Cycling holiday villas and apartments Province of Florence | Holiday Lettings

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Province of Florence

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1,027 Holiday homes

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Travellers going to Province of Florence are booking June dates now. Secure your holiday home today and have the perfect trip.

27

Holiday villa with swimming pool in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

11 15 7 nights min

  • 11 bedrooms
  • Sleeps 15
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
In the heart of the Chianti region, 15 minutes drive from Florence, stands Castello Buondelmonti set on a hillside overlooking the valley of the river Pesa. This extraordinary example of Tuscan medieval castle was built, on the foundations of a Roman Settlement, in the  …see more

from £957 / night

£6695 - £7967 / week

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from £957 / night

(6) 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 km
  • Swimming pool
  • Child friendly
“Like Living in a Postcard” From the moment we walked through the gate of Villa Acacia, my family and I felt at home. The beauty and spaciousness of the home and grounds contributed to the best vacation we had ever had. Mario kindly took us to buy groc  …see more

from £339 / night

£2373 - £4153 / week

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from £339 / night

(58) Excellent 

39

Holiday apartment in Central Florence

Florence / Central Florence

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 75 km
  • Child friendly
  • Car not necessary
“Boutique style apartment” We had a beautiful stay in this lovely apartment. It was so clean and all the added touches such as toothbrushes, and food made it like a boutique style hotel room. The terrace is beautifully appointed. The position was perfe  …see more

from £34 / night

£238 - £551 / week

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from £34 / night

Featured properties

(7) Excellent 

88

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £56 / night

£297 - £509 / week

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from £56 / night

(5) Excellent 

67

Greve in Chianti / Lucolena

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

 …see more

from £195 / night

£1356 - £2526 / week

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from £195 / night

24

Villa rental in San Casciano in Val di Pesa with swimming pool

Province of Florence / San Casciano in Val di Pesa

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
This is an independent villa, covering 200 square metres, and extending over two storeys, plus the traditional Tuscan dovecot on its rooftop, now converted into a luxurious bathroom. Although recently fully renovated, the interiors nonetheless retain many typical charac  …see more

from £182 / night

£1272 - £2204 / week

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from £182 / night

(1) Excellent 

31

Province of Florence / Fucecchio

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

 …see more

from £34 / night

£238 / week

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from £34 / night

(4) Very Good 

100

Holiday apartment rental

Florence / Porta al Prato

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly
VERY NICE AND PLEASANT APARTMENT, NEAR 1,5 KM FROM THE CENTER OF THE CITY, 1,4 KM FROM THE TRAIN STATION, 4,5 KM FROM THE AIRPORT.VERY WELL CONNECTED WITH PUBLIC TRANSPORT AND SURROUNDED BY SHOPS AND RESTAURANTS.THE APARTMENT IS COMPOSED BY A GROUND FLOOR AND AN UNDERGR  …see more

from £56 / night

£416 - £606 / week

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from £56 / night

(3) Excellent 

40

Holiday 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 km
  • Swimming pool
  • Child friendly
Villa Benedetta is an elegant, charming Historic residence located within walking distance from the heart of the magnificent village of Greve in Chianti. Featuring 9BR a private swimming pool, a beautiful park and 10,000 sf of living space it is the perfect estate for  …see more

from £636 / night

£5255 - £8899 / week

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from £636 / night

47

Holiday villa rental

Province of Florence / Tavarnelle Val di Pesa

11 20 7 nights min

  • 11 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Immersed in the green countryside of the Chianti hills, surrounded by the typical olive groves and vineyards, Villa Tavarnelle is a centuries old farmhouse which has belonged to the Fusi family for many years now. Recently restored to the highest standards, the villa h  …see more

from £908 / night

£6356 - £11441 / week

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from £908 / night

51

Holiday villa in Certaldo

Province of Florence / Certaldo

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
If you require superior accommodation with an unmistakable touch of class, this fully refurbished, early 19th century, two-storey villa will not disappoint you. It is furnished with valuable antiques dating back to the 1700’s, complemented by elegant, Venetian-des  …see more

from £333 / night

£2331 - £5509 / week

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from £333 / night

(15) Excellent 

32

Florence / Duomo Fl

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £77 / night

£517 - £882 / week

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from £77 / night

45

Tavarnelle Val di Pesa holiday villa rental

Province of Florence / Tavarnelle Val di Pesa

3 8 7 nights min

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

from £279 / night

£1950 - £2712 / week

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from £279 / night

38

Holiday villa with swimming pool in Montelupo Fiorentino

Province of Florence / Montelupo Fiorentino

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
A charming old barn, perfectly located, exquisitely renovated and with breath taking 360° views. The owners of Villa Montelupo know what their guests want. They are proud of their formula which follows the five C's of excellent hospitality: Character, Courtesy,  …see more

