50 Best Vacation Rentals in Tavarnelle Val di Pesa - Holiday Lettings - Cabins

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Tavarnelle Val di Pesa

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8,970 Vacation rentals

(1) Excellent 

22

Tavarnelle Val di Pesa Vacation apartment rental

Province of Florence / Tavarnelle Val di Pesa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Nestled among the rolling hills of Chianti away from any noise, the olive grove is located in a strategic position, just a few kilometers from the beautiful medieval towns of Barberino val d'Elsa and San Gimignano and the beautiful art cities of Florence and Siena. The …see more

from $148 / night

$1,032 / week

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from $148 / night

(12) Excellent 

30

Vacation barn in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Pet friendly
Casa al Poggio is the result of a renovation done with passion for local country architecture of this old Stone Villa with a wonderful stunning view of the Chianti Classico area, with stone walls , the terracotta floors and exposed beams.The house is a portion of the b …see more

from $135 / night

$799 - $1,226 / week

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from $135 / night

(29) Excellent 

Certificate of Excellence

34

Vacation apartment rental

Province of Florence / Tavarnelle Val di Pesa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Private garden
Charming , authentic & sophisticated country apartment with private garden-terrace, boasting a picture-framed view of olive groves and countryside on those classic rolling hills and glorious sunsets. The lodging keeps cool in the summer and warm in the winter. Casa Mia …see more

Certificate of Excellence

from $90 / night

$628 / week

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Responds fast!
avg. 50 minutes

from $90 / night

48

Villa rental in Tavarnelle Val di Pesa with swimming pool

Province of Florence / Tavarnelle Val di Pesa

11 20 7 nights min

  • 11 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
South Florence large Tuscany holiday villa - Located in the Chianti region of Italy, just 19 miles south of Florence, Il Capoccio is a large, luxurious property with private wellbeing centre set in a green oasis of olive trees and Mediterranean plants, ideally located j …see more

from $1,433 / night

$10,031 - $17,087 / week

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from $1,433 / night

(1) Excellent 

17

Tavarnelle Val di Pesa Vacation villa rental

Province of Florence / Tavarnelle Val di Pesa

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Air conditioning
Tavarnelle Val di Pesa is a lovely little hilltop town, located midway between Florence and Siena. On its slopes, a mere 300 metres from its centre, is Villa Bagnoli great strength the fact that guests can easily walk into the centre of Tavarnelle's shops, bars and rest …see more

from $185 / night

$1,290 - $3,316 / week

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avg. 3 hours 20 minutes

from $185 / night

(8) Excellent 

24

San Donato in Poggio Vacation penthouse rental

Tavarnelle Val di Pesa / San Donato in Poggio

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This apartment is one of a property consisting of a total of 6 apartments located in San Donato in Poggio, a town in Florentine Chianti Classico area, 21km from Florence and 25km from Siena. The brand-new large open-plan penthouse (37 sq.m + 1 terrace 18 sq.m + 1 balcon …see more

from $105 / night

$541 - $835 / week

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Responds fast!
avg. 1 hour 38 minutes

from $105 / night

(6) Excellent 

27

Vacation apartment in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 90 mi
  • Child friendly
  • Ask about pets
We have chosen to live in this Villa because the beauty of the surrounding landscape, it is impossible to tell ... .. .is just to see. The apartment is very spacious and bright, is situated on the ground floor, has an independent entrance and is surrounded by a large g …see more

from $68 / night

$473 / week

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from $68 / night

(1) Excellent 

49

Tavarnelle Val di Pesa Vacation barn rental

Province of Florence / Tavarnelle Val di Pesa

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 150 mi
  • Child friendly
  • Pet friendly
The whole barn is divided into three self-contained apartments: 2 bedrooms 2 bathrooms DAWN couch matrtimoniale; 1 bedroom 1 bathroom CEDAR double sofa bed; Bamboo room 1 bath 1. Hospitality in contact with nature and art in the quiet privacy of the Chianti hills, bet …see more

from $246 / night

$1,720 / week

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from $246 / night

(2) Excellent 

29

Tavarnelle Val di Pesa Vacation apartment rental

Province of Florence / Tavarnelle Val di Pesa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 90 mi
  • Child friendly
  • Ask about pets
Beautiful stone country house, situated in the Park of an old villa in the heart of Chianti a few kilometers from Florence, Siena and San Gimignano. It also boasts a beautiful outdoor area where you can eat or relax in the open air. The apartment accommodation surround …see more

