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  • Certaldo (47)
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  • Fiesole (28)
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  • Grassina (3)
  • Greve in Chianti (46)
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  • Montaione (32)
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  • Tavarnelle Val di Pesa (26)
  • Vaglia (3)
  • Vicchio (6)
  • Vinci (16)

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1,395 Holiday homes

Filters applied: City breaks (1,402)

(3) Excellent 

16

Villa Bottai - Piazzale Michelangelo villa sleeps 8

Florence / Piazzale Michelangelo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 80 km
  • 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/laundry  …see more

from £210 / night

£1350 / week

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from £210 / night

(16) Very Good 

19

Sunny, upper floor Chianti apartment with large terrace and astounding views, sleeps 5 - Poggio alla Croce apartment sleeps 5

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
Apartments Il Castagno is a family-run holiday houses rentals s in the central part of Toscana near to Firenze on one of the most beautiful hills of Chianti in the quiet and beautiful village of Poggio alla Croce (a few km from Greve). Danilo Becattini, the owner, symp  …see more

from £79 / night

£400 - £435 / week

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from £79 / night

(6) Excellent 

24

Chianti Penthouse with View - San Donato in Poggio penthouse sleeps 2

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 apartment is one of a property consisting of a total of 5 apartments located in San Donato in Poggio, a town in Florentine Chianti Classico area, 21km from Florence and 25km from Siena. The brand-new large open-plan penthouse (37 sq.m + 1 terrace 18 sq.m + 1 balcon  …see more

from £74 / night

£370 - £592 / week

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from £74 / night

(3) Very Good 

57

Province of Florence / Florence

1 3 6 nights min

  • 1 bedroom
  • Sleeps 3
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool

 …see more

from £114 / night

£792 / week

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from £114 / night

6

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

 …see more

from £53 / night

£209 / week

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from £53 / night

(1) Excellent 

22

Greve in Chianti / Strada in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £83 / night

£579 / week

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from £83 / night

(5) Very Good 

32

Tuscan country house close to Florence with pool, sleeps 3 - Greve in Chianti farmhouse sleeps 3

Province of Florence / Greve in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • 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 CONDI  …see more

from £61 / night

£405 - £657 / week

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from £61 / night

(54) Excellent 

31

Two bedroom apartment in historic Florence house, strolling distance from museums and monuments - Central Florence apartment sleeps 4

Florence / Central Florence

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 km
  • Child friendly
  • Car not necessary
In this house the young W.A.Mozart played on April 3rd 1770 during his first Italian journey, hosted by Corilla Olimpica in her famous and fascinating cultural saloon. Napoleone Bonaparte wanted a still existing marble slab at the entrance of the palace to remember her.  …see more

from £105 / night

£731 - £1461 / week

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from £105 / night

18

Villa Rossa - Greve in Chianti - Greve in Chianti villa sleeps 6

Province of Florence / Greve in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Rossa is a beautiful indipendent Villa, suitable for 6 person, located in Greve in Chianti within walking distance from all facilities (restaurants, shopping, grocery, banks, church, bus stop etc.). It has an ideal position, between vineyards and olive groves, a  …see more

from £153 / night

£940 - £1905 / week

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from £153 / night

(2) Excellent 

24

Tuscan apartment rentals in large villa with beautiful shared pool, private gardens and balconies - Barberino Di Mugello guest house sleeps 7

Province of Florence / Barberino Di Mugello

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
A villa with 7 different apartements.The biggest with 7 peoples have 1 doublw bedroom, 1 triple bedroom and 1 sofàbed for 2 peoples.For any more informations on other apartement please contact the owner.A place where you'll be left speechless, bathed in the Tusca  …see more

from £74 / night

£479 / week

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from £74 / night

48

Province of Florence / Florence

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning

 …see more

from £60 / night

£427 - £548 / week

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from £60 / night

(6) Excellent 

64

Villa Acacia - Fiesole villa sleeps 12

Province of Florence / Fiesole

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
This 17th century villa occupies a hillside on the old road to Bologna, just fifteen minutes north of the city centre. It has its own 4500 square foot garden, with a swimming pool that occupies one of the natural terraces where lemon trees used to be cultivated in a gr  …see more

from £348 / night

£2218 - £4348 / week

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from £348 / night

69

Province of Florence / Greve in Chianti

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £79 / night

£548 / week

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from £79 / night

(4) Excellent 

23

Apartment with pool up on the Florence hills - Fiesole house sleeps 5

Province of Florence / Fiesole

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 113 km
  • Swimming pool
  • Child friendly
Apartment surrounded by the beautiful Florence hills WiFi. the apartament is a delightful apartment of 80 square metres on the 1rst floor, for five people. One room with a double bed the second bedroom with 3 single beds large living room with an open kitchen, shower ro  …see more

