50 Best Vacation Rentals in Certaldo - Holiday Lettings - Cabins

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Certaldo Alto
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201 Vacation rentals

(7) Excellent 

88

Vacation apartment rental

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
Pretty and comfortable apartment located in the medieval town of Certaldo Alto, in the heart of Tuscany, a few kilometres from Florence, Siena, Pisa, San Gimignano and Volterra. The apartment on the ground floor with independent entrance, kitchen/living room with sofa b …see more

from $77 / night

$410 - $610 / week

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from $77 / night

(1) Excellent 

100

Vacation apartment in Certaldo Alto

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
The apartment "The rooms of Boccaccio" is located along the main street of Certaldo Alto, medieval town in the province of Florence, which has been the birthplace of Giovanni Boccaccio, celebrated author of the Decameron. The apartment is on the first floor of a histori …see more

from $82 / night

$492 - $668 / week

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Responds fast!
avg. 3 hours 26 minutes

from $82 / night

(4) Very Good 

104

Vacation apartment in Certaldo Alto

Certaldo / Certaldo Alto

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
Casa Chiara is a characteristic apartment with vaulted ceilings, and recently completely renovated, which has its particularity in the contrast between the original structure of the House and modern décor. Casa Chiara is situated along the famous Via del Castello, road …see more

from $82 / night

$422 - $574 / week

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from $82 / night

(7) Very Good 

11

Vacation home in Certaldo Alto

Certaldo / Certaldo Alto

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 50 mi
  • Child friendly
  • Private garden
Casa situata nel centro storico di Certaldo Alto, borgo medievale ancora intatto, nella centrale Via Boccaccio a pochi passi dalla casa del grande poeta del 1300 e dal Palazzo Pretorio. La casa offre un grande giardino panoramico con alberi da frutto, olivi e orci in te …see more

from $82 / night

$621 - $738 / week

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from $82 / night

15

Vacation apartment with shared pool in Certaldo

Province of Florence / Certaldo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
On an estate of 200 hectares. of forests, fields, vineyards and olive groves lies the ancient complex of Villa Taddei, comprising the traditional country manor house, the typical Tuscan barn, about 100 meters, # 4 apartments created by the features of Tuscan Rural Schoo …see more

from $71 / night

$469 - $879 / week

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Responds fast!
avg. 2 hours 5 minutes

from $71 / night

(2) Very Good 

97

Il Pino Vacation townhouse rental

Certaldo / Il Pino

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The guest house "Petriccio" is located a few kilometers from the center of Certaldo and from most cities of Tuscany. The house consists of the main house (Apartment "A" and Apartment "B") and an annex. The apartment "B" is located on the ground floor and consists of liv …see more

from $71 / night

$469 - $785 / week

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from $71 / night

(3) Excellent 

79

Vacation apartment in Certaldo

Province of Florence / Certaldo

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
The Cedar House is a building of the '40s, completely renovated, of great architectural value, located in the center of Certaldo, Boccaccio's birthplace, author of the Decameron. The Cedar House offers its guests the opportunity to quickly reach both the train station, …see more

from $118 / night

$633 - $1459 / week

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from $118 / night

(1) Very Good 

40

Vacation apartment with shared pool in Certaldo

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
La Certaldina Holidays House is a few steps from Florence and Siena, with self catering apartment overlooking the wonderful Chianti countryside. The Villa is sourrended of gardens, orchad and a pool overlooking vineyards and olive groves and the position is perfect …see more

from $71 / night

$914 - $996 / week

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from $71 / night

(1) Excellent 

97

Vacation townhouse with shared pool in Il Pino

Certaldo / Il Pino

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The guest house "Petriccio" is located a few kilometers from the center of Certaldo and from most cities of Tuscany. The house consists of the main house (Apartment "A" and Apartment "B") and an annex. The apartment "A" is on the first floor and has living room / kitche …see more

from $71 / night

$469 - $785 / week

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from $71 / night

(1) Very Good 

80

Vacation apartment in Certaldo Alto

Certaldo / Certaldo Alto

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
The well House, in the medieval village of Certaldo Alto, is characterized by the typical Tuscan style with terracotta floors and beamed ceilings, and has its entrance in the main street, Via Boccaccio. The well House is located on the first floor and offers its guests …see more

from $82 / night

$504 - $645 / week

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from $82 / night

21

Vacation apartment in Certaldo

Province of Florence / Certaldo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
The Camino is a small but nice apartment located in the center of Certaldo, a few steps from the train station and cable car leading to the medieval village of Certaldo Alto. The apartment was completely renovated and is located on the second floor of a small building, …see more

from $47 / night

$270 - $434 / week

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from $47 / night

(2) Very Good 

23

Vacation apartment in Certaldo

Province of Florence / Certaldo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
On an estate of 200 hectares. of forests, fields, vineyards and olive groves lies the ancient complex of Villa Taddei, comprising the traditional country manor house, the typical Tuscan barn, about 100 meters, 4 apartments created by the features of Tuscan rural schools …see more

from $77 / night

$528 - $937 / week

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Responds fast!
avg. 2 hours 5 minutes

from $77 / night

17

Apartment rental in Marcialla with shared pool

Certaldo / Marcialla

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
La Certaldina Holiday Villa is on the top of a hill in the country side of Chianti An ideal place for a relaxing and peaceful holiday, with the swimming pool surrounded by olive trees and an nice view on the vineyards. The position is perfect as starting point, for …see more

from $71 / night

$768 - $850 / week

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from $71 / night

11

Vacation condo in Marcialla

Certaldo / Marcialla

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
Rent in the heart of Chianti historical apartment in wonderful building of the ' 700. The building, originally the residence of the Marquis Bargagli-Old, has been returned to its historical appearance of patrician country house using Recovery works of the highest qualit …see more

