Certaldo Vacation Rentals, Homes, & More

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1-28 of 28 Certaldo Rentals

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Certaldo Home
2 Bedrooms / 0 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$112

/ night

Email Owner
Bedrooms:2
Sleeps:4
Type:Home
Per night:$112 - $176
Per week:$784 - $1,230
Pets allowed:No
Internet:Yes

Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer...

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1 / 61

Certaldo Home
2 Bedrooms / 0 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(1)“ Excellent ”1 Review

from

$112

/ night

Email Owner
Bedrooms:2
Sleeps:4
Type:Home
Per night:$112 - $176
Per week:$784 - $1,230
Pets allowed:No
Internet:Yes

Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer...

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1 / 61

Certaldo Home
1 Bedroom / 0 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$86

/ night

Email Owner
Bedrooms:1
Sleeps:2
Type:Home
Per night:$86 - $102
Per week:$599 - $708
Pets allowed:No
Internet:Yes

Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer...

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1 / 56

Certaldo Home
2 Bedrooms / 0 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(1)“ Excellent ”1 Review

from

$112

/ night

Email Owner
Bedrooms:2
Sleeps:4
Type:Home
Per night:$112 - $176
Per week:$784 - $1,230
Pets allowed:No
Internet:Yes

Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer...

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1 / 60

Certaldo Home
1 Bedroom / 0 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$86

/ night

Email Owner
Bedrooms:1
Sleeps:2
Type:Home
Per night:$86 - $122
Per week:$599 - $849
Pets allowed:No
Internet:Yes

Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer...

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1 / 34

Certaldo Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$168

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$168 - $195
Per week:$1,175 - $1,360
Pets allowed:No
Internet:Yes

Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees...

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1 / 27

Certaldo Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$201

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$201 - $217
Per week:$1,404 - $1,513
Pets allowed:No
Internet:Yes

The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill looking out onto the panoramic valley to south- west. Surrounded by vast...

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1 / 27

Certaldo Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$201

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$201 - $217
Per week:$1,404 - $1,513
Pets allowed:No
Internet:Yes

The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill looking out onto the panoramic valley to south- west. Surrounded by vast...

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1 / 61

Certaldo Home
1 Bedroom / 0 Bathroom / Sleeps 4
Home / 1 Bedroom / Sleeps 4

from

$112

/ night

Email Owner
Bedrooms:1
Sleeps:4
Type:Home
Per night:$112 - $176
Per week:$784 - $1,230
Pets allowed:No
Internet:Yes

Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer...

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1 / 39

Certaldo Home
2 Bedrooms / 22 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$195

/ night

Email Owner
Bedrooms:2
Bathrooms:22
Sleeps:4
Type:Home
Per night:$195 - $213
Per week:$1,360 - $1,491
Pets allowed:No
Internet:Yes

Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees...

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Certaldo Italy Vacation Rentals - Home
1 / 37

Certaldo Home
1 Bedroom / 1 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$123

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$123 - $142
Per week:$860 - $990
Pets allowed:No
Internet:Yes

Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees...

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Certaldo Italy Vacation Rentals - Home
1 / 36

Certaldo Home
1 Bedroom / 2 Bathrooms / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$123

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Home
Per night:$123 - $142
Per week:$860 - $990
Pets allowed:No
Internet:Yes

Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees...

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Certaldo Italy Vacation Rentals - Home
1 / 33

Certaldo Home
1 Bedroom / 1 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$123

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$123 - $142
Per week:$860 - $990
Pets allowed:No
Internet:Yes

Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees...

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Certaldo Italy Vacation Rentals - Home
1 / 36

Certaldo Home
1 Bedroom / 9 Bathrooms / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$123

/ night

Email Owner
Bedrooms:1
Bathrooms:9
Sleeps:2
Type:Home
Per night:$123 - $142
Per week:$860 - $990
Pets allowed:No
Internet:Yes

Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees...

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Close x

Certaldo Italy Vacation Rentals - Home
1 / 34

Certaldo Home
-1 Bedroom / 2 Bathrooms / Sleeps 2
Home / -1 Bedroom / Sleeps 2

from

$123

/ night

Email Owner
Bedrooms:-1
Bathrooms:2
Sleeps:2
Type:Home
Per night:$123 - $142
Per week:$860 - $990
Pets allowed:No
Internet:Yes

Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees...

See more

Close x

Certaldo Italy Vacation Rentals - Home
1 / 36

Certaldo Home
1 Bedroom / 1 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$168

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$168 - $195
Per week:$1,175 - $1,360
Pets allowed:No
Internet:Yes

Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees...

See more

Close x

Certaldo Italy Vacation Rentals - Home
1 / 34

Certaldo Home
-1 Bedroom / 2 Bathrooms / Sleeps 2
Home / -1 Bedroom / Sleeps 2

from

$185

/ night

Email Owner
Bedrooms:-1
Bathrooms:2
Sleeps:2
Type:Home
Per night:$185 - $201
Per week:$1,295 - $1,404
Pets allowed:No
Internet:Yes

Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees...

