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

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Apartments Florence
2,498 properties
Montaione
552 properties
Greve in Chianti
451 properties
Montespertoli
301 properties
Tavarnelle Val di Pesa
228 properties
San Casciano in Val di Pesa
223 properties
Certaldo
212 properties
Gambassi Terme
193 properties
Reggello
151 properties
Barberino Val d'Elsa
144 properties
Impruneta
119 properties
Rignano sull'Arno
105 properties
Vicchio
103 properties
Pontassieve
98 properties
Grassina
98 properties
Pelago
96 properties
Vinci
95 properties
Castelfiorentino
85 properties
Figline e Incisa Valdarno
82 properties
Bagno a Ripoli
80 properties

Province of Florence

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7,323 Vacation rentals

(6) 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 $868 / night

$7,682 - $14,744 / week

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from $868 / 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 $620 / night

$3,717 / week

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from $620 / night

(22) Very Good 

Certificate of Excellence

23

Home rental in Fiesole

Province of Florence / Fiesole

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 mi
  • Child friendly
  • Private garden
The Villa is a portion of the Historical complex called Torre di Colonne dated from XI to XV Century, protected by the Italian Landmark Preservation Ministry. The Villa has been renovated in the last 4 years and consists of 2 double bedrooms, a living room with …see more

Certificate of Excellence

from $100 / night

$620 - $1,326 / week

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Responds fast!
avg. 2 hours 3 minutes

from $100 / night

(6) Excellent 

15

Vacation penthouse in Florence

Province of Florence / Florence

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Car not necessary
  • Air conditioning
Lovenest is located in the historical center, in a beautiful nineteenth century building five minutes from the Duomo, the Accademia Gallery and other monuments. There is a pleasant terrace where you can admire the Cathedral of Florence, its red roofs that speak to you a …see more

from $73 / night

$512 / week

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from $73 / 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 $62 / night

$434 / week

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Responds fast!
avg. 2 hours 46 minutes

from $62 / night

(10) 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 $322 / night

$1,890 / week

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from $322 / night

(5) Excellent 

39

Greve in Chianti Vacation farmhouse rental

Province of Florence / Greve in Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
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 $149 / night

$990 - $1,661 / week

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from $149 / 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 $56 / night

$391 / week

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from $56 / night

(32) Excellent 

89

Vacation apartment rental

Florence / Duomo Fl

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
Stylish contemporary interiors in a completely renovated apartment in the very heart of Florence.it is Located in a charming road crossing with the main Via dei Calzaiuoli, the street famous for its many commercial and fashionable stores connecting Piazza della Signori …see more

from $118 / night

$868 / week

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from $118 / night

45

Sesto Fiorentino Vacation home rental

Province of Florence / Sesto Fiorentino

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 96 mi
  • Car not necessary
  • Air conditioning
The apartment is part of the farmhouse and is located inside the main building overlooking the famous Etruscan tomb called La Montagnola. The four rooms plus two bathrooms that make up the old housing have four windows overlooking the original Italiana garden guarded by …see more

from $65 / night

$434 / week

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from $65 / night

(10) Excellent 

48

Villa rental in Collegalli with swimming pool

Montaione / Collegalli

5 10 4 nights min

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
A beautifully preserved Tuscan villa on the historic Collegalli estate in Montaione, situated on a peaceful hilltop with spectacular views of the countryside. Villa Strozzi offers complete privacy, including a private garden and swimming pool, surrounded by nature and w …see more

from $620 / night

$4,337 / week

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from $620 / 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 $161 / night

$992 / week

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from $161 / night

16

Greve in Chianti Vacation apartment rental

Province of Florence / Greve in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
From the ancient rectory adjacent to the small church of San Piero al Pino (13th century), two apartments have been restructured. One of the apartment called Canonica offers views from the ground floor terrace of the surrounding vineyards, as well as an outdoor grill. …see more

from $112 / night

$868 - $1,983 / week

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from $112 / night

(4) Excellent 

24

Farmhouse rental in Greve in Chianti with shared pool

Province of Florence / Greve in Chianti

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 127 mi
  • Swimming pool
  • Child friendly
The Estate name is Villa Calcinaia, property of one of the most famous florentine noble families, the counts Capponi, the Villa in the centre of the 600 acre estate is their summer home since 1524. The farmhouses do all have a breathtaking view over the Chianti Classico …see more

from $124 / night

$868 - $6,839 / week

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from $124 / 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 $186 / night