Pricing unknown

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Pricing unknown

17

Villa rental in Certaldo

Province of Florence / Certaldo

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
The villa enjoys a blissful isolation in the Tuscan countryside, unique views over the surrounding hills, the views ranging up to catch a glimpse in the distance the towers of San Gimignano. The house is located at the crossroads of many centers of historical and artist …see more

from $88 / night

$615 - $1230 / week

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from $88 / night

32

Vacation apartment in Certaldo Alto

Certaldo / Certaldo Alto

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Child friendly
  • Car not necessary
Home to the canton's special Pretorio Palace offers guests 12th the chance to experience the atmosphere of a medieval town in two charming independent apartment. Apart. ' The terrace ' This apartment has beamed ceilings and traditional terracota floors Consists: sitti …see more

from $77 / night

$446 - $738 / week

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from $77 / night

(10) Excellent 

15

Vacation farmhouse with swimming pool in Certaldo

Province of Florence / Certaldo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Organic farm producing extra virgin olive oil. Located atop a hill on the ruins of the ancient city of Semifonte, it offers an apartment of 150 sqm on the first floor, equipped with all comforts and a private 15m infinity pool. Half way from Florence, Siena and S. Gimi …see more

from $252 / night

$1757 - $2817 / week

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Responds fast!
avg. 2 hours 58 minutes

from $252 / night

(4) Excellent 

18

Vacation b&b rental

Province of Florence / Certaldo

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 mi
  • Suitable for children age 5+
  • Air conditioning
Albicocca is a luxury apartment on the first floor of a classic Tuscan manor house in an old park among vineyard and olive groves. Guests have at disposal spacious and bright rooms, furnished with antique Tuscan furniture, creating a romantic atmosphere. Building arti …see more

from $104 / night

$725 / week

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from $104 / night

20

Apartment rental in Marcialla with swimming pool

Certaldo / Marcialla

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Small medieval village nestled in the Chianti countryside a short distance from Certaldo, a few kilometers from Florence, Siena and San Gimignano. Wine and oil production, panoramica.Luogo pool ideal for living and relaxing in contact with nature and animals sharing the …see more

from $71 / night

$492 / week

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from $71 / night

(1) Very Good 

32

Apartment rental in Certaldo with shared pool

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
La Certaldina Holiday Villa overlooking the Chianti country side, has 8 self-catering apartments with private gardens and a swimming - pool. The Villa is situated in the heart of Tuscany, the position is perfect for visiting the most important Tuscan cities like, Fl …see more

from $71 / night

$984 - $1066 / week

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from $71 / night

17

Vacation apartment in Certaldo

Province of Florence / Certaldo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly
Ancient building comprising 4 apartments (one is occupied by the property owners) situated in the historical centre of the medieval town of Certaldo Alto. All of the 3 units have been recently restored and offer nicely furnished and cozy interiors. At their arrival, gue …see more

from $59 / night

$417 - $481 / week

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from $59 / night

13

Vacation apartment in Certaldo

Province of Florence / Certaldo

5 12 4 nights min

  • 5 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
On an estate of 200 hectares. of forests, fields, vineyards and olive groves lies the ancient complex of Villa Taddei, comprising the traditional country manor house, the typical Tuscan barn, about 100 meters, other 4 apartments obtained from rural schools specification …see more

from $244 / night

$1625 - $2554 / week

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Responds fast!
avg. 2 hours 5 minutes

from $244 / night

(2) Excellent 

60

Certaldo Vacation apartment rental

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Child friendly
  • Ask about pets
Casa al Cantone' apposite 12th Pretorio Palace offers guests the chance to experience the atmosphere of a medieval town in two charming independent apartment. Apart. "La Terrazza" This apartment has traditional beamed ceilings and terracota floors Consists …see more

from $77 / night

$469 - $738 / week

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Responds fast!
avg. 3 hours 55 minutes

from $77 / night

42

Vacation apartment with shared pool in Certaldo

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
La Certaldina Holidays villa is between Florence and Siena, with self catering apartments restoured in an ancient Villa , overlooking the Chianti countryside. An ideal place for a relaxing and peaceful holiday, with the swimming pool surrounded by olive trees and an …see more