from £57 / night

£392 / week

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from £57 / night

(4) Excellent 

24

Farmhouse San Silvestro - Leonardo apt. - San Silvestro apartment sleeps 5

Barberino Val d'Elsa / San Silvestro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
The apartment Leonardo is the perfect place for your farm holidays in Tuscany, the farmhouse San Silvestro is located in the heart of Chianti area, between Florence and Siena. The Chianti hills are a strategic location to visit the famous historic cities and most beauti  …see more

from £87 / night

£522 - £914 / week

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from £87 / night

(4) Very Good 

14

San Casciano in Val di Pesa / Montefiridolfi

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Private garden

 …see more

from £61 / night

£366 / week

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from £61 / night

(1) Excellent 

28

Stunning 5BDR Villa with wonderful pool & grounds! - Impruneta villa sleeps 9

Province of Florence / Impruneta

5 9 1 night min

  • 5 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This magnificent 5 Bedroom – 4 and ½ Bathroom Villa dates back to the 18th century and is located by the wonderful village of Impruneta, famous for the production of terracotta. Being just about 8 miles away from the heart of the city of Florence and only about 7.5  …see more

from £522 / night

£3653 - £4000 / week

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from £522 / night

(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 £57 / night

£305 - £522 / week

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from £57 / night

(3) Excellent 

51

Casa Vacanze Podere Settefrati - Montaione farmhouse sleeps 9

Province of Florence / Montaione

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Podere Settefrati an Impressive 17th Century Stone farmhouse originally a convent, spacious with many of its original features preserved. Its white washed walls, exposed beams, fireplaces and terracotta floors take you back to a nostalgic and romantic past. Set in  …see more

from £87 / night

£609 - £1914 / week

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from £87 / night

(2) Excellent 

23

Villa Casale San Casciano - San Casciano in Val di Pesa villa sleeps 12

Province of Florence / San Casciano in Val di Pesa

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa "Casale San Casciano" is a 200 sqm independent villa, which can comfortably accommodate up to 12 people. The Villa overlooks a little lake beside the property and it is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and s  …see more

from £227 / night

£1435 - £2479 / week

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from £227 / night

13

Province of Florence / Firenzuola

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

Pricing unknown

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23

Podere Vignola - Loggia - Sieci farmhouse sleeps 6

Pontassieve / Sieci

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Podere Vignola farmhouse is located in the heart of Tuscany, just 10 Km from Florence, in a small and hidden valley on the sweet hills of Chianti. Podere Vignola is surrounded by a wide park with swimming pool and has 5 wonderful self-catering apartments finely furnishe  …see more

from £87 / night

£566 - £1287 / week

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from £87 / night

(19) Excellent 

47

Province of Florence / Pontassieve

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 127 km
  • Child friendly
  • Ask about pets

 …see more

from £53 / night

£348 - £835 / week

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from £53 / night

(2) Excellent 

20

Il Cigliere - Cerreto Guidi barn sleeps 7

Province of Florence / Cerreto Guidi

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 50 km
  • Child friendly
  • Air conditioning
Il Cigliere is the perfect refuge for those seeking an alternative holiday with all the comfort and privacy, surrounded by nature and fascinating thousands of years of historical and cultural traditions. Located between the hills of Cerreto Guidi overlooking the river A  …see more

from £71 / night

£496 - £600 / week

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from £71 / night

(1) Excellent 

18

Province of Florence / Gambassi Terme

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £105 / night

£731 / week

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from £105 / night

(4) Excellent 

13

Casa Anita - Vinci bungalow sleeps 5

Province of Florence / Vinci

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Casa Anita is a bungalow style accommodation with private balcony and private loggia (veranda).It has a well equipped kitchen, a dining/living room, a double bedroom and a twin bedroom that can accommodate a third bed for a child, a family bathroom with bath,separate sh  …see more

from £74 / night

£514 - £696 / week

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from £74 / night

(10) Excellent 

33

Rustic Chianti apartment rental, sleeps 5, features private garden and shared pool - San Polo in Chianti apartment sleeps 5

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
The IRIS apartment is on the ground floor of a characteristic barn on the farm estate of Podere Albereto, in the heart of the Tuscan countryside on the rolling hills above Florence, overlooking the San Polo in Chianti valley. The estate of 10 hectares of fields, olive  …see more

from £66 / night

£457 / week

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from £66 / night

(1) Good 

10

Province of Florence / Florence

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Car not necessary

 …see more

from £31 / night

£183 / week

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from £31 / night

20

Florence / Oltrarno

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £57 / night

£391 - £574 / week

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from £57 / night

9

Girasole Cottage - Polvereto cottage sleeps 2

Montespertoli / Polvereto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children age 5+
GIRASOLE Property 55sqm - Sleeps 2 The apartment is on a ground floor . Externally there is a large porch with a table and chairs and a sofa . The kitchen has an open floor plan with the living room with a sofa with TV . The kitchen is complete with oven , dishwasher, f  …see more

