Villas in Tuscany and Apartments - Holiday Lettings - Holiday Rentals Tuscany

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  • Maremma (5)
  • Province of Arezzo (247)
  • Province of Florence (304)
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  • Province of Massa Carrara (36)
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1,427 Holiday homes

Travellers going to Tuscany are booking October dates now. Secure your holiday home today and have the perfect trip.

(9) Excellent 

18

3 bedroom farmhouse in the picturesque Tuscan hills boasting private pool, terrace and garden, sleeps 6 - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £85 / night

£569 - £1078 / week

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from £85 / night

(1) Very Good 

8

Province of Grosseto / Grosseto

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £48 / night

£319 / week

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from £48 / 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 £345 / night

£2199 - £4311 / week

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from £345 / night

Featured properties

(11) Very Good 

24

Province of Lucca / Viareggio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

 …see more

from £41 / night

£285 - £466 / week

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from £41 / night

(2) Excellent 

16

Villa Cesare beach+playground at walking distance - Forte Dei Marmi villa sleeps 6

Province of Lucca / Forte Dei Marmi

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Villa Cesare is an independent house with 1000sqm garden, with plenty of outdoor spaces, this villa will enrich your summer between a fully equipped relaxing garden, a sunny beach at walking distance and convenient services at just a few steps on foot.This yellow house  …see more

from £388 / night

£2069 - £2156 / week

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from £388 / night

21

Villa with pool near Cortona - Castiglion Fiorentino villa sleeps 8

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (3km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers  …see more

from £259 / night

£1294 - £2587 / week

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from £259 / night

(1) Excellent 

24

Province of Florence / Sambuca

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £113 / night

£738 - £1346 / week

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from £113 / night

(8) Excellent 

41

Villa Seccarille - Anghiari villa sleeps 12

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Exceptional views. Sleeps 12. Pool, gardens, tennis court and basketballOriginally a 16th century farmhouse, Villa Seccarille is situated in 57 hectares of fields and woodlands, on the lower slopes of the Appennine Mountains. The villa offers breathtaking views of the s  …see more

from £358 / night

£2500 - £3750 / week

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from £358 / night

(29) Excellent 

20

Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 4 - Colle di Val d'Elsa apartment sleeps 4

Province of Siena / Colle di Val d'Elsa

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 50 km
  • Child friendly
  • Pet friendly
The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking  …see more

from £69 / night

£466 - £578 / week

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from £69 / night

(2) Very Good 

17

Tuscan hillside farmhouse with private pool, terrace and garden, great for family holidays - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £57 / night

£345 - £949 / week

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from £57 / night

(4) Very Good 

22

3 bedroom villa on beautiful Elba Island, privae terrace and garden, sleeps 8 - Porto Azzurro villa sleeps 8

Elba Island / Porto Azzurro

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Situated within the beautiful setting of the island, Villa Laura is an independent dwelling of 130m2, surrounded by a not fenced front garden (2000 m2) and private pine forest (2000 m2), which can accommodate up to 8 by ensuring a stay of utmost privacy and relaxation.T  …see more

from £62 / night

£432 - £604 / week

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from £62 / night

(6) Very Good 

20

Secluded villa with private pool Chianciano Terme - Chianciano Terme villa sleeps 10

Province of Siena / Chianciano Terme

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The villa lies at 3 kms from the town of Chianciano Terme, one of the most popular thermal Spas in Italy. The villa is located among the hills dividing Val d'Orcia and Valdichiana. The whole property is for your private use and not shared with any other person. The vill  …see more

from £216 / night

£1294 - £2285 / week

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from £216 / night

(16) Excellent 

24

Villa Colombai: elegant with luxury pool & park - Orentano villa sleeps 12

Province of Pisa / Orentano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Colombai is a great location for a family or group of friends who want to visit the main attractions of Tuscany, thanks to its strategical position only 5 km away from the highway connecting Florence, Pisa, Lucca and other important cities. It is the perfect locat  …see more