from $71 / night

$984 - $1066 / week

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from $71 / night

(3) Excellent 

24

Vacation apartment in Certaldo Alto

Certaldo / Certaldo Alto

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 85 mi
  • Child friendly
The apartment has two entrances and a large courtyard where you can park your car. Certaldo High is a medieval village still intact, is ideal for a holiday of peace, art and history. Here you can visit the house, the tower and the church with the tomb of Giovann …see more

from $67 / night

$469 - $586 / week

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from $67 / night

(2) Excellent 

31

Vacation apartment with shared pool in Certaldo

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
La Certaldina Holiday villa is on the top of a hill in the Chianti country side, Ideal place for a relaxing holiday and as starting point for visiting the most Tuscan cities. Pisa, Florence, Siena, San Gimignano and Volterra are reachable in 15 to 50 minutes drivi …see more

from $71 / night

$492 / week

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from $71 / night

23

Certaldo Vacation farmhouse rental

Province of Florence / Certaldo

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 su …see more

from $484 / night

$3385 - $3737 / week

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from $484 / night

24

Apartment rental in Certaldo with shared pool

Province of Florence / Certaldo

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
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 Sien …see more

from $98 / night

$680 - $949 / week

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from $98 / night

11

Vacation villa in Certaldo

Province of Florence / Certaldo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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. Surrounde …see more

from $218 / night

$1523 - $1640 / week

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from $218 / night

20

Marcialla Vacation apartment rental

Certaldo / Marcialla

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Small medieval village nestled in the Chianti countryside a short distance from Certaldo (birthplace of Boccaccio), a few kilometers from Florence, Siena and San Gimignano. Wine and oil production, panoramica.Luogo pool ideal for living and relaxing in contact with natu …see more

from $77 / night

$533 / week

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from $77 / night

9

Vacation farmhouse rental

Certaldo / Marcialla

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Private garden
Immersed in a large farm with vineyards and olive groves and cypresses, this comfortable large home is perfect for large families or groups of friends or family get-togethers. In the large living room with working fireplace, heat, it is possible to make dinners, get-tog …see more

from $235 / night

$1640 - $2460 / week

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from $235 / night

(1) Excellent 

27

Villa rental in Certaldo

Province of Florence / Certaldo

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
La casa vacanze "Poggio ai Venti" dispone di due ampi monolocali di circa 40 mq. ciascuno, con ingresso indipendente, finemente arredati in stile toscano e dotati di ogni confort e comodità. Gli appartamenti (Girasole e Papavero), dispongono di una zona pranzo composta …see more

from $132 / night

$914 - $1172 / week

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from $132 / night

17

Certaldo Vacation apartment rental

Province of Florence / Certaldo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
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 Sien …see more

from $128 / night

$891 - $1382 / week

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from $128 / night

10

Vacation b&b in Marcialla

Certaldo / Marcialla

7 18 1 night min

  • 7 bedrooms
  • Sleeps 18
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
At the heart of a small medieval village with Cafe, Bank and restaurant, l'antica villa offers: 7 large rooms each one with private bathroom and furnished with antiques, a romantic Tuscan garden, parking, wifi; large salons. Perfect location for visiting the art cities; …see more

from $703 / night

$4919 / week

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from $703 / night

17

Vacation apartment in Certaldo Alto

Certaldo / Certaldo Alto

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Car not necessary
  • Air conditioning
Located in the old and well-preserved medieval town of Certaldo Alto, our ' Lily ' apartment that is part of the holiday house ' La Primavera ' offers a relaxing and culture that the area of Valdelsa presents us with ease to reach the most beautiful Tuscan cities like F …see more

from $117 / night

$813 / week

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from $117 / night

13

Il Pino Vacation apartment rental

Certaldo / Il Pino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Veena v house was a stable and parking area for carriages. Now it is composed of a living room with a fireplace, kitchen, one double bedroom with a loft with a single bed and private bathroom with shower, one double bedroom with en suite bathrooms with shower. ?It also …see more

from $211 / night

$1476 - $2747 / week

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from $211 / night

21

Certaldo Vacation apartment rental

Province of Florence / Certaldo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
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 Sien …see more

from $127 / night

$883 - $1370 / week

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from $127 / night

23

Vacation townhouse rental

Province of Florence / Certaldo

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 80 mi
  • Child friendly
  • Pet friendly
House with independent entrance with first floor large living room with kitchen, double bedroom with bathroom 2 beds single bedroom; the ground floor lounge and garden with possibility to eat outside private parking. The House is equipped with accessories for cooking, s …see more

from $86 / night

$516 / week

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from $86 / night

22

Vacation apartment with shared pool in Certaldo

Province of Florence / Certaldo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
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 Sien …see more

from $134 / night

$937 - $1441 / week

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from $134 / night

(1) Excellent 

34

Certaldo Vacation apartment rental

Province of Florence / Certaldo

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Panoramic Villa in the Chianti between Florence and Siena with a pool sourrounded of olive grove . Ideal for a relaxing holiday and as starting point for visiting the Tuscan important cities. The bright and tastfully furnidhed 2 rooms apartment is at the first floo …see more

from $71 / night

$820 - $943 / week

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from $71 / night