from £70 / night

£479 - £566 / week

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from £70 / night

30

Fabulous 4BR villa w/ magnificent pool and views! - Florence villa sleeps 8

Province of Florence / Florence

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £466 / night

£3257 / week

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from £466 / night

(11) 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 £87 / night

£522 - £966 / week

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from £87 / night

(5) Excellent 

126

FineStay Florence Duomo Centre with Garden - Central Florence apartment sleeps 7

Florence / Central Florence

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Classy ground floor apartment with garden, comfortably accommodating six guests and located just a short walk from the Duomo. Accommodates 7 persons, 3 bedrooms, 2 bathrooms (both with shower), sitting room, kitchen with dining area, garden-terrace. We have also a pri  …see more

from £157 / night

£1044 - £1683 / week

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from £157 / night

14

Florence / Settignano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from £60 / night

£379 - £470 / week

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from £60 / night

(28) Excellent 

80

The perfect Florentine retreat: 2 Apts with 2 DBL - Florence villa sleeps 6

Province of Florence / Florence

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 100 km
  • Child friendly
  • Car not necessary
The Florentine Retreat is a house of 100 sqm with garden and terrace It consists in 2 double bedrooms, a living room, 2 bathrooms with original Amalfi tiles ( with showers) and 2 kitchnettes: one is located in the living room of Garden Appartament that has indipe  …see more

from £70 / night

£461 - £1661 / week

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from £70 / night

(1) Very Good 

19

LINDA Apartment with POOL - Campoli in Chianti apartment sleeps 6

San Casciano in Val di Pesa / Campoli in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
LINDA is an apartment (WITH PRIVATE SWIMMING POOL USED ONLY by WHOM RENTING LINDA!!!) that sleep up to 5 or 6 people, placed in the village of Campoli, in the heart of Chianti, only 12 km far from the famous town of Greve in Chianti and 13,5 km far from Panzano in Chian  …see more

from £148 / night

£957 - £1857 / week

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from £148 / night

(2) Excellent 

29

Farmhouse close to Florence, 2 bedrooms, shared outdoor pool, brilliant views - Greve in Chianti farmhouse sleeps 6

Province of Florence / Greve in Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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 CONDI  …see more

from £105 / night

£695 - £1227 / week

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from £105 / night

(3) Excellent 

19

AgriturismoGiula with pool, apt. Girasoli - Castelfiorentino apartment sleeps 7

Province of Florence / Castelfiorentino

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
The apartments benefits from its own pool with a spacious solarium with grass. Leading from the livingroom is a patio with table and chairs to enable you to dine in a cool, furnished with a BBQ.The apartment has been renovated keeping the original features that allow to  …see more

from £87 / night

£430 - £1075 / week

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from £87 / night

(12) Very Good 

24

Florence / Central Florence

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £55 / night

£353 - £474 / week

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from £55 / night

(5) Excellent 

27

Province of Florence / Tavarnelle Val di Pesa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Ask about pets

 …see more

from £53 / night

£366 - £640 / week

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from £53 / night

Top Destination reviews

Right in the heart of Florence, Santa Croce
Cozy, Stylish Center Located Apartment

We spent an unforgettable 3 wonderful days in Florence leaving in the apartment. Lucia is excellent host were keeping in touch with us all the time before arriving and met us in front of the building. The apartment is really stylish, delicious, and i … see more
La Casina Countryside Cottage with Pool
Torre Di Sopra - a little gem

We stayed in La Casina and what a little gem of a place, just south of Florence with easy access by car and bus. Sitting outside on the couch, sipping wine watching the sunset over the Tuscan landscape was breathtaking. Highly recommend this place, c … see more
Ponte Vecchio accomodation, Florence Oltrarno area
Best Location

Great location to explore the key areas of Florence. Everything you will need in an apartment. Very helpful input from the owner. As a family with teenagers we found the space tight but we were never there except to sleep so it was not an is … see more
Lungarno Luxury App. close to the Florence Center
LUNGARNO APARTMENT IS FABULOUS!!!!

One could not ask for a better place to stay in Florence. This apartment took up the entire fourth floor of the building. It was spacious, clean, convenient. The apartment had two huge living rooms, large dining room, 3 balconies. It had every co … see more
Column Suite
Great, big apartment, near everything

The apartment sits on a quieter street away from the crowds. The Duomo and other sights of Florence are a quick walk away. The apartment is very spacious, clean and has everything you could want. The pictures are completely accurate. There is a bust … see more
Terrace Riverside, Amazing View, Central location
Strategic location with Arno river view..

Big apartment (three bathrooms, three bedrooms .....) furnished with everything you need and also with air conditioning. Very beautiful terrace overlooking the Arno river where we could dine out every night. It is accessed from the kitchen through a … see more

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