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

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8,432 Vacation rentals

(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 $563 / night

$4,177 - $6,707 / week

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from $563 / 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 $118 / night

$822 / week

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from $118 / 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 $587 / night

$4,043 / week

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Responds fast!
avg. 1 hour 27 minutes

from $587 / night

(3) Excellent 

24

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 $101 / night

$702 / week

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Responds fast!
avg. 1 hour 19 minutes

from $101 / night

(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
*** Wedding conditions: listed at the bottom of this page *** Villa Benedetta is a beautiful historic residence that has been the beating heart of the Folonari family (a renowned name in the Italian wine panorama) for many years. Dating back to the early 1800s, the vi …see more

from $790 / night

$5,967 - $13,524 / week

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from $790 / night

17

Vacation home rental

Impruneta / Falciani

4 11 5 nights min

  • 4 bedrooms
  • sleeps 11
  • 5 nights min
  • 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 $235 / night

$1,302 / week

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Responds fast!
avg. 3 hours 35 minutes

from $235 / 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 $170 / night

$846 / week

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from $170 / 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 $1,055 / night

$7,387 - $16,820 / week

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from $1,055 / 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 $134 / night

$937 / week

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from $134 / 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 $131 / night

$846 - $2,551 / week

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Responds fast!
avg. 3 hours 39 minutes

from $131 / 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 $339 / night

$2,278 - $5,596 / week

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from $339 / 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 $105 / night

$731 / week

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from $105 / night

(3) Excellent 

15

San Casciano in Val di Pesa Vacation villa rental

Province of Florence / San Casciano in Val di Pesa

5 11 7 nights min

  • 5 bedrooms
  • sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Luxury home near Florence, San Giminiano, Siena; sleeps 11 + 2 children The house belonged to the florentine families of Strozzi and Cavalcanti in 16th century. It was restored preserving the structure from the Renaissance, with its high ceilings and stone capitals. Co …see more

from $745 / night

$5,215 / week

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from $745 / 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 $119 / night

$833 / week

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from $119 / 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 $81 / night

$574 / week

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from $81 / 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 $118 / night

$651 / week

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from $118 / night

(4) Excellent 

48

Vacation apartment in Duomo Fl

Florence / Duomo Fl

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly
  • Air conditioning
Charming Apartment in the heart of Florence (200 meters from the Duomo) in a nice street, full of shops and life, throughout the day and night. The apartment consist in a large entrance with a studio area, a bedroom for two people, one kitchen facing a dining room and a …see more

from $137 / night

$802 / week

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from $137 / 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 $1,480 / night

$10,360 - $13,548 / week

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from $1,480 / 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 $391 / night

$2,733 / week

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from $391 / night

(9) Excellent 

25

Farmhouse rental in Tavarnelle Val di Pesa with swimming pool

Province of Florence / Tavarnelle Val di Pesa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Casalfiorito is an ancient estate dated back to 1500 surrounded by two private hectares of beautiful natural forest and hills. In the heart of Casalfiorito you will find the main “Villa” (inhabited by landlord) and a lovely “Barn”. CasalFiorito Holiday Home is a small …see more

from $131 / night

$913 - $1,917 / week

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avg. 2 hours 14 minutes

from $131 / 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 $105 / night

$729 - $1,412 / week

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Responds fast!
avg. 3 hours 42 minutes

from $105 / 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 $163 / night

$979 / week

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from $163 / night

(4) Excellent 

14

Vacation b&b in Fiesole

Province of Florence / Fiesole

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Villa di Campolungo Agriturismo welcomes its guests in the Tuscan hills of Fiesole, an elegant small city only 7 km from Florence. It is a splendid retreat where guests can enjoy both the charme of Tuscan countryside as well as the city sights in Florence. Villa di C …see more

from $163 / night

$1,139 / week

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from $163 / 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 $142 / night

$995 / week

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from $142 / 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 $114 / night

$756 - $1,305 / week

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from $114 / 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 $183 / night

