villa in 1520, with large decorated rooms and elegant arcades, the castle is perched on...

See more

Close x

Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More