50 Best Tuscany Apartments on Holiday Lettings - Villas

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27,202 Vacation rentals

(35) Excellent 

77

Vacation villa in Florence

Province of Florence / Florence

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Car not necessary
The Perfect Florentine Retreat is composed by two apartments of about 45mq each, rentable together (for maximum 6 people) or separately. Garden apartment is composed by a bedroom with double bed, bathroom with shower, living room with kitchenette and sofà bed. This a …see more

from $113 / night

$732 - $2,151 / week

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avg. 3 hours 4 minutes

from $113 / night

(24) Excellent 

12

Lucca Vacation home rental

Province of Lucca / Lucca

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 15 mi
  • Car not necessary
  • Private garden
This Beautiful house has a sunny and large terrace with bbq, its located very peaceful yet close to all main activities Lucca has to offer. Only 500m from the city walls. Private car parking and two bicycles included in the price. There is one spacious bedroom, a mo …see more

from $99 / night

$678 / week

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avg. 52 minutes

from $99 / night

(10) Very Good 

38

Vacation apartment with shared pool in Tuscany

Lucca / Ponte a Moriano

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
La Dama is a simple, yet comfortable ground floor Tuscan villa located in a well restored farmhouse in a Tuscan village near Lucca. It has immediate access to the front garden and to a table with chairs for dining al fresco. In the communal back garden there is the awim …see more

from $79 / night

$452 - $791 / week

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from $79 / night

(15) Excellent 

Certificate of Excellence

10

Vacation townhouse with swimming pool in Tuscany

Province of Siena / Sovicille

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly
The farm, in the organic farm, is located in San Giusto a Balli in the heart of Montagnola, a hilly area west of the city of Siena in Tuscany, wooded and full of springs, and for its historic natural features and art is a Site of Community Interest. The farm is in an ex …see more

Certificate of Excellence

from $125 / night

$870 / week

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Responds fast!
avg. 3 hours 32 minutes

from $125 / night

(2) Very Good 

10

Tuscany Vacation apartment rental

Province of Pisa / Pisa

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 19 mi
  • Child friendly
  • Car not necessary
The spacious apartment is located in the historic center of Pisa , a short walk from Lungarno and Piazza dei Miracoli . There are two large living rooms, dining room , kitchen with access to the terrace , three bedrooms - two double bedrooms and a single room, where we …see more

from $159 / night

$1,076 / week

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Responds fast!
avg. 1 hour 32 minutes

from $159 / night

26

Vacation home with shared pool in Ambra

Province of Arezzo / Ambra

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The Palazzino was built as a summer residence, and still retains its ancient character of the historic villa: bright, harmonic, impressive, panoramic and intimate. The present building is a large house divided into two floors: On the ground floor there is a sp …see more

from $138 / night

$961 / week

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from $138 / night

(5) Excellent 

85

Vacation apartment rental

Province of Florence / Barberino Val d'Elsa

3 5 4 nights min

  • 3 bedrooms
  • sleeps 5
  • 4 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
100 square meters apartment located located on the top floor of the Castle, that can sleep 2 to 5 people, it has 3 bedrooms and 2 bathrooms. It offers an open space with living and dining area as well as a modern kitchen, complete with 4 rings/electric/glass stove, fri …see more

from $91 / night

$633 - $1,226 / week

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from $91 / night

(5) Excellent 

48

Vacation villa in Tuscany

Province of Florence / Greve in Chianti

9 20 1 night min

  • 9 bedrooms
  • sleeps 20
  • 1 night min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Set in the heart of the magical Chianti region, this magnificent 9 BD - 9 BA Villa dates back to the XVII century and is part of the Nozzole wine-estate, where some of Tuscany’s most representative wines are produced. Being just 4 miles away from the picturesque villag …see more

from $969 / night

$7,345 - $15,707 / week

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from $969 / night

(29) Excellent 

33

Vacation villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Five bedrooms, 4 double bedrooms and one bedroom with two single beds, 3 full bathrooms each with a shower. Large living room with stereo, CD, SAT TV and a large fireplace. Many outdoor eating areas - overlooking the castle, overlooking the pool and overlooking the su …see more

from $226 / night

$1,130 - $3,277 / week

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from $226 / night

24

Vacation farmhouse rental

Province of Pisa / Crespina

2 7 2 nights min

  • 2 bedrooms
  • sleeps 7
  • 2 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Air conditioning
DENI The farm is located in Crespina, Pisa, in the best center in Italy today, for training of cors thoroughbred horses, extends in a private estate of about 35 hectares enjoys a priceless view of its location hill that dominates the territory circostante.I our apartmen …see more