from £369 / night

£2578 - £4302 / week

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from £369 / night

(14) Excellent 

25

Villa Sole in Chianti :D - San Casciano in Val di Pesa villa sleeps 6

Province of Florence / San Casciano in Val di Pesa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 84 km
  • Swimming pool
A few minutes drive from Ponte Vecchio, among olivetrees and vineyards of the famous Chianti Wine, the villa is part of an ancient stone farmhouse, (13th century) carefully renovated.The Villa has a wonderful panoramic location, facing the incomparable Tuscany sunset.Th  …see more

from £259 / night

£949 - £1897 / week

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from £259 / night

(5) Excellent 

28

Portoferraio / Magazzini

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

 …see more

from £61 / night

£423 / week

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from £61 / night

15

Massa / Ronchi

4 7 2 nights min

  • 4 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £156 / night

£1035 / week

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from £156 / night

(9) Excellent 

24

Villa Gourmet: pool, park, food & wine - Orentano villa sleeps 14

Province of Pisa / Orentano

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 45 km
  • Swimming pool
Villa Gourmet is a 1700 renovated Tuscan Villa with salt water swimming pool, park and unique outdoor lounge and eating area by the pool. The villa for 14 guests is modern and fully-equipped with all comforts. Gourmet meals are offered on request. During your stay we wi  …see more

from £369 / night

£2578 - £4738 / week

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from £369 / night

(32) Excellent 

25

Tuscan apartment in rural setting with easy access to nearby cities, property has private garden and shared pool - Castel San Gimignano apartment sleeps 6

San Gimignano / Castel San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
The apartment is located in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the oliv  …see more

from £87 / night

£475 - £733 / week

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from £87 / night

4

Province of Siena / Radicondoli

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Nearest beach 55 km
  • Suitable for children age 5+
  • Private garden

 …see more

from £61 / night

£432 / week

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from £61 / night

(5) Excellent 

46

Villa Sangimignano - Montauto farmhouse sleeps 5

San Gimignano / Montauto

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The 200 sqm villa is a typical stone barn in an early '900 style, characterized by the tranquility of the Tuscan countryside of San Gimignano in which it is immersed.It can be accessed via a large private and completely fenced garden of 2,000 sqm.The house is the r  …see more

from £200 / night

£1466 - £1983 / week

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from £200 / night

(5) Excellent 

24

La Villa - Aulla villa sleeps 8

Province of Massa Carrara / Aulla

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
La Villa is an elegant house built in the early years of the last century as a country retreat for a prosperous Genoese seafarer and his family. The style of the house reflects its origin, with beautiful tiled floors, marble staircase & windowsills, and large rooms wit  …see more

from £258 / night

£1800 / week

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from £258 / night

(5) Very Good 

17

Campo nell'Elba / Sant'Ilario

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

 …see more

from £65 / night

£367 - £432 / week

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from £65 / night

(1) Excellent 

10

Pisa / Marina di Pisa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £39 / night

£272 / week

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from £39 / night

17

Stunning Penthouse - Marina di Carrara apartment sleeps 6

Province of Massa Carrara / Marina di Carrara

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
This elegant top floor apartment is luxurious and tastefully decorated. It is in an impressive historic building that has been carefully restored. The interior is spacious, bright and airy with designer, artisan and antique furnishings. There are three balconies with la  …see more

from £115 / night

£730 / week

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from £115 / night

25

Apartment in Artimino village - Carmignano apartment sleeps 6

Province of Prato / Carmignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This gorgeous little medieval hamlet has been completely restored, maintaining its characteristic features, and transformed into one of the most beautiful holiday farmhouses in Tuscany. Located on a hill, just 20 km from Florence, with a wonderful panoramic view, it is  …see more

from £87 / night

£518 - £819 / week

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from £87 / night

(3) Excellent 

20

Province of Grosseto / Sticciano Scalo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly

 …see more

from £44 / night

£302 - £388 / week

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from £44 / 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

£367 - £587 / week

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from £74 / night

(1) Excellent 

10

Manciano / Saturnia

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 49 km
  • Child friendly
  • Ask about pets

 …see more

from £74 / night

£432 / week

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from £74 / 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

£401 - £651 / week

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from £61 / night

(21) Excellent 

60

San Gimignano / Pancole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

 …see more

from £48 / night

£289 - £419 / week

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from £48 / night

(20) Excellent 

90

Florence / Santa Croce, Florence

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 90 km
  • Child friendly
  • Car not necessary

