Air conditioned apartments and villas to rent in Tuscany

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  • Maremma (5)
  • Province of Arezzo (720)
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  • Province of Massa Carrara (73)
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  • Province of Siena (929)

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7,317 Holiday homes

Filters applied: Air conditioning (7,317)

(3) Excellent 

25

Beautiful, historic 9 bedroom Tuscan villa on stunning grounds - Greve in Chianti villa sleeps 18

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Benedetta is a beautiful historic residence that has been for many years the pulsating heart of the Folonari family, a renowned name in the Italian wine business. Dating back to the early 1800, the villa is located at the center of the family's agricultural  …see more

from £677 / night

£4742 - £8621 / week

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from £677 / night

(2) Excellent 

39

Lavish 8BR Villa w pool only 10 Miles to Florence! - San Casciano in Val di Pesa villa sleeps 16

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considere  …see more

from £1164 / night

£8600 - £9656 / week

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from £1164 / night

16

Small villa on Castiglioncello's reef - Quercianella villa sleeps 2

Province of Livorno / Quercianella

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden
Located just off the elegant town of Castiglioncello, the House is located in a privileged location on the most beautiful Tuscany's cliff. On clear days, you can enjoy breakfast outside while admiring the Tuscan archipelago Islands dotting the horizon of the Etrusc  …see more

from £61 / night

£423 / week

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from £61 / night

17

Province of Pistoia / Serravalle Pistoiese

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £44 / night

£259 / week

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from £44 / night

(13) Excellent 

24

Le Volpaie: 2 bedroom apartment with balcony overlooking stunning Tuscan countryside, shared pool and garden - Volterra apartment sleeps 6

Province of Pisa / Volterra

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Swimming pool
Le Volpaie is a perfect location in so many ways , for couples wanting a romantic getaway , for relaxing or exploring the outstanding countryside and history or for families wanting a quiet safe holiday spent around the pool and exploring the many beautiful Tuscany fea  …see more

from £75 / night

£520 - £980 / week

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from £75 / 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

17

Prato / Figline

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £74 / night

£509 - £1957 / week

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from £74 / night

(11) Excellent 

21

charming cottage in peaceful country setting - Gracciano cottage sleeps 6

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa  …see more

from £69 / night

£380 - £1776 / week

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from £69 / night

(1) Very Good 

20

Nice 65 sqm apartment - near the Florence center - Florence apartment sleeps 3

Province of Florence / Florence

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Nice 4 rooms apartment (65 sqm/700 sqf), newly furnished, near the center of town n with free Wi-Fi. The apartment has: 1 large bedroom (with a double-bed), 1 living room (with a sofa bed n a leather sofa), 1 bathroom, a large kitchen and 2 spare rooms. This is a compl  …see more

from £55 / night

£345 / week

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from £55 / 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

(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 £104 / night

£689 - £1216 / week

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from £104 / night

(8) Very Good 

5

TuscanFlat - Siena apartment sleeps 4

Province of Siena / Siena

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 105 km
  • Car not necessary
  • Air conditioning
This very stylish 430-square-foot apartment a few minutes walk from Piazza del Campo.You will need to walk up 66 steps to access this apartment, but the effort is amply rewarded by two amazing terraces and their spectacular views. The main living space here is a large,  …see more

from £87 / night

£664 - £966 / week

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from £87 / night

25

ANTICO BORGO CASALAPPI Vacation villa,pool,tennis - Campiglia Marittima villa sleeps 5

Province of Livorno / Campiglia Marittima

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 7 km
  • Swimming pool
  • Child friendly
Antico Borgo Casalappi is an ancient village which lies on the top of the hills overlooking the Elba Island, a few kilometers from the beach of San Vincenzo, Baratti, Follonica and the port of Piombino (where ferries depart for the Island of Elba). The village is surrou  …see more

from £26 / night

£432 - £1380 / week

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from £26 / night

(4) Very Good 

14

Province of Livorno / Piombino

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Air conditioning

 …see more

from £57 / night

£388 / week

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from £57 / night

24

Golf Hotel Punta Ala Rta appartamento - Punta Ala apartment sleeps 5

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly
Bilocale a Punta Ala, con una camera matrimoniale con soggiorno con divano letto, angolo cottura bagno e antibagno. Posto auto, Aria condizionata. Biancheria per letti e bagno. Rta a Punta Ala immersa nel parco a 800 metri dallo stabilimento balneare, servizio navetta o  …see more

from £53 / night

£371 / week

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from £53 / night

9

Castagneto Carducci / Donoratico

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

 …see more

from £65 / night

£354 / week

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from £65 / 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 £156 / night