from $123 / night

$737 / week

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from $123 / night

24

Vacation apartment with shared pool in San Donato in Poggio

Tavarnelle Val di Pesa / San Donato in Poggio

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This apartment is part of a property with a total of 5 apartments located in San Donato in Poggio, a town in Florentine Chianti Classico area, 21km from Florence and 25km from Siena. The brand-new apartment (55 sq.m + 60 sq.m private garden) is built in tradition …see more

from $172 / night

$774 - $1,032 / week

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Responds fast!
avg. 1 hour 38 minutes

from $172 / night

44

Vacation apartment in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 150 mi
  • Child friendly
  • Pet friendly
Hospitality in contact with nature and art in the quiet privacy of the Chianti hills, between Florence and Siena and other cities of art in Tuscany. The bright, welcoming apartment is on the ground floor of the barn, private entrance. Fully equipped kitchen; Satellite …see more

from $123 / night

$737 / week

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from $123 / night

(1) Very Good 

30

Vacation home with swimming pool in San Donato in Poggio

Tavarnelle Val di Pesa / San Donato in Poggio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The house lies in the centre of Tuscany, ideally positioned to visit all the most beautiful cities of this region. All are less than 100 kms from the property: Florence 32km, Siena 43km, Arezzo 73km, Lucca 90km, Pisa 93km. From the property in only 15 minutes driving yo …see more

from $271 / night

$1,167 - $2,150 / week

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from $271 / night

47

Tavarnelle Val di Pesa Vacation villa rental

Province of Florence / Tavarnelle Val di Pesa

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Located on the gentle green hills of Chianti between Florence and Siena, Colonica Giulia enjoys stunning views of the countryside surrounding with grain fields, vineyards and olive groves. Colonica Giulia has been recently restored preserving the original characteristic …see more

from $404 / night

$2,825 - $3,930 / week

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from $404 / night

14

Vacation apartment in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 60 mi
  • Child friendly
  • Private garden
In a panoramic position, apartment in one of the most beautiful areas of the Chianti classico region, immersed in greenery and surrounded by vineyards, olive groves and coppices. Its location surrounded by nature in a very quiet area is located halfway between the beaut …see more

from $80 / night

$492 / week

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from $80 / night

19

San Donato in Poggio Vacation apartment rental

Tavarnelle Val di Pesa / San Donato in Poggio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Apartment Duchessina 3: 50 sq.m., ground level; living room, kitchen (4 hobs, oven), double bed room, twin bedded room, bathroom with shower, balcony, covered and equipped (garden furniture) outdoor area. Splendid views and easy access to the pool.- The estate consists …see more

from $96 / night

$799 - $1,106 / week

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from $96 / night

12

Vacation farmhouse in San Donato in Poggio

Tavarnelle Val di Pesa / San Donato in Poggio

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Nice property with pool situated near the beautiful medieval hamlet of San Donato in Poggio, half-way between Florence and Siena. This property comprises 3 comfortable apartments all of which recently restored and tastefully furnished. Beautiful vineyards and olive grov …see more

from $160 / night

$1,044 - $1,658 / week

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from $160 / night

(5) Excellent 

20

San Donato in Poggio Vacation home rental

Tavarnelle Val di Pesa / San Donato in Poggio

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 94 mi
  • Child friendly
  • Private garden
Surrounded by vineyards and the rolling hills beyond, this two bedroom villa has some wonderful panoramas of this famed region, with the fabulous hilltop town of Panzano in the distance. Prepare a BBQ and dine al fresco on the terrace overlooking the gardens and beyond …see more

from $123 / night

$737 / week

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Responds fast!
avg. 3 hours 54 minutes

from $123 / night

24

Vacation villa with swimming pool in San Donato in Poggio

Tavarnelle Val di Pesa / San Donato in Poggio

19 40 7 nights min

  • 19 bedrooms
  • Sleeps 40
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
This restored hamlet, once inhabited by farmers, is now an unique and relaxing large property, that can house a total of 40 people. The estate is in the Chianti Classico region, well known for its unique landscape with green hills, vineyards and olive groves. The est …see more

from $1,235 / night

$8,642 - $18,342 / week

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from $1,235 / night

(3) Excellent 

73

Vacation apartment with shared pool in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
apartment on the ground floor of a villa with private garden and access to the town and the panoramic swimming pool. Large living room with kitchenette and patio doors facing San Gimignano and the Elsa valley, rooms with antique furniture and panoramic window, bathroom …see more

from $111 / night

$737 - $1,216 / week

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from $111 / night

(20) Excellent 

67

Vacation townhouse with shared pool in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
The apartment La Vite is located inside of 'The Farm Villa Romita, a former convent of 1500 completely renovated and comprises 5 separate apartments. With its sober in Tuscan style, it is the ideal place to spend a quiet holiday in the heart of Chianti, halfway between …see more