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Close x

Certaldo Italy Vacation Rentals - Home
1 / 60

Certaldo Home
2 Bedrooms / 0 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$117

/ night

Email Owner
Bedrooms:2
Sleeps:4
Type:Home
Per night:$117 - $184
Per week:$816 - $1,284
Pets allowed:No
Internet:Yes

Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer...

See more

Close x

Certaldo Italy Vacation Rentals - Home
1 / 54

Certaldo Home
6 Bedrooms / 6 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$1,213 - $1,772
Per week:$8,485 - $12,401
Pets allowed:No
Internet:No

Atop a hill with sweeping views over its vast estate of vineyards, olive groves and farmland in the beautiful Chianti country, this grand villa with pool and chapel is the ideal setting for a special wedding or luxury holiday. Additional amenities include: pets considered, heating....

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Certaldo Italy Vacation Rentals - Home
1 / 37

Certaldo Home
2 Bedrooms / 12 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$195

/ night

Email Owner
Bedrooms:2
Bathrooms:12
Sleeps:4
Type:Home
Per night:$195 - $213
Per week:$1,360 - $1,491
Pets allowed:No
Internet:Yes

Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees...

See more

Close x

Certaldo Italy Vacation Rentals - Home
1 / 27

Certaldo Home
1 Bedroom / 1 Bathroom / Sleeps 2
Home / 1 Bedroom / Sleeps 2

(1)“ Excellent ”1 Review

from

$147

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$147 - $162
Per week:$1,023 - $1,132
Pets allowed:No
Internet:Yes

The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill looking out onto the panoramic valley to south- west. Surrounded by vast...

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Close x

Certaldo Italy Vacation Rentals - Home
1 / 16

Certaldo Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$360

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$360
Per week:$2,515
Pets allowed:No
Internet:No

This villa near San Gimignano offers a pristine swimming pool, covered terraces and three bedrooms, two bathrooms, a kitchen, dining room and sitting room. Additional amenities include: pets considered, heating....

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Certaldo Italy Vacation Rentals - Home
1 / 27

Certaldo Home
7 Bedrooms / 4 Bathrooms / Sleeps 13
Home / 7 Bedrooms / Sleeps 13

(41)“ Excellent ”41 Reviews

from

$407

/ night

Email Owner
Bedrooms:7
Bathrooms:4
Sleeps:13
Type:Home
Per night:$407 - $816
Per week:$2,848 - $5,710
Pets allowed:No
Internet:Yes

Immerse yourself in the Victorian- era atmosphere of this gorgeous Tuscany vacation rental, an excellent choice for a family holiday, full of period furniture and elegant decor. Surrounded by olive trees, rolling hills, and the vineyards of Tuscany, you will be at your leisure...

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Certaldo Italy Vacation Rentals - Home
1 / 50

Certaldo Home
5 Bedrooms / 5 Bathrooms / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$667

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:9
Type:Home
Per night:$667 - $873
Per week:$4,664 - $6,111
Pets allowed:No
Internet:Yes

Il Podere is a beautiful farmhouse located halfway between Florence and Siena, in the heart of the Chianti Hills. This is one of the most popular regions in central Tuscany, and the scenery around this house is of incredible beauty. Vineyards, olive groves and fields form a paradise-...

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Certaldo Italy Vacation Rentals - Home
1 / 26

Certaldo Home
3 Bedrooms / 4 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(6)“ Excellent ”6 Reviews

from

$460

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Home
Per night:$460 - $508
Per week:$3,217 - $3,551
Pets allowed:No
Internet:Yes

This elegant farmstead is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill. Capanna Olivo takes its name from the vast groves of olive trees that surround it...

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Certaldo Italy Vacation Rentals - Home
1 / 38

Certaldo Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$211

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$211 - $227
Per week:$1,475 - $1,589
Pets allowed:No
Internet:Yes

The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill looking out onto the panoramic valley to south- west. Surrounded by vast...

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Close x

Certaldo Italy Vacation Rentals - Home
1 / 14

Certaldo Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$430

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$430 - $485
Per week:$3,006 - $3,395
Pets allowed:No
Internet:Yes

La Grande Terrazza is a very large section of a stately 18th century villa. It comprises the entire Piano Nobile (elegant upper floor) of this ancient villa with tower dating back to around the year 1000. (See picture below: the upper level with five windows four of which open). The...

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1 / 46

Certaldo Home
6 Bedrooms / 6 Bathrooms / Sleeps 10
Home / 6 Bedrooms / Sleeps 10

from

$338

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:10
Type:Home
Per night:$338 - $676
Per week:$2,366 - $4,732
Pets allowed:No
Internet:No

A holiday at Villa Elsa is a unique experience. Guests will spend their stay in a traditional Florentine residence surrounded by the stunning Tuscan countryside and truly immerse themselves in Italian life. The property consists of four large and well- lit apartments to provide...

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