50 Best Vacation Rentals in Province of Florence - Holiday Lettings - Cabins

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8,103 Vacation rentals

(12) Excellent 

45

Vacation villa with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • sleeps 18
  • 1 night min
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
For weddings, please find the conditions at the bottom of this page... Villa Benedetta is a beautiful historic residence that has been for many years the beating heart of the Folonari family, a renowned name in the Italian wine panorama. Dating back to the early 1800, …see more

from $787 / night

$7,133 - $13,474 / week

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from $787 / night

(35) Excellent 

77

Vacation villa in Florence

Province of Florence / Florence

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Car not necessary
The Perfect Florentine Retreat is composed by two apartments of about 45mq each, rentable together (for maximum 6 people) or separately. Garden apartment is composed by a bedroom with double bed, bathroom with shower, living room with kitchenette and sofà bed. This a …see more

from $113 / night

$732 - $2,151 / week

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Responds fast!
avg. 3 hours 4 minutes

from $113 / night

(5) Excellent 

85

Vacation apartment rental

Province of Florence / Barberino Val d'Elsa

3 5 4 nights min

  • 3 bedrooms
  • sleeps 5
  • 4 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
100 square meters apartment located located on the top floor of the Castle, that can sleep 2 to 5 people, it has 3 bedrooms and 2 bathrooms. It offers an open space with living and dining area as well as a modern kitchen, complete with 4 rings/electric/glass stove, fri …see more

from $91 / night

$633 - $1,226 / week

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from $91 / night

(5) Excellent 

48

Vacation villa in Greve in Chianti

Province of Florence / Greve in Chianti

9 20 1 night min

  • 9 bedrooms
  • sleeps 20
  • 1 night min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Set in the heart of the magical Chianti region, this magnificent 9 BD - 9 BA Villa dates back to the XVII century and is part of the Nozzole wine-estate, where some of Tuscany’s most representative wines are produced. Being just 4 miles away from the picturesque villag …see more

from $971 / night

$7,360 - $15,738 / week

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from $971 / night

(4) Excellent 

45

Vacation villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • sleeps 16
  • 1 night min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano Val di Pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considered …see more

from $1,614 / night

$11,294 / week

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from $1,614 / night

9

Montaione Vacation apartment rental

Province of Florence / Montaione

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Fully furnished and equipped house. Approximately 50 m2 on the first floor. 4 Beds. Large lounge with dining room table divan-bed and fireplace - cooking area with well-equipped kitchen. Double bedroom. Bathroom with box shower, bidet, wc and washbasin. Outdoor area fea …see more

from $117 / night

$816 / week

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from $117 / night

(3) Excellent 

24

Vacation apartment with shared pool in Tavarnelle Val di Pesa

Province of Florence / Tavarnelle Val di Pesa

2 7 5 nights min

  • 2 bedrooms
  • sleeps 7
  • 5 nights min
  • 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 $159 / night

$1,076 / week

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from $159 / night

(8) Very Good 

43

Vacation apartment in Montelupo Fiorentino

Province of Florence / Montelupo Fiorentino

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 80 mi
  • Child friendly
  • Private garden
Nice apartment located on the ground floor of an 'old farmhouse, with a big garden for the guests and a covered parking space included in the stem. The apartment has a nice porch furnished with deck chairs, table and chairs where you can stay and have lunch. Near Vinci, …see more

from $91 / night

$634 / week

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from $91 / night

(5) Excellent 

24

Vacation villa in Montelupo Fiorentino

Province of Florence / Montelupo Fiorentino

8 17 min stay varies

  • 8 bedrooms
  • sleeps 17
  • min stay varies
  • Nearest beach 55 mi
  • Swimming pool
  • Child friendly
Bobolino is the most beautiful neighborhood of Montelupo Fiorentino near Florence, Siena, Pisa and Lucca. Villa Bobolino is located on the hills and has 8 bedrooms (up to 17 people). Each room has a TV, a beautiful private bathroom with all of the comforts (towel-warmer …see more

from $293 / night

$1,916 - $4,847 / week

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from $293 / night

15

Vacation home in Cerbaia

Province of Florence / Cerbaia

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Located in Cerbaia Val di Pesa, at only 20 minutes drive from Florence, this splendid farmhouse, beautifully furnished and totally equipped, has central heating and a breathtaking view on the vineyard and the famous hills of Chianti. In the summer, you can enjoy the big …see more