$1,115 / week

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from $186 / night

14

Vacation home with shared pool in Grassina

Province of Florence / Grassina

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The apartment consists of 4 rooms. Ground floor: large living room with fireplace (non working); dining area with fully equipped kitchen, with fridge/freezer, electric oven and access to a small outdoor area with table and chairs. First floor: double bedroom with air c …see more

from $186 / night

$1,215 - $1,661 / week

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from $186 / night

7

Vacation apartment rental

Florence / Palazzo Pitti

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Our Florent charming self-catering STUDIO Apartment is ideal for a couple or 2 friends sharing. At Florent Apartments we also have: 1 Bedroom Apartments (max 3 people) 2 Bedroom Apartment (max 5 people) a stunning top-floor 3 bedroom apartment (max 7 pe …see more

from $123 / night

$806 / week

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from $123 / night

(3) Excellent 

18

Cerreto Guidi Vacation apartment rental

Province of Florence / Cerreto Guidi

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 48 mi
  • Child friendly
  • Private garden
CENTRE TUSCANY, in Cerreto Guidi (Florence), for vacation rental, charming two rooms on the ground floor with 2 gardens, well furnished and equipped, hilltop views, quiet area and close to major tourist spots. To arrive by car (by car) - My apartment is available for 4 …see more

from $50 / night

$347 / week

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from $50 / 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 $637 / night

$4,461 - $6,133 / week

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from $637 / night

6

Townhouse rental in Gambassi Terme with shared pool

Province of Florence / Gambassi Terme

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 45 mi
  • Swimming pool
  • Child friendly
Lovely one bedroom apartment in the heart of Tuscany, situated in a quaint tourist village. The apartment has kitchen with sofa bed and double bedroom, own garden with loggiato ideal to spend pleasant moments of relaxation. The one bedroom apartment is located directly …see more

from $106 / night

$744 / week

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from $106 / night

5

Vacation home in Mantignano

Florence / Mantignano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 100 mi
  • Child friendly
A small, rustic Tuscan, independent and confidential, developed throughout the ground floor, divided into two rooms, kitchen / living room and bedroom, plus a bathroom, with parking in front of the entrance door. It is located 2km from the entrance of the Autostrada del …see more

from $50 / night

$347 / week

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from $50 / 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 $149 / night

$930 - $1,252 / week

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from $149 / night

(31) Excellent 

Certificate of Excellence

17

Florence Vacation apartment rental

Province of Florence / Florence

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Very nice new apartment, bright and beamed. The apartment "La Pergola" is located in a very quiet street in the heart of the historical centre of Florence, between Piazza Duomo and Piazza Santa Croce, both reachable on foot in 5 minutes. The Santa Maria Novella train …see more

Certificate of Excellence

from $112 / night

$719 - $1,190 / week

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Responds fast!
avg. 36 minutes

from $112 / night

(1) Excellent 

20

Vacation farmhouse in Montespertoli

Province of Florence / Montespertoli

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and …see more

from $201 / night

$1,166 - $2,290 / week

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from $201 / night

11

Vacation apartment in Pontassieve

Province of Florence / Pontassieve

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Spacious and bright fully furnished 90 m2 apartment on the top floor with 2 balconies, 3 bedrooms for a total of 6 beds so divided. triple room with double bed plus single, double room with 2 single beds and bedroom with a single bed. Room, equipped kitchen with dishwas …see more

from $123 / night

$806 / week

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from $123 / night

24

Guest house rental in Impruneta with shared pool, golf nearby

Province of Florence / Impruneta

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Set at the beginning of the wonderful Chianti region, this charming guesthouse is strategically located near the village of Impruneta, famous for the production of terracotta, and is easily accessible to Florence and all of Tuscany’s major places of interest. Surrounded …see more

from $54 / night

$372 - $725 / week

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from $54 / night

8

Empoli Vacation apartment rental

Province of Florence / Empoli

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Whole house, very bright and surrounded by countryside. A kitchen with all the amenities to make you enjoy your permanenza.Un'ampia living area with sofa bed. Two bathrooms, a bedroom and a bedroom with two beds. The convenience of 3 reserved parking spaces in private p …see more

