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

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Apartments Florence
2,500 properties
Montaione
594 properties
Greve in Chianti
456 properties
Montespertoli
304 properties
Tavarnelle Val di Pesa
254 properties
San Casciano in Val di Pesa
228 properties
Gambassi Terme
218 properties
Certaldo
202 properties
Reggello
183 properties
Barberino Val d'Elsa
142 properties
Pontassieve
116 properties
Grassina
115 properties
Impruneta
113 properties
Vicchio
111 properties
Castelfiorentino
108 properties
Rignano sull'Arno
105 properties
Pelago
102 properties
Vinci
94 properties
Scandicci
91 properties
Figline e Incisa Valdarno
85 properties

Province of Florence

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7,609 Vacation rentals

6

Palazzuolo Sul Senio Vacation townhouse rental

Province of Florence / Palazzuolo Sul Senio

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Nice apartment within the building and appurtenances of the renovated 800. Has small courtyard with access to large park for the exclusive use of the owners and users. A garden of Eden with tall trees, surrounded by walls and crossed by the inner channel, all set near t …see more

from $71 / night

$284 / week

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Responds fast!
avg. 2 hours 3 minutes

from $71 / night

(7) 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
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, the villa is located at the center of the family’s agricultural holding …see more

from $825 / night

$7,418 - $14,011 / week

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from $825 / night

33

Florence Vacation villa rental

Province of Florence / Florence

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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 $606 / night

$4,242 / week

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from $606 / night

(2) Excellent 

20

Vacation farmhouse with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Casalone is a stunning 16th Century restored stone wall farmhouse in the heart of Chianti, 5 minutes drive from the town of Greve-in-Chianti, and 30 minutes from the city of Florence. It is situated just a few kms from the three medieval hamlets of Badia a Passignano, M …see more

from $589 / night

$3,533 / week

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from $589 / night

(9) Excellent 

36

Apartment rental in Scandicci

Province of Florence / Scandicci

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Great for tourism in the historical Florence center, 15 min with a new fast and reliable tramvia T1 (every 3 min, stop at 100m from the apartment, ticket 1 Euro with family discount). Comfortable for families and small groups (up to 6 people) with sunny balcony, A/C, P …see more

from $59 / night

$412 / week

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Responds fast!
avg. 2 hours 46 minutes

from $59 / night

4

Vacation farmhouse in Vicchio

Province of Florence / Vicchio

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx …see more

from $95 / night

$707 - $954 / week

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from $95 / night

(2) Very Good 

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 $142 / night

$989 / week

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from $142 / night

(2) Very Good 

24

Villa rental in Montaione with shared pool

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Giardino is a self catering indipendent villa in the farmhouse Casa Vacanze Amarrante. It's located in the middle of Tuscany between the borders of the province of Firenze, Siena and Pisa: the perfect location to reach the great art cities with daily trip or just get re …see more

from $112 / night

$683 - $1,237 / week

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from $112 / night

(1) Excellent 

14

Vacation home in Fiesole

Province of Florence / Fiesole

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Architects presume Il Borghetto was initially meant to be a chapel in the early 1800s, but this idea was abandoned during the construction for unknown reasons. Situated on a 3 hectares olive tree estate on the hills of Fiesole with unforgettable views over Florence, nex …see more

from $177 / night

$1,060 / week

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from $177 / night

(2) Excellent 

80

Vacation apartment rental

Greve in Chianti / Panzano in Chianti

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Car not necessary
In the wonderful land of Chianti, an ideal starting point for discovering places such as Siena, Florence, San Gimignano, I Casaloni is an old farmhouse that offers its guests apartments with all the comfort and many amenities, such as swimming or Wi Fi. In a warm and we …see more

from $95 / night

$648 - $707 / week

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from $95 / night

(11) Excellent 

16

Vacation villa with shared pool in Piazzale Michelangelo

Florence / Piazzale Michelangelo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Villa Bottai a splendid 13th Century Villa just 10 minutes from the historical centre of Florence. Together with Fulvio I have been renting this villa for the past 10 yrs. Recently the ground floor has been restored into 3 double bedroom, 2 bathrooms, 1 cloakroom …see more