from $114 / night

$782 / week

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from $114 / night

23

Vacation b&b in Cinquale

Province of Massa Carrara / Cinquale

5 4 1 night min

  • 5 bedrooms
  • sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
The Coralia b & b is a splendid villa located on the border between Marina di Massa and Cinquale just one kilometer from Forte dei Marmi. It offers bed and breakfast service with its five finely furnished rooms. A large garden of over 2000sqm will accompany you during y …see more

from $74 / night

$516 / week

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from $74 / night

9

Tuscany Vacation apartment rental

Province of Florence / Montaione

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Fully furnished and equipped house. Approximately 50 m2 on the first floor. 4 Beds. Large lounge with dining room table divan-bed and fireplace - cooking area with well-equipped kitchen. Double bedroom. Bathroom with box shower, bidet, wc and washbasin. Outdoor area fea …see more

from $117 / night

$816 / week

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from $117 / night

(3) Excellent 

24

Vacation apartment with shared pool in Tuscany

Province of Florence / Tavarnelle Val di Pesa

2 7 5 nights min

  • 2 bedrooms
  • sleeps 7
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Peace and tranquility in the Chianti, in the heart of Tuscany between Florence and Siena, near Badia a Passignano and the medieval villages of San Donato, Panzano and Greve in Chianti. The apartment, recently renovated, is part of an old farmhouse complex located on a h …see more

from $159 / night

$1,074 / week

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from $159 / night

(8) Excellent 

10

Vacation home in Tuscany

Pisa / Central Pisa

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning
Recently renovated apartment ideal for those wishing to get into town and Park without risks and additional costs in a private courtyard and closed. The loft and the glass roof rafters and flat bricks lend a tone of modernity while respecting the tradition of Tuscan far …see more

from $85 / night

$622 / week

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Responds fast!
avg. 2 hours 46 minutes

from $85 / night

21

Farmhouse rental in Poggioferro with swimming pool

Scansano / Poggioferro

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
Surrounded by 12 hectares of property land, and about 3.000 square meters of garden, the country house, fully restructured following the original architecture and with old fashion furniture, is situated in an enchanting hilly area of Tuscany close to the Mediterranean …see more

from $226 / night

$1,356 - $2,147 / week

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from $226 / night

(3) Excellent 

27

Vacation home in Tuscany

Province of Arezzo / Anghiari

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Casa Toppole is an old stone farmhouse, full of charm, located in the heart of Tuscany. It is independent, enjoys a panoramic view and is located 6 kilometers from Anghiari, a medieval classified village. The capacity of the house is 6 to 8 people. It was built on the …see more

from $215 / night

$2,023 / week

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from $215 / night

(1) Excellent 

16

Vacation townhouse in Tuscany

Buggiano / Borgo a Buggiano

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 40 mi
  • Child friendly
  • Pet friendly
Antico edificio a Buggiano, medievale centro commerciale e di passaggio, situato sulla via Cassia ,adiacente al torrente Cessana. 4+1 posti letto Tv digitale,rete wi-fi, lenzuola e asciugamani , servizio lavanderia,riscaldamento indipendente. Cucina completa, m …see more

from $88 / night

$451 / week

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from $88 / night

(19) Very Good 

Certificate of Excellence

19

Tuscany Vacation villa accommodation

Province of Siena / San Gimignano

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
Podera collinella is ideally situated in a beautiful rural location with fabulous panoramic 360 degree views. The villa is a newly renovated 16th century converted farmhouse with a light & open feel. It has all 21st century amenities with well equipped bathrooms & kitch …see more

Certificate of Excellence

from $103 / night

$715 - $1,234 / week

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Responds fast!
avg. 2 hours 22 minutes

from $103 / night

12

Apartment rental in Tuscany with shared pool

Province of Siena / Radicondoli

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This lovely apartment is placed inside the beautiful Borghetto Poggio Bianco, a peaceful place, surrounded by nature where our guest can relax, enjoy a swim, looking at the sunset inside the Jacuzzi, take a walk in the wood or just take the car and enjoying good food, w …see more

from $91 / night

$623 - $872 / week

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from $91 / night

(3) Very Good 

18

Vacation villa rental

Province of Lucca / Viareggio

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Air conditioning
Lovely detached house with 4 rooms equipped with every comfort, air conditioning and TV, tastefully decorated (new), located in a prime location in front of the pine forest and close to the beach and the famous promenade of Viareggio, in a quiet Outside there is a gazeb …see more