from $50 / night

$347 / week

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from $50 / night

(2) Excellent 

31

Certaldo Vacation apartment rental

Province of Florence / Certaldo

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
"The Bifora", in the center of Certaldo, is a characteristic apartment in a Tuscan style, completely renovated. It is located on the second floor of a small nineteenth-century building in the center, just steps from the train station and cable car that takes in the medi …see more

from $83 / night

$546 - $806 / week

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from $83 / night

(6) Very Good 

17

Impruneta Vacation apartment rental

Province of Florence / Impruneta

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Quaint, cozy hayloft (Fienile) in the midst of the peaceful rolling green hills of the world-famous Chianti Classico region. This hayloft is an ideal place to spend a week or more of pure relaxation far from the noise and confusion of the big cities. Elegantly and new …see more

from $168 / night

$1,115 / week

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from $168 / night

20

Montespertoli Vacation apartment rental

Province of Florence / Montespertoli

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Large apartment for 6 people located in Residenze Piandaccoli farmhouse. The apartment has: 2 kitchens, 2 living rooms with LCD TV and one of each with a sofa bed with a double bed in fron of a lovely fireplace, 2 large bathrooms with shower, 2 double bedrooms with a do …see more

from $301 / night

$2,108 / week

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from $301 / night

(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 $149 / night

$1,041 / week

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from $149 / night

(5) Excellent 

24

Polvereto Vacation cottage rental

Montespertoli / Polvereto

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
Situated in a strategic position halfway between Florence and Siena and within easy access of all the most important tourist sites, yet immersed in the quiet of the countryside where the birds sing and in the hot summer evenings the fireflies glow. Far from major roads …see more

from $143 / night

$917 - $1,500 / week

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from $143 / 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 $130 / night

$855 - $1,190 / week

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from $130 / night

12

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
My accommodation is located in the center of Tuscany, right between the main art cities: Florence, Pisa and Siena. my accommodation is also equipped with TV, laundry and dishes, in addition to the pool, tennis, table tennis and many barbecue areas. The parking lot is pr …see more

from $124 / night

$744 / week

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from $124 / night

(1) Excellent 

19

Home rental in Reggello with shared pool

Province of Florence / Reggello

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Cottage with private garden completely fenced 250 sq m terrace with barbecue, table and chairs where to eat and outdoor seasonal pool for the exclusive use of our facility. Internally and a kitchen-dining-living room with ellettrodomestici, utensils kitchen table and ch …see more

from $62 / night

$434 - $607 / week

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Responds fast!
avg. 25 minutes

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 $261 / night

$1,611 - $2,850 / week

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Responds fast!
avg. 2 hours 5 minutes

from $261 / night

17

Consuma Vacation apartment rental

Province of Florence / Consuma

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly
One bedroom apartment of 45sqm; it is a real romantic haven with stunning views from every window. Cosily situated under the eaves of the tower on the second floor. Living/dining room with well equipped kitchen facilities (hob and fridge) and double divan beds. Double b …see more

from $112 / night

$620 - $1,041 / week

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Responds fast!
avg. 1 hour 31 minutes

from $112 / night

(8) Excellent 

15

Vacation townhouse rental

Province of Florence / Empoli

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
Caressed by the perfume, from the shadows, from those colors, the holiday house "the Limes" has an apartment with independent entrance, located on the ground floor of an elegant building completely restored. On one side it overlooks the beautiful viale dei tigli "Viale …see more

from $81 / night

$558 - $818 / week

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from $81 / night

34

Florence Vacation apartment rental

Province of Florence / Florence

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
Apartment Acqua is a beautiful Charming apartment in the heart of the historical center of Florence, located in Via dell 'Acqua, 2, between the Dome and Uffizi Gallery, few steps away from Piazza della Signoria and Ponte Vecchio, in a Historical Palace. Car parking is …see more

from $160 / night

$1,119 / week

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from $160 / night

4

Montespertoli Vacation hotel apartment rental

Province of Florence / Montespertoli

21 2 1 night min

  • 21 bedrooms
  • Sleeps 2
  • 1 night min
  • Nearest beach 70 mi
  • Swimming pool
  • Air conditioning
Hotel Il Molino del Ponte is located in Montespertoli, Chianti, Tuscany, in an ideal location for visiting all the art cities like Florence, Siena, Pisa, Luca, San Gimignano, Volterra ... with 15 apartments and 6 rooms, all furnished in typical Tuscan style, with air co …see more

from $82 / night

$521 / week

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from $82 / night