from $203 / night

$1,126 / week

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from $203 / night

28

Vacation apartment in Florence

Province of Florence / Florence

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Elegant and bright apartment with two balconies from which is visible the cathedral. Set in an elegant building with a doorman, elevator, paid parking. In the historic center of Florence a few meters from Piazza Santa Croce, Ponte Vecchio and Palazzo Vecchio, WASHER DRY …see more

from $124 / night

$864 / week

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from $124 / night

(3) Excellent 

10

Vacation apartment in Oltrarno

Florence / Oltrarno

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
The apt is located in the historic city centre of Florence, in the historic region of 'San Frediano'. From the house you can reach by foot all the important place of the city centre of Florence (Boboli garden 400 mts, Pitti Palace 500 mts, Ponte Vecchio 900 mts away fro …see more

from $148 / night

$736 / week

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from $148 / night

15

Vacation cottage rental

Province of Florence / Montespertoli

2 7 4 nights min

  • 2 bedrooms
  • sleeps 7
  • 4 nights min
  • Ask about children
  • Ask about pets
  • Private garden
Recently restored in typical Tuscan Country Style Ex Priest Residence accomodates up to 7 guests. Located on top of a hill which offers astonishing views of the surrounding hills. Lovely Cosy Garden with Old Olive Tree and Sundeck with Outdoor Shower. Situated only at 3 …see more

from $176 / night

$1,076 - $1,433 / week

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from $176 / night

29

Villa rental in San Godenzo with swimming pool

Province of Florence / San Godenzo

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
If you are a big family or a large group of friends, the ideal place to spend your holidays in full relax and confort is this elegant property with exclusive swimming pool and garden that can accommodate 12+1 people, composed by an independent Villa and a nice dependan …see more

from $509 / night

$3,503 / week

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Responds fast!
avg. 2 hours 53 minutes

from $509 / night

(31) Very Good 

19

Vacation apartment in San Lorenzo, Florence

Florence / San Lorenzo, Florence

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Sleeps: 4+1 Bathroom: 1 Zone: San Lorenzo Floor: 3 Elevator: Yes Terrace: Yes This lovely modern apartment in Florence is a bright two bedroom apartment, located in a perfect position for the ones who want to walk along Florentine characteristic str …see more

from $131 / night

$918 / week

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from $131 / night

(1) Excellent 

21

Vacation condo in South Florence

Florence / South Florence

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
Charming and spacious apartment very bright and renovated next to Lungarno Colombo. The fourth floor of a stately building. Excellent location for visiting Florence with private parking. The Center in 20 minutes on foot or bus 10. Piazzale Michelangelo in 10 minutes by …see more

from $91 / night

$509 / week

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from $91 / night

17

Campoli in Chianti Vacation apartment rental

San Casciano in Val di Pesa / Campoli in Chianti

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Surrounded by the vineyards of the Chianti hills, not far from Florence and Siena, Villa Barberino has all the charm of the ancient Tuscan manor houses. In what were once the service spaces of the villa was once the apartment la Casina victory. In it you can find an eas …see more

from $102 / night

$565 / week

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from $102 / night

(6) Very Good 

24

Vacation guest house rental

Province of Florence / Polcanto

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Child friendly
Stone House surrounded by green a few kilometers from Florence. Thanks to an altitude of approximately 600 m. above sea level you can enjoy a climate never too hot, you can relax in the shade of an old chestnut maybe reading immersed in the silence of the countryside …see more

from $90 / night

$563 / week

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from $90 / night

(2) Excellent 

32

Vacation villa with swimming pool in Romola

Province of Florence / Romola

6 14 5 nights min

  • 6 bedrooms
  • sleeps 14
  • 5 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Villa Treggiaia is situated in the hills of Chianti Classico region surrounded by 4,000 sqm of olive trees. The villa dates back to the 14th century and has been recently renovated. The villa is situated in the tiny and characteristic village of La Romola (316m) in the …see more

from $304 / night

$2,124 - $3,710 / week

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from $304 / night

(2) Excellent 

21

Apartment rental in Campoli in Chianti with shared pool

San Casciano in Val di Pesa / Campoli in Chianti

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Surrounded by the vineyards of the Chianti hills, not far from Florence and Siena, Villa Barberino has all the charm of the ancient Tuscan manor houses. In what were once the service spaces of the villa was once the apartment The Campolino she. In it you can find an eas …see more