from £194 / night

£1356 - £2289 / week

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from £194 / night

(21) Very Good 

25

Holiday home in Central Florence

Florence / Central Florence

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
The quietness of a country house the hearth of Florence at only 7 minutes walk by the Duomo...  …see more

from £111 / night

£772 / week

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from £111 / night

(11) Excellent 

33

Holiday apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Lovely apartment with stunning views and within easy reach of Florence” We had a great week staying at the Iris. The apartment is in a stunning location yet within easy reach of Florence. It was very clean and tidy. The bedrooms are large, although t  …see more

from £64 / night

£445 / week

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from £64 / night

(3) Excellent 

79

Province of Florence / Certaldo

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £85 / night

£458 - £1056 / week

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from £85 / night

(16) Excellent 

45

Province of Florence / Tavarnelle Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Private garden

 …see more

from £60 / night

£416 - £528 / week

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from £60 / night

(12) Excellent 

30

Province of Florence / Tavarnelle Val di Pesa

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 100 km
  • Child friendly
  • Pet friendly

 …see more

from £94 / night

£509 - £941 / week

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from £94 / night

(20) Excellent 

24

Holiday apartment in Central Florence

Florence / Central Florence

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Child friendly
  • Car not necessary
Situated in the heart of Florence's historical center, this cozy apartment is just 10 minutes walking from the Duomo (Cathedral) and 15 minutes walking from the central railway station (Santa Maria Novella). The area is both quiet and very close to the main attract  …see more

from £67 / night

£347 - £728 / week

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from £67 / night

(8) Excellent 

24

San Donato in Poggio holiday penthouse rental

Tavarnelle Val di Pesa / San Donato in Poggio

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This new apartment in Chianti is the perfect place to spend your vacation in total relaxation, taking advantage of all our facilities (swimming pool, etc.). You can easily plan gastronomic tours as well as excursions to some of the most beautiful cities in Tuscany!  …see more

from £73 / night

£361 - £577 / week

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from £73 / night

(31) Excellent 

77

Holiday villa in Florence

Province of Florence / Florence

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Car not necessary
“Fabulous, relaxing retreat!” I chose this location because of previous reviews about the retreat and about the owner, Laura. Those reviews turned out to be correct. The apartments were fabulous but what put this place over the top was Laura. She was  …see more

from £68 / night

£450 - £1619 / week

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from £68 / night

(17) Very Good 

19

Holiday apartment in Poggio alla Croce

Greve in Chianti / Poggio alla Croce

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
“Great apartment, Fantastic Restaurant and Lovely Owners” The Becatini's apartment was comfortable, clean and very reasonable. My only thought would be that garbage bags and some additional kitchenware should be supplied. My husband, sister and I had  …see more

from £81 / night

£390 - £424 / week

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from £81 / night

(58) Excellent 

32

Holiday apartment in Central Florence

Florence / Central Florence

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 km
  • Child friendly
  • Car not necessary
“Just perfect” Excellent location, wonderful apartment that was even better than it looked online, caring and attentive owner. We have stayed at many different places over the years and this was truly top notch. The beds were very comfortable, plenty o  …see more

from £102 / night

£712 - £1424 / week

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from £102 / night

(2) Excellent 

66

Holiday apartment rental

Greve in Chianti / Panzano in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Ask owner if suitable for children
apartment in farmhouse in the heart of Chianti Classico (Tuscany).La Terrazza.  …see more

from £77 / night

£636 / week

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from £77 / night

(21) Excellent 

29

Holiday villa with swimming pool in Impruneta

Province of Florence / Impruneta

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa La Quercia is a luxury home dating back to the 17th century, built entirely using ancient terracotta and stones. The villa was purchased in 1963 by the abstract painter Francesco Clemente, whose paintings can be admired inside the estate. The villa is situated in  …see more

from £318 / night

£2225 - £4206 / week

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from £318 / night

(4) Excellent 

17

Tavarnuzze holiday apartment rental

Impruneta / Tavarnuzze

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
“Great” 11 out of 10. The place is great and cozy, Ylenia and her mother are supernice. On the down-sides, there are none. I actually believe that not being in Florence is an advantage worth paying for. You live in a charming village, with restaurants  …see more