from $311 / night

$1,822 / week

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from $311 / night

(12) Very Good 

Certificate of Excellence

43

Vacation apartment in Central Florence

Florence / Central Florence

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 100 mi
  • Child friendly
  • Car not necessary
Our lovely and comfortable apartment is situated in the heart of Florence. This is a fantastic location, just a few hundred meters from the Cathedral, the Accademia Gallery, the Medician Chapels, the S. Marco Museum, S. Maria Novella Church. Most of the city's amenitie …see more

Certificate of Excellence

from $109 / night

$495 - $730 / week

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from $109 / night

14

Grassina Vacation home rental

Province of Florence / Grassina

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The apartment consists of 2 rooms: entrance with dining area, kitchenette with fridge/freezer and electric oven; master bedroom with ceiling fan, bath/shower and access to a small private outdoor area with table and chairs. It is possible to place an extra bed in the li …see more

from $124 / night

$813 - $1,131 / week

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from $124 / night

(2) Very Good 

27

Apartment rental in Florence

Province of Florence / Florence

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 95 mi
  • Child friendly
  • Car not necessary
Casa Rosina is located in the heart of San Lorenzo, one of the most characteristic neighborhoods of Florence's historic center. Famous for the leather stalls surrounding the central market, the oldest and largest market in the city, it offers restaurants and cuisines of …see more

from $93 / night

$412 - $1,672 / week

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Responds fast!
avg. 1 hour 17 minutes

from $93 / night

(2) Excellent 

24

B&b rental in Fiesole with shared pool

Province of Florence / Fiesole

4 2 2 nights min

  • 4 bedrooms
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Olive double room with large window overlooking the garden and a bathroom outside the room (shower) shared with another room. The room is situated in the bed and Breakfast La Martellina, in an old mill on the River Arno, very romantic. Just 6 km from the Centre of Flor …see more

from $83 / night

$495 / week

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from $83 / night

(4) Excellent 

87

Vacation apartment in Central Florence

Florence / Central Florence

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
Located in Florence, 50 meters from the bus station with numerous connections to the city center, Casa Bertini is a bright and spacious apartment furnished with elegant period furniture and offers free private parking, WIFI, washing machine and air conditioning on all e …see more

from $106 / night

$707 - $954 / week

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from $106 / night

(4) Excellent 

14

Oltrarno Vacation apartment rental

Florence / Oltrarno

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
Charming apartment in Oltrarno, the most characteristic and typical area of Florence. It lies very close to Boboli Gardens and just a 10 minutes' walk from the Pitti Palace, the neighborhood of San Frediano and of Santo Spirito, and a 15 minutes' walk from ponte Vecchio …see more

from $95 / night

$660 / week

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Responds fast!
avg. 1 hour 57 minutes

from $95 / night

9

Vacation apartment with shared pool in Fiesole

Province of Florence / Fiesole

10 4 Min stay varies

  • 10 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The Farmhouse Montereggi and the B & B I Cedri is located on the hills of Fiesole, 7 km north of Florence in quiet and panoramic. At agriturismo we provide 4 Apartments, Rooms: Saletta and Casa al Bosco, Olmo and Scopa. Saletta: a master bedroom with bathroom, a bedroom …see more

from $224 / night

$1,084 - $1,296 / week

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from $224 / night

(10) Excellent 

21

Figline e Incisa Valdarno Vacation apartment rental

Province of Florence / Figline e Incisa Valdarno

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Large apartment of 80 square meters overlooking the tip of an ancient former convent with swimming pool (open from June to end of September). As the bow of a ship, the apartment offers 7 amazing views over the Chianti hills. Comprises entrance hall, large living room, s …see more