from $142 / night

$850 / week

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from $142 / night

(2) Excellent 

33

Florence Vacation villa rental

Province of Florence / Florence

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
This wonderful recently renovated 4BR/3.5BA villa sits on top of a hill and is part of a 20 hectares biological farm, immersed in the most beautiful typical Tuscan landscape. A luxury private swimming pool as well as a private lake and the most amazing direct views on …see more

from $581 / night

$5,379 / week

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from $581 / night

17

Vacation home rental

Impruneta / Falciani

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Our farmhouse is very old, once it was the seat of the farmers who were responsible for the care of the vines. It has been renovated but respecting its nature, the fireplace is the original one and all the ceilings have wooden beams. Windows and doors have been moderniz …see more

from $204 / night

$1,130 / week

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Responds fast!
avg. 3 hours 11 minutes

from $204 / night

(4) Excellent 

16

Vacation farmhouse in Firenzuola

Province of Florence / Firenzuola

2 3 1 night min

  • 2 bedrooms
  • sleeps 3
  • 1 night min
  • Child friendly
  • Pet friendly
We welcome you in our reception structure situated in the heart of the Valley of the Santerno, in the locality of Coniale at the ancient village of Cà Maggiore, in the commune of Firenzuola (FI) alto Mugello, the Futa pass. Between Romagna and Tuscany we can offer acco …see more

from $102 / night

$476 / week

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from $102 / night

(2) 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 $249 / night

$1,586 - $1,982 / week

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from $249 / night

(2) Very Good 

10

Vacation b&b in Florence

Province of Florence / Florence

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
A few steps away from the town center, in one of the most elegant and prestigious areas, "La Pietra B&B" gives you the stillness and calm you need to make unforgettable your stay in the magnificent Florence. A comfortable space made of one bedroom with breakfast …see more

from $63 / night

$436 / week

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Responds fast!
avg. 43 minutes

from $63 / night

23

Vacation villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Le Torri Tuscany. Villa apartments with pool, Le Torri is a Tuscan farmhouse built in the XIII century and located in the beautiful Chianti area. All your needs will be taken care of by the owners themselves, ensuring a relaxing break. The stone farmhouse has a s …see more

from $104 / night

$725 / week

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from $104 / night

15

Villa rental in Torre, Fucecchio with shared pool

Fucecchio / Torre, Fucecchio

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 45 mi
  • Swimming pool
  • Child friendly
The villa has a direct access to the beautiful swimming pool, with a shallow end perfect for the children, that is situated in our own characteristic olive grove. Leading from the living room is a patio with barbeque, furnished with a table and chairs to enable you to d …see more

from $339 / night

$2,373 / week

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from $339 / night

(2) Very Good 

8

Vacation townhouse with shared pool in Casicello

Montaione / Casicello

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Casa Vacanze Antica Pietra is a beautiful property in the green Tuscan hills. Our vacation home is in the small medieval village of Casicello, few kilometers from the most beautiful cities of Tuscany of art and culture , such as Montaione, Volterra, San Gimignano , Cer …see more

from $102 / night

$714 / week

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from $102 / night

(3) Very Good 

39

Vacation cottage with shared pool in Florence

Province of Florence / Florence

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 100 mi
  • Swimming pool
Situated in Florence, 5 kms from the city center, an area of 3 hectares with olive tree fields and woods bordering towards the florentine historical villas on one side and overlooking the hills of Fiesole on the other. Enjoy your holidays in this small chalet for coupl …see more

from $148 / night

$1,031 / week

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from $148 / night

(7) Excellent 

39

Vacation villa in Central Florence

Florence / Central Florence

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Nearest beach 98 mi
  • Swimming pool
  • Child friendly
This fabulous 5 Bedroom - 5 Bathroom Villa dates back to the XVIIIth century and lies on the hill of "Poggio Imperiale", one of the most exclusive residential areas of the city of Florence. Being only one mile away from Porta Romana square, a renowned "gate" into the …see more

from $558 / night

$4,138 - $6,644 / week

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from $558 / night

(7) Excellent 

12

Castelfiorentino Vacation farmhouse rental

Province of Florence / Castelfiorentino

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 55 mi
  • Swimming pool
  • Child friendly
The Fattoria Il Petriccio is located on the hills of Valdelsa, 2 miles from Castelfiorentino (Florence) the ideal starting point to visit the Tuscan art cities: half an hour drive from Firenze, Siena, Lucca, Pisa, Volterra and San Gimignano it is really located in the h …see more