from $108 / night

$737 - $860 / week

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Responds fast!
avg. 3 hours 40 minutes

from $108 / night

(2) Excellent 

22

Vacation apartment with shared pool in San Donato in Poggio

Tavarnelle Val di Pesa / San Donato in Poggio

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly
Apartment Il Pino, 30 sq.m., ground level; living-dining room with kitchen corner (four hobs, microwave), double bedroom, bathroom with shower, outdoor paved and equipped (garden furniture) area with splendid views. The estate consists of a group of Tuscan style villas …see more

from $83 / night

$614 - $743 / week

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from $83 / night

(8) Excellent 

24

Vacation apartment in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

3 4 3 nights min

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Private garden
Authentic, rooftop apartment set inside a 300 year old Tuscan villa which boasts wonderful views from every window overlooking the Chianti hills and valleys and the historic monastic hamlet of Badia Passignano. Twenty steps lead up into the apartment from the columned …see more

from $93 / night

$740 / week

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Responds fast!
avg. 2 hours 21 minutes

from $93 / night

(1) Excellent 

32

San Donato in Poggio Vacation apartment rental

Tavarnelle Val di Pesa / San Donato in Poggio

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This apartment is part of a property with a total of 6 apartments located in San Donato in Poggio, a town in Florentine Chianti Classico area, 21km from Florence and 25km from Siena. A spacious three-roomed apartment (90 sq.m + 240 sq.m private garden) with two large b …see more

from $203 / night

$983 - $1,351 / week

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Responds fast!
avg. 1 hour 38 minutes

from $203 / night

18

Vacation studio with shared pool in San Donato in Poggio

Tavarnelle Val di Pesa / San Donato in Poggio

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Ask about children
Small nice studio apartment for 2 people, on the ground floor with private terrace. Internet wi fi, Sat Tv. This holiday home in Tuscany is at 1 km from the medieval village of San Donato in Poggio, in the heart of Chianti Classico, famous for its wonderfully pre …see more

from $62 / night

$430 - $639 / week

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Responds fast!
avg. 2 hours 4 minutes

from $62 / night

22

Apartment rental in Tavarnelle Val di Pesa with shared pool

Province of Florence / Tavarnelle Val di Pesa

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
apartment on the ground floor of a medieval tower with a private garden and access to communal garden and rooftop swimming pool. Living with large windows facing San Gimignano and the Elsa valley, room with antique furniture and panoramic glass door, bathroom with showe …see more

from $117 / night

$774 - $1,044 / week

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from $117 / night

(4) Excellent 

20

Tavarnelle Val di Pesa Vacation farmhouse rental

Province of Florence / Tavarnelle Val di Pesa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The Agriturismo by Annita the Poggio alle Blades, Richard, Paola, Francesco, Annita and Lorenzo is located in the heart of Chianti, surrounded by the hills of vineyards and olive trees. Occupies the old stone barn in the 800, where Annita and Lorenzo, negli anni ' 60, h …see more

from $105 / night

$713 - $1,192 / week

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from $105 / night

(14) Excellent 

62

Vacation townhouse with shared pool in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
L'appartmento L'Olivo si trova all'interno dell' Agriturismo La Villa Romita, un ex convento del 1500 completamente ristrutturato e composto da 5 appartamenti indipendenti. Con i suoi ambienti sobri nello stile rustico Toscano, è il luogo ideale per trascorrere una …see more

from $108 / night

$676 - $786 / week

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Responds fast!
avg. 3 hours 40 minutes

from $108 / night

16

Vacation apartment with shared pool in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
appartamentopanoramico it accessed from the private terrace of the communal garden in front of the rooftop swimming pool. Living with sofa-bed shared with a wall of 1.50 meters from the kitchen, bedroom with antique furnishings and panoramic window of San Gimignano and …see more

from $111 / night

$688 - $1,044 / week

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from $111 / night

(3) Excellent 

24

Vacation apartment with shared pool in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Peace and tranquility in the Chianti, in the heart of Tuscany between Florence and Siena, near Badia a Passignano and the medieval villages of San Donato, Panzano and Greve in Chianti. The apartment, recently renovated, is part of an old farmhouse complex located on a h …see more

from $172 / night

$1,167 - $1,744 / week

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from $172 / night

(2) Very Good 

20

Vacation home in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Private garden
Villetta con bellissimo panorama sulla campagna Toscana, indipendente. Ampio parco con piscina, angolo dedicato al barbecue, terrazza solarium, parcheggio, TV sat, lavatrice, lavastoviglie, wi-fi gratis. Ci troviamo in posizione ideale per visitare sia la splendida zo …see more