from $226 / night

$1,130 - $2,486 / week

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from $226 / night

(2) Excellent 

12

Tuscany Vacation townhouse rental

Province of Grosseto / Montemassi

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
La rosa dei venti is located within the grounds of the farm, cultivated mainly Ristella vineyards and olive groves and is located at the foot of the medieval village of Montemassi in about 200 meters above sea level, in a setting of olive trees, typical of the Maremma g …see more

from $96 / night

$670 / week

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from $96 / night

(1) Excellent 

24

Vacation yacht accommodation

Orbetello / Talamone

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 0 mi
  • Child friendly
Do you want to spend your holiday in a boat that is one night or a full weekend or several days? Barca Buby, an AZ 28 9 mt, will host you and take you to the most picturesque archipelago of Argentario. Two double cabins, bathroom with shower and hot water, large sundeck …see more

from $226 / night

$1,582 / week

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from $226 / night

(8) Excellent 

40

Vacation home rental

Fivizzano / Pieve San Paolo

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Private garden
Our large detached family villa is set in the heart of the idyllic Tuscan hamlet of Po, situated high in the hills just outside Fivizzano. With breathtaking views across the mountains it is the perfect location to relax away from it all. The newly renovated villa comp …see more

from $242 / night

$1,688 - $1,786 / week

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from $242 / night

24

Vacation farmhouse in Monterchi

Province of Arezzo / Monterchi

3 11 3 nights min

  • 3 bedrooms
  • sleeps 11
  • 3 nights min
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
The Fienile is part of Montemiliano Farmhouse, which is described in detail below. Formerly a hay barn, it is disposed on two floors both large apr. 50 square meters and with independent access. The upper one (not interconnected with the lower apt) has two bedrooms and …see more

from $226 / night

$1,695 / week

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from $226 / night

16

Sansepolcro Vacation apartment rental

Province of Arezzo / Sansepolcro

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly
  • Car not necessary
Casa Mila is in the center of the historic Renaissance walled town of Sansepolcro in Tuscany. This spacious ground floor 1 bedroom 1 bathroom self catering apartment is well equipped and has direct access to a large, tranquil garden ideal for relaxing with a wine after …see more

from $96 / night

$571 / week

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from $96 / night

15

Vacation cottage rental

Province of Florence / Montespertoli

2 7 4 nights min

  • 2 bedrooms
  • sleeps 7
  • 4 nights min
  • Ask about children
  • Ask about pets
  • Private garden
Recently restored in typical Tuscan Country Style Ex Priest Residence accomodates up to 7 guests. Located on top of a hill which offers astonishing views of the surrounding hills. Lovely Cosy Garden with Old Olive Tree and Sundeck with Outdoor Shower. Situated only at 3 …see more

from $176 / night

$1,076 - $1,433 / week

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from $176 / night

(1) Very Good 

23

Farmhouse rental in Tuscany with shared pool

Castelfranco Piandisco / Castelfranco di Sopra

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
** TRIP ADVISOR 2014 CERTIFICATE OF EXCELLENCE WINNER ** Exclusive self-catering house in ancient Tuscan farmhouse with swimming pool. The house is on a 30 acres property on the slopes of Pratomagno mountain, between Florence and Arezzo (35 km from Florenc …see more

from $113 / night

$509 - $904 / week

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from $113 / night

19

Home rental in Tuscany

Province of Prato / Prato

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
House on the ground floor, 50 meters from Porta al Serraglio station, 16 km from Florence, with double bed and 2 sofa beds for one and a half, flat screen TV, WiFi, radio, kitchen, kettle, toaster, nespresso, bathroom with shower and a small courtyard overlooking the in …see more

from $90 / night

$631 / week

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from $90 / night

23

Vacation apartment rental

Elba Island / Marina di Campo

1 6 7 nights min

  • 1 bedroom
  • sleeps 6
  • 7 nights min
  • Nearest beach 0 mi
  • Suitable for children age 5+
  • Air conditioning
Apartment with lovely sea views, located on the first floor of a villa, in the heart of the Mediterranean natural park of Fetovaia. Consisting of spacious living room with cooking area and two double sofa beds, double bedroom, bathroom with shower and air conditioning. …see more