 …see more

from £173 / night

£1035 - £1156 / week

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from £173 / night

(3) Excellent 

31

Province of Arezzo / Badia Agnano

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £216 / night

£1509 - £3440 / week

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from £216 / night

(1) Very Good 

15

Province of Lucca / Massaciuccoli

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

 …see more

from £136 / night

£949 / week

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from £136 / night

(1) Excellent 

14

Tipica dimora toscana - Monticiano apartment sleeps 4

Province of Siena / Monticiano

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets
This apartment is in the historical center of a beautiful town near Siena. Its name is Monticiano. It's composed by 2 bedrooms (for 4 gests), 1 bathroom (with a shower box), 1 indipendent kitchen and a great dining room. The apartment is 75 mq. In the centre of this vi  …see more

from £52 / night

£345 - £388 / week

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from £52 / night

(3) Very Good 

16

Pretty Tuscan bungalow with private terrace, pool - Maremma apartment sleeps 7

Tuscany / Maremma

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool
A spacious bungalow made up of three rooms: one equipped with American kitchen including fridge, toaster, dining table with 4 chairs, separate bathroom with shower-booth, hair-dryer, double-bed easily convertible into a sofa for day time, armchair, 6 drawer chest, hai  …see more

from £160 / night

£1117 / week

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from £160 / night

(5) Excellent 

23

Pure 5 star Luxury in Tuscany-Jacuzzi-AC-wifi-S - Pienza apartment sleeps 8

Province of Siena / Pienza

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
New lower price - one of the nicest flat in Tuscany 5 star standard !!The apartment has its own entrance and occupies the whole 1st and top floors of this classical building next to the ancient city wall. Private parking, large roof terrace (55m2) with great views over  …see more

from £121 / night

£845 / week

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from £121 / night

(2) Very Good 

18

Castiglione Della Pescaia / Tirli

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

 …see more

from £50 / night

£345 / week

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from £50 / night

(10) Very Good 

31

Le Fontanelle - rustic farm buildings with pool - San Gimignano farmhouse sleeps 5

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Nestled in a centuries-old complex of farm-house buildings, just 10 minutes drive from the medieval "skyscraper" fortress town of San Gimignano...Le Fontanelle is the perfect place to soak in Tuscany's sunshine, culture, food and fun.An easy drive from Pi  …see more

from £100 / night

£617 / week

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from £100 / night

9

Province of Lucca / Forte Dei Marmi

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary

 …see more

from £124 / night

£863 / week

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from £124 / night

(8) Very Good 

20

Podere San Regolo - Montaione villa sleeps 8

Province of Florence / Montaione

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
"Podere San Regolo" is a lovely independent villa situated down a quiet country road. It is surrounded by lovely gardens with private pool and views over the olive groves and Tuscan countryside. We restored the house to provide characterful and comfortable family accom  …see more

from £246 / night

£1725 / week

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from £246 / night

Top Destination reviews

La Capanna 2 - Upper
Beautifully situated

Fabulous views, lovely garden, very comfortable accommodation. Great for exploring garfagnana. Would recommend … see more
Mengarino 
Outstanding view and fabulous infinity pool.

Marco and Simonetta were the most helpful hosts we have ever met. Nothing was too much trouble, and we had a fantastic holiday. … see more
Caprignana, private pool, WIFI, wood oven, views!
Lovely stay for 2 families with teenagers

We were 2 families - totally 11 peoples - with children from 12 to 18 years. We rented the entire house, and had all the teenagers staying at the upper floor. The house is really nice - big kitchen area, nice big rooms, and good bathrooms - and we … see more
La Lecciatina - La Rosa
Fantistica Holidays in an amazing nature

It awas the second time we enjoyed the peace and tranquillity of la Lecciatina every day. It was a perfect stay with beautiful surroundings, absolute quiet and a charming authentic Tuscan accommodation. The views of Tuscany from the apartment and th … see more
Montecarlo 
Very relaxing with wonderful views

We had a great time at the villa with our hosts looking after us really well without us noticing they were even there. There were wonderful views from the garden down the Lucca valley with plenty of different seating options outside to suit or needs … 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

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