from $95 / night

$589 - $789 / week

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from $95 / night

7

San Donnino Vacation home rental

Campi Bisenzio / San Donnino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Il Giramondo Bed and Breakfast is located just 15 minutes from the historic center of ancient art city Florence heritage of art and culture, an ideal starting point to visit the architectural and natural wonders of the city. It has 2 triple 2 double and 2 single rooms r …see more

from $53 / night

$352 / week

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from $53 / night

30

Vacation apartment in Settignano

Florence / Settignano

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Air conditioning
The apartment has a large bedroom overlooking the green, living area with kitchenette and sofa bed, terrace with a panoramic view of the hills and the city, bathroom with bath tub and washing machine. Air conditioning, heating and Wi-Fi. Settignano is a hill near Floren …see more

from $77 / night

$471 - $495 / week

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from $77 / night

11

Vacation home in Vinci

Province of Florence / Vinci

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Villa Il Leccio ' at Santa Lucia di Vinci at 500 metres from the birthplace of Leonardo da Vinci. From the House you can enjoy a breathtaking view of the valley until it reaches the sea. Furnished in style. Large kitchen with fireplace of the ' 700. Spread over three fl …see more

from $153 / night

$942 / week

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from $153 / night

(1) Excellent 

17

Vacation b&b in Signa

Province of Florence / Signa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Car not necessary
  • Air conditioning
B&B L'Orologio is a renovated 17th century apartment in villa, situated in the ''Castle'' area of Signa, a mediaeval municipality in the province of Florence, the Italian region of Tuscany, about 12 kilometres west of Florence. In the 17th century, Signa was one …see more

from $53 / night

$295 / week

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from $53 / night

24

Vacation townhouse in Figline e Incisa Valdarno

Province of Florence / Figline e Incisa Valdarno

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
Located in the town of Figline and Incisa Valdarno, a town house portion, Independent entrance, composed of bedroom, kitchen and bathroom with shower, living room with sofa bed, two single beds 0. A 800mt. from the town center, where you will find Supermarket, Pharmacy, …see more

from $33 / night

$231 / week

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from $33 / night

(2) Excellent 

23

Villa rental in Greve in Chianti with swimming pool

Province of Florence / Greve in Chianti

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 129 mi
  • Swimming pool
  • Child friendly
This wonderful recently restored 5BD villa is located in the heart of the Chianti region, just steps away from the town of Greve. The villa traces its origin back to the 1300 and has recently been tastefully renovated and exquisitely furnished. The careful attention …see more

from $606 / night

$4,239 - $5,828 / week

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from $606 / night

(3) Very Good 

29

Cerreto Guidi Vacation home rental

Province of Florence / Cerreto Guidi

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Surrounded by the green hills of Tuscany, Farm House La Confessione offers a relaxing stay in close contact with nature. The apartments are furnished in typical rustic Tuscan style and have a living room-kitchen, bathroom and bedroom and large private parking. A provisi …see more

from $47 / night

$318 - $471 / week

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from $47 / night

(4) Excellent 

53

Vacation townhouse rental

Province of Florence / Florence

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
The flat is located in a two family-house at the ground floor, the building is a typical villa of the end of the XIX century with only two stories. At the upper story lives the owner, who is always available for all your need. The flat is composed by the kitchen, the l …see more

from $62 / night

$429 / week

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from $62 / 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 $236 / night

$1,413 - $2,708 / week

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Responds fast!
avg. 2 hours 5 minutes

from $236 / night

26

Florence Vacation apartment rental

Province of Florence / Florence

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
The apartment is located in the beautiful area of ​​Santa Croce, in the heart of the historic center of Florence, just steps from the main museums and palaces, including the Uffizi Gallery, the Ponte Vecchio, the Galleria dell'Accademia, etc. Santa Croce is one of the l …see more

from $106 / night

$742 / week

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from $106 / night

(6) Excellent 

27

Vacation villa with swimming pool 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 $583 / night