from $65 / night

$452 / week

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from $65 / night

29

Villa rental in Tuscany with swimming pool

Province of Florence / San Godenzo

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
If you are a big family or a large group of friends, the ideal place to spend your holidays in full relax and confort is this elegant property with exclusive swimming pool and garden that can accommodate 12+1 people, composed by an independent Villa and a nice dependan …see more

from $509 / night

$3,503 / week

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Responds fast!
avg. 2 hours 53 minutes

from $509 / night

(31) Very Good 

19

Vacation apartment in Tuscany

Florence / San Lorenzo, Florence

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Sleeps: 4+1 Bathroom: 1 Zone: San Lorenzo Floor: 3 Elevator: Yes Terrace: Yes This lovely modern apartment in Florence is a bright two bedroom apartment, located in a perfect position for the ones who want to walk along Florentine characteristic str …see more

from $131 / night

$918 / week

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from $131 / night

55

Vacation farmhouse with swimming pool in Tuscany

Volterra / Ulignano

9 22 min stay varies

  • 9 bedrooms
  • sleeps 22
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful independent villa with private pool situated only 7 km away from the charming medieval town of Volterra. This property, is surrounded by a large garden and offers nicely furnished interiors. The location, in the heart of Tuscany is in easy reach to the most …see more

from $1,607 / night

$8,844 - $12,063 / week

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Responds fast!
avg. 3 hours 57 minutes

from $1,607 / night

(6) Very Good 

19

Vacation apartment with shared pool in Lucca

Province of Lucca / Lucca

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
Il Visconte is a lovely first floor Tuscan villa with a fantastic balcony overlooking the back garden and pool area of the property. Part of the balcony is covered by an arched loggia making it a perfect place to dine al fresco. It is furnished with a table and chairs f …see more

from $63 / night

$362 - $791 / week

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from $63 / night

(2) Excellent 

10

Vacation villa in Terranuova Bracciolini

Province of Arezzo / Terranuova Bracciolini

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Il Melograno is a recently restored barn which can accommodate 6 people. Immersed in the Tuscan countryside and located in a panoramic position, it offers a lovely and relaxing stay to its guests in a natural environment at the centre of wonderful historical and a …see more

from $91 / night

$633 / week

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from $91 / night

(2) Excellent 

21

Tuscany Vacation home accommodation

Elba Island / Capoliveri

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
small terraced house with double bedroom and twin bedroom large garden, private parking, barbecue outside the town of Capoliveri at 5 minutes by car from the main beaches and five on foot from the Centre of town, very convenient for the evening do not move the machine. …see more

from $49 / night

$339 - $1,049 / week

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Responds fast!
avg. 1 hour 13 minutes

from $49 / night

(1) Excellent 

21

Vacation condo in Tuscany

Florence / South Florence

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
Charming and spacious apartment very bright and renovated next to Lungarno Colombo. The fourth floor of a stately building. Excellent location for visiting Florence with private parking. The Center in 20 minutes on foot or bus 10. Piazzale Michelangelo in 10 minutes by …see more

from $91 / night

$509 / week

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from $91 / night

(4) Very Good 

Certificate of Excellence

14

Vacation apartment rental

Manciano / Saturnia

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
In the heart of the Tuscan Maremma, independent apartment, light, exactly in front of the wonderful Terme di Saturnia and a few hundred meters from the Mill Falls. Living room with fireplace and fully equipped kitchenette, TV and a comfortable sofa bed for one person, d …see more

Certificate of Excellence

from $91 / night

$565 / week

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Responds fast!
avg. 2 hours 9 minutes

from $91 / night

23

Tuscany Vacation farmhouse rental

Bucine / Mercatale Valdarno

7 14 4 nights min

  • 7 bedrooms
  • sleeps 14
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Bòggina farmhouse is one of the properties available on the Petrolo winery placed on the south-eastern side of the Chianti hills facing the valley of the Arno, in a lovely quiet area full of charm and history. We're placed between Florence, Siena and Arezzo, which are …see more

from $414 / night

$2,452 - $3,004 / week

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from $414 / night

17

Tuscany Vacation apartment rental

San Casciano in Val di Pesa / Campoli in Chianti

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Surrounded by the vineyards of the Chianti hills, not far from Florence and Siena, Villa Barberino has all the charm of the ancient Tuscan manor houses. In what were once the service spaces of the villa was once the apartment la Casina victory. In it you can find an eas …see more

from $102 / night

$565 / week

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from $102 / night

(7) Excellent 

39

Vacation villa in Tuscany

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 $558 / night

$4,138 - $6,644 / week

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from $558 / night