$1,239 / week

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avg. 1 hour 47 minutes

from $183 / 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 $105 / night

$653 / week

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from $105 / night

(1) Excellent 

42

Barberino Val d'Elsa Vacation villa rental

Province of Florence / Barberino Val d'Elsa

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Villa consists of 5 bedrooms and 5 bathrooms for a total of 10 beds. The kitchen is equipped with everything needed to enjoy a dinner in total privacy in the Tuscan hills, you will also have the possibility of eating outside in the green. The rooms are all equipped with …see more

from $859 / night

$5,726 - $6,637 / week

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Responds fast!
avg. 3 hours 3 minutes

from $859 / 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 $235 / night

$1,302 / week

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from $235 / night

35

Farmhouse accommodation in Barberino Val d'Elsa with shared pool

Province of Florence / Barberino Val d'Elsa

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
Three welcoming apartments on a large farm that produces quality olive oil and wine. The apartments have been recently renovated and are comfortably furnished. The property's location is ideal for relaxing in the Tuscan countryside, and at the same time it is also clos …see more

from $246 / night

$1,722 / week

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avg. 3 hours 57 minutes

from $246 / night

(1) Excellent 

12

Vacation apartment rental

Montaione / Alberi

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The LEBBIO is situated in the heart of Tuscany, on the hills of Chianti, famous for its woods and poplars, grapevines and olive trees, where history has its mark in the little hamlets, stone farmhouses, castles and villas standing near "via francigena".The Lebbio, tucke …see more

from $190 / night

$1,174 / week

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from $190 / night

18

Vicchio Vacation home rental

Province of Florence / Vicchio

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
Detached house consists of living room with kitchenette and sofa bed, bathroom, bedroom, terrace and private parking. Villore is a small village in the municipality of Vicchio which is about 7 km. Altitude 350 m s.l.m.-Florence is approximately 42 km. In Vicchio and in …see more

from $56 / night

$391 / week

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from $56 / night

(5) 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 $111 / night

$756 - $1,265 / week

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from $111 / 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 $261 / night

$1,825 / week

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Responds fast!
avg. 3 hours 53 minutes

from $261 / night

(1) Excellent 

24

Vacation villa with swimming pool in Lastra a Signa

Province of Florence / Lastra a Signa

6 16 6 nights min

  • 6 bedrooms
  • sleeps 16
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This stunning Villa, can house up to 16 people which makes it a perfect place if you're having a family reunion or a get together of friends. This villa, once part a of a medieval monastery, is being completely renovated this year in a way that outfits it with all the m …see more

from $781 / night

$5,466 / week

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from $781 / 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 $585 / night

$5,410 / week

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from $585 / night

(9) Excellent 

20

Vacation villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
Le Torri Tuscany . Villa rentals apartments 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 swimmi …see more

from $98 / night

$646 - $835 / week

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from $98 / night

17

Vacation apartment with shared pool in Vicchio

Vicchio / Ponte a Vicchio

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The apartment is on two floors and can accomodate eight people. Ground floor: large entrance hall with view of the garden. Lounge/diner with large Renaissance fireplace, kitchen with oven, washing machine and dishwasher. Double bedroom and bathroom with shower. Fi …see more

from $261 / night

$1,825 - $2,738 / week

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Responds fast!
avg. 1 hour 10 minutes

from $261 / night

(3) Excellent 

19

Vacation apartment in Campi Bisenzio

Province of Florence / Campi Bisenzio

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
Large apartment of 55 sqm, elegantly renovated and equipped with every comfort. Located a short walk from the historic center of Campi Bisenzio and only 50 meters from the bus stop for Florence and its surroundings. Near the main services (bar, restaurant right in front …see more

from $71 / night

$493 / week

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from $71 / night

(32) Excellent 

26

San Casciano in Val di Pesa Vacation farmhouse rental

Province of Florence / San Casciano in Val di Pesa

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • 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 $111 / night

$650 - $1,221 / week

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Responds fast!
avg. 1 hour 39 minutes

from $111 / night

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