from $226 / night

$678 - $1,119 / week

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from $226 / night

7

Vacation apartment in Londa

Londa / Mugello Valley

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Private garden
Rincine is located in the town of Londa, 40 km from Florence. The Vaialli, a small village of Rincine, enjoy a unique view of the mountains, facing. They are located approximately 600 m above sea level, thus enjoy a cool climate, especially at night, even when elsewhere …see more

from $57 / night

$451 / week

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from $57 / night

14

Vacation villa with swimming pool, golf nearby in Impruneta

Province of Florence / Impruneta

5 9 4 nights min

  • 5 bedrooms
  • sleeps 9
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Large House on three levels of the restoration of an old mill located in an excellent position for exploring the Chianti, the Tuscan countryside and cities of art like Siena, San Gimignano, Lucca and Florence. It is 2 km from the town of Impruneta, famous town for proce …see more

from $226 / night

$1,582 / week

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from $226 / night

(11) Excellent 

67

Villa rental in Fiesole with swimming pool

Province of Florence / Fiesole

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
From Villa Acacia Florence city centre is at just 10 minutes by public bus! You will not need a car to enjoy the city and the Villa. If you have ever been to Florence you know this is a town where “suburbs” takes on a very special meaning. Just outside the very hectic …see more

from $452 / night

$3,164 - $5,537 / week

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Responds fast!
avg. 1 hour 59 minutes

from $452 / night

65

Fiesole Vacation b&b rental

Province of Florence / Fiesole

7 15 2 nights min

  • 7 bedrooms
  • sleeps 15
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Organic charming B&B on the countryside in Fiesole, close to Florence. Tiny hamlet on a hill overlooking its olive grove in the gentle Tuscan countryside. Seven stylish clean new rooms with large bathrooms. Every room is different, fitted with individual air-conditionin …see more

from $1,019 / night

$6,680 - $6,839 / week

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from $1,019 / night

(2) Very Good 

35

Vacation home in Figline e Incisa Valdarno

Province of Florence / Figline e Incisa Valdarno

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 170 mi
  • Child friendly
  • Air conditioning
Holiday home Casa del Ponte, relax and tranquillity under the tuscan sun. Have you ever experienced the feeling of coming home and find yourself in a cozy and comfortable ambient in the tranquility of a small and peaceful village, surrounded by beautiful landscapes and …see more

from $91 / night

$567 - $714 / week

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from $91 / night

(2) Excellent 

40

Strada in Chianti Vacation farmhouse rental

Greve in Chianti / Strada in Chianti

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 110 mi
  • Swimming pool
We are farmhouse in the Chianti Classico area, in fact we produce red and white wine and also olive oil extravergine and we offer some different flats.We offer apartments for rent with SWIMMING POOL, WIFI FREE IN EVERY HOUSE, FREE INTERNET POINT, INCLUDING AIR CONDITION …see more

from $99 / night

$655 - $1,130 / week

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from $99 / night

(3) Excellent 

23

Vacation farmhouse with golf nearby in Vinci

Province of Florence / Vinci

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Villa Chiara, a wonderful house, furnished in a rustic style, rests his eyes on the gentle hills of Vinci, the town of Leonardo da Vinci, near Florence. The warm atmosphere of its walls will rock the mood for a stay of escape from everyday life! Ideal for relaxing with …see more

from $88 / night

$611 / week

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Responds fast!
avg. 1 hour 19 minutes

from $88 / night

(1) Excellent 

44

Vacation finca in Dicomano

Province of Florence / Dicomano

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
The farm "i Nidi di Belforte" is immersed in the green hills that surround Florence, in the Valley of Mugello, where he originated the Medici family, that much luster gave the Florentine Renaissance. The small village is part of the 200-hectare farm and is at the heart …see more

from $71 / night

$499 / week

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from $71 / night

(32) Excellent 

25

San Casciano in Val di Pesa Vacation farmhouse rental

Province of Florence / San Casciano in Val di Pesa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 83 mi
  • Suitable for children age 5+
  • Car not necessary
The holiday house is located 300 metres from San Casciano in Val di Pesa centre. Facing the open country from a dominant position, it offers the comforts of a town life and the beauty of the Chianti landscape opening on hills with vineyards and olive trees. There are no …see more

from $93 / night

$599 - $1,074 / week

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Responds fast!
avg. 1 hour 32 minutes

from $93 / night