from $123 / night

$799 - $2,518 / week

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from $123 / night

(3) Excellent 

16

Vacation home with shared pool in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The beautiful Chianti area awaits you for a fantastic holiday! Inside at Le Quercioline propose stay in comfortable fully furnished apartment, we include in the price all utilities, final cleaning, linen, a walk to the Tuscan countryside with our guide, mountain biking, …see more

from $86 / night

$553 / week

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from $86 / night

(3) Very Good 

17

Home rental in Tavarnelle Val di Pesa with shared pool

Province of Florence / Tavarnelle Val di Pesa

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Comfortable apartment decorated in a Tuscan style, with views of the beautiful hills of Chianti surrounded by olive groves and vineyards. Ideally located for visiting the beautiful cities of Florence, Siena and San Gimignano. Quiet garden with panoramic swimming pool fo …see more

from $185 / night

$1,106 / week

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from $185 / night

24

Vacation apartment with shared pool in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
This former farmhouse dating back to 1600, recently beautifully restored, is located in Noce, quait little town of Chianti. The area was recalled by Dante Alighieri in his Divine Comedy. Located in the heart of the Tuscany hills of Chianti, due to its location enjoys an …see more

from $62 / night

$433 / week

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from $62 / night

(1) Very Good 

14

Vacation home with shared pool in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The beautiful Chianti area awaits you for a fantastic holiday! Inside at Le Quercioline propose stay in comfortable fully furnished apartment, we include in the price all utilities, final cleaning, linen, a walk to the Tuscan countryside with our guide, mountain biking, …see more

from $99 / night

$614 / week

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from $99 / night

(1) Excellent 

29

San Donato in Poggio Vacation villa rental

Tavarnelle Val di Pesa / San Donato in Poggio

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Visiting Podere Erica provides a unique opportunity to experience the best that Tuscany has to offer. Situated on over 30 acres with grape vines, olive trees, pastures and woodland, Podere Erica ensures total privacy with sweeping views over the countryside. The beauti …see more

from $702 / night

$4,913 - $9,211 / week

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from $702 / night

12

Vacation home in San Donato in Poggio

Tavarnelle Val di Pesa / San Donato in Poggio

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Suitable for children age 5+
  • Private garden
Casa Silana si trova nel Chianti, zona famosa per fattorie della produzione di vino e olio (Cantina Antinori, Castello di Meleto, Badia a Passignano, Greve in Chianti, Panzano, Montalcino, San Gimignano). La struttura può ricevere famiglie o gruppi di persone fino ad un …see more

from $111 / night

$614 / week

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Responds fast!
avg. 3 hours 29 minutes

from $111 / night

(1) Excellent 

52

Vacation villa in San Donato in Poggio

Tavarnelle Val di Pesa / San Donato in Poggio

3 12 3 nights min

  • 3 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
The Villa was build over the centuries by the family that had begun the construction from two medieval towers. The building is made up of several parts, some original and others in style. The house consists of 3 bedrooms, two living rooms, a full working kitchen, a bath …see more

from $614 / night

$3,930 / week

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from $614 / night

15

Vacation apartment in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
Si trova a metà strada tra Firenze e Siena, proprio nel centro del paese, è luminosissimo e molto silenzioso, al secondo piano di un piccola palazzina. A 2 minuti a piedi dalla fermata del bus e a 5 minuti di auto dalla autostrada. Parcheggio senza problemi nelle im …see more

from $56 / night

$344 - $516 / week

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from $56 / night

(1) Excellent 

21

Vacation apartment rental

Tavarnelle Val di Pesa / San Donato in Poggio

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Apartment Rondini 2, 75 sq.m. ground level; living-dining room with kitchen (4 hobs, oven), three bedded room, twin bedded room, 2 bathrooms with shower, large outdoor equipped (garden furniture) area partly covered with barbecue and splendid views.- The estate of Pog …see more

from $123 / night

$971 - $1,321 / week

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from $123 / night

22

Vacation apartment in San Donato in Poggio

Tavarnelle Val di Pesa / San Donato in Poggio

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This apartment is one of a property consisting of a total of 6 apartments located in San Donato in Poggio, a town in Florentine Chianti Classico area, 21km from Florence and 25km from Siena. The brand-new apartment (50 sq.m + 30 sq.m private garden) is built in traditi …see more

from $105 / night

$541 - $835 / week

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Responds fast!
avg. 1 hour 38 minutes

from $105 / night