$5,358 - $6,829 / week

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from $583 / night

(1) Excellent 

44

Apartment rental in Florence

Province of Florence / Florence

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
First Floor - Painted ceilings - Wi-Fi: FIBRA high-speed Internet connection - with sky channels - airconditioning in the bedrooms - jacuzzi - balcony. The house is situated in the historic center of Florence just in front of the Dello Scalzo Cloister, at two steps fro …see more

from $142 / night

$883 - $1,190 / week

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from $142 / night

13

Vacation apartment rental

Province of Florence / Florence

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
Frescoed apartment located in an historical building in the heart of Florence and a few steps from the main tourist attractions such as the Duomo, Palazzo Vecchio, Ponte Vecchio, Palazzo Pitti, Boboli Gardens ... Recently renovated, it has been equipped with everythi …see more

from $118 / night

$707 / week

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from $118 / night

(2) Excellent 

20

San Donato in Collina Vacation villa rental

Bagno a Ripoli / San Donato in Collina

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Ancient military fortress restored with all modern amenities. In the tranquility of the Tuscan countryside, among olive groves, vineyards and Woods, il Forteto offers you a relaxing holiday with pool and fitness/Spa, a cultural vacation in 14 km from Florence to other c …see more

from $1,682 / night

$11,774 / week

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from $1,682 / night

31

Vacation apartment in Empoli

Province of Florence / Empoli

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
In the countryside, but close to the town of Empoli, to put this new and pretty apartment available. The apartment is a housing unit independently and is part of a larger cottage free house on two sides. The separate entrance is located on the ground floor while the upp …see more

from $59 / night

$412 / week

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from $59 / night

9

Vacation home with shared pool in Fiesole

Province of Florence / Fiesole

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Eighteenth-Century old farm apartment: Living room with loft and balcony with double sofa bed, 2 double bedrooms (with twin beds), kitchenette with oven, washing machine and dishwasher, two bathrooms with tubs, private garden and parking area. Satellite TV, WI-FI intern …see more

from $153 / night

$1,072 / week

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Responds fast!
avg. 3 hours 50 minutes

from $153 / night

(1) Excellent 

20

Vacation townhouse in Barberino Val d'Elsa

Province of Florence / Barberino Val d'Elsa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 70 mi
  • Child friendly
  • Air conditioning
La Colombaia is an azienda agricola agrituristica is managed directly by the Britons ' family, the name comes from the ancient farmhouse where up from remote times it produces delicious Chianti wine, oil, vin santo and grappa. In the typical Tuscan landscape, characteri …see more

from $71 / night

$518 / week

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from $71 / night

48

Condo rental in Florence

Province of Florence / Florence

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning
A spacious and comfortable apartment near the train station of Santa Maria Novella, in the heart of Florence, sleeps up to 3 people. PROPERTY DESCRIPTION: The apartment is located on the third floor of a refined building, in the centre of Florence. It comfortably sleep …see more

from $82 / night

$577 - $742 / week

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from $82 / night

(7) Excellent 

20

Strada in Chianti Vacation apartment rental

Greve in Chianti / Strada in Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
completely renovated in the Chianti hills of 70 sqm sunny apartment on the first floor with kitchen, bathroom, 2 bedrooms and large terraces with panoramic views on the beautiful surrounding hills. Entrance from independent external stairway gate. We are in the hills o …see more

from $77 / night

$536 / week

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Responds fast!
avg. 40 minutes

from $77 / night

(16) Excellent 

24

Barberino Val d'Elsa Vacation apartment rental

Province of Florence / Barberino Val d'Elsa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
The apartment is situated in the heart of Chianti Classico in the natural Sant'Agnese resort, where there are splendid hills covered by cypresses that are reproduced naturally. A pleasant, relaxing and magic environment is created by the atmosphere typical of this land …see more

from $68 / night

$470 / week

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from $68 / night

(5) Excellent 

17

Vacation b&b rental

Province of Florence / Greve in Chianti

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
We offer a very simple, low cost room to rent in our family house as we want everybody to have the possibility of enjoying this lovely corner of Chianti. Our guests can relax outside in the gardens or up in the olive groves, listen to the birdsong, immerse themselves …see more

from $71 / night

$472 / week

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from $71 / night