from £56 / night

£297 - £382 / week

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from £56 / night

24

Holiday villa with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly
Single family independent villa from the 1850’s situated in a charming village. Villa Maria is in the small and charming village of Renai, 3 km from Castelfiorentino. The villa is encircled by vineyards and olive groves. The owner Vincenzo realised the restoratio  …see more

from £203 / night

£1416 - £2284 / week

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from £203 / night

(4) Excellent 

13

Central Florence holiday apartment rental

Florence / Central Florence

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Suitable for children age 5+
  • Car not necessary
“Wonderful, relaxing holiday” We stayed at the apartment for a week in October, and I can honestley say that it was tranquil and relaxing. The apartment is located in a pretty street, that is very quiet at night, but only a short 10 min walk to the to  …see more

from £41 / night

£289 - £416 / week

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from £41 / night

25

Province of Florence / Greve in Chianti

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £182 / night

£1272 - £2882 / week

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from £182 / night

(5) Excellent 

20

Holiday villa with swimming pool in Impruneta

Province of Florence / Impruneta

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Incredible villa!!” My family, along with 8 other friends(12 in all), stayed at this wonderful villa for a week and I would highly recommend it. The villa was lovely, the rooms were spacious, the beds comfortable and the staff was courteous and atten  …see more

from £727 / night

£5085 - £5933 / week

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from £727 / night

(50) Excellent 

32

Holiday apartment in Central Florence

Florence / Central Florence

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 80 km
  • Child friendly
  • Car not necessary
“Excellent place to stay!"” I stayed for almost 2 weeks at the end of November. The apartment is well appointed and comfortable. There was a grocery store just down the street and I enjoyed cooking in the complete kitchen. Location of the apartment was  …see more

from £43 / night

£255 - £551 / week

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from £43 / night

(3) Excellent 

51

Holiday farmhouse in Montaione

Province of Florence / Montaione

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
We can arrange horseback riding, wine tours, cooking lessons, bike tours, golf, walking tours In the area there are a lots of farms that produce a very good wines and olive oil and organic farm where you can taste local organic food .  …see more

from £85 / night

£594 - £1865 / week

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from £85 / night

(2) Excellent 

24

San Casciano in Val di Pesa holiday villa rental

Province of Florence / San Casciano in Val di Pesa

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“A beautiful haven” Villa il Portico, a.k.a. Montepaldi a.k.a.Fume - whichever is the proper name - was a slice of paradise and a welcome haven during some unexpected vacation crises. I traveled to Tuscany with extended family, 10 people, and we were a  …see more

from £425 / night

£2975 - £4369 / week

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from £425 / night

23

Province of Florence / Borgo San Lorenzo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 150 km
  • Child friendly

 …see more

from £31 / night

£212 - £416 / week

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from £31 / night

17

Apartment rental in Marcialla with shared pool

Certaldo / Marcialla

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
La Certaldina Holiday Villa is on the top of a hill in the country side of Chianti An ideal place for a relaxing and peaceful holiday, with the swimming pool surrounded by olive trees and an nice view on the vineyards. The position is perfect as starting point, for  …see more

from £47 / night

£556 - £615 / week

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from £47 / night

(5) Excellent 

16

Holiday 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 km
  • Swimming pool
  • Child friendly
“Great location for a relaxing break” We enjoyed a very relaxing few days at Villa Bottai. Federica and her father were very kind and helpful, and the villa is comfortable and in a great location: peaceful, but with local shops, etc. a short walk away  …see more

from £210 / night

£1350 / week

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from £210 / night

(6) Very Good 

9

Holiday apartment in Duomo Fl

Florence / Duomo Fl

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Air conditioning
Lo studio è situato nel pieno centro cittadino, zona di musei e gallerie d'arte, tra due mercati storici: il Mercato centrale di San Lorenzo vicino al Duomo (la Cattedrale) e quello di Sant'Ambrogio nel quartiere di Santa Croce, a non più di 10 m  …see more

from £42 / night

£291 / week

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from £42 / night

(4) Excellent 

22

Apartment accommodation in Florence

Province of Florence / Florence

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Car not necessary
Tourist tax € 2,50 x day x person for maximum 1 week except kids under 12 y.o. To pay cash upon arrival.  …see more

from £68 / night

£475 - £958 / week

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from £68 / night

21

Province of Florence / Borgo San Lorenzo

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £60 / night

£416 / week

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from £60 / night