£1035 - £1669 / week

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from £156 / night

(2) Excellent 

21

Isola Del Giglio / Giglio Castello

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £87 / night

£561 - £910 / week

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from £87 / night

(3) Excellent 

22

Province of Massa Carrara / Marina di Carrara

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£345 / week

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from £52 / 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

£375 - £466 / week

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from £60 / night

20

Orbetello / Ansedonia

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+

 …see more

from £161 / night

£1121 - £1380 / week

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from £161 / night

(18) Excellent 

30

Florence / Duomo Fl

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £78 / night

£492 / week

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from £78 / night

16

Province of Lucca / Colle di Compito

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £52 / night

£363 / week

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from £52 / night

30

Pisa / Tirrenia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £138 / night

£388 - £1276 / week

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from £138 / night

(1) Excellent 

34

Elba Island / Chiessi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £69 / night

£595 - £1289 / week

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from £69 / night

(1) Excellent 

52

Province of Florence / Florence

1 3 6 nights min

  • 1 bedroom
  • Sleeps 3
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Car not necessary

 …see more

from £130 / night

£906 / week

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from £130 / night

(9) Excellent 

54

Province of Lucca / San Ginese

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £263 / night

£1841 / week

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from £263 / night

(3) Excellent 

17

New Lovely apartment between Florence and Chianti - Tavarnuzze apartment sleeps 5

Impruneta / Tavarnuzze

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The apartment is located on the first floor of an independent Villa in the heart of the town and it's composed by an entrance / living room area with single sofa bed, fully equipped kitchen, large bedroom (2 single beds on request) , bedroom with French size bed, bathro  …see more

from £69 / night

£388 / week

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from £69 / night

28

ANTICO BORGO CASALAPPI Lovely,family,pool,tennis - Campiglia Marittima apartment sleeps 5

Province of Livorno / Campiglia Marittima

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
Antico Borgo Casalappi is an ancient village which lies on the top of the hills overlooking the Elba Island, a few kilometers from the beach of San Vincenzo, Baratti, Follonica and the port of Piombino (where ferries depart for the Island of Elba). The village is surrou  …see more

from £63 / night

£414 - £949 / week

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from £63 / night

45

Province of Florence / Sesto Fiorentino

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 96 km
  • Car not necessary
  • Air conditioning

 …see more

from £39 / night

£272 - £302 / week

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from £39 / night

32

Leccetino - Trequanda villa sleeps 6

Province of Siena / Trequanda

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
Villa Leccetino Tuscany Arriving at Leccetino, down a short tree covered road is like arriving at a very secret location. Tucked into the hillside surrounded by olive trees, this is a spectacular masonry villa, made with stones dug up from the ground on this terraced p  …see more

from £278 / night

£1940 - £3440 / week

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from £278 / night

32

17th Century villa and estate near Lucca - Gugliano villa sleeps 10

Province of Lucca / Gugliano

9 10 7 nights min

  • 9 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly
Situated in the foothills of the Apuan Alps a short drive from Lucca, Casa Berti is a luxurious family home. Restored with integrity and authenticity The villa boasts large cool rooms with high ceilings and an air of great tranquillity. The Villa, with five bedrooms  …see more

from £715 / night

£5000 - £7500 / week

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from £715 / night

(1) Excellent 

7

Province of Prato / Prato

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

 …see more

from £95 / night

£647 / week

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from £95 / night

(7) Very Good 

24

Casa Petunia - San Martino in Freddana house sleeps 5

Province of Lucca / San Martino in Freddana

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
Casa Petunia è il posto ideale per visitare la nostra regione. Si trova infatti a soli 10 chilometri da Lucca, 30 da Pisa e 18 dalle spiagge del Tirreno. Arredato con cura , l'appartamento ha due camere da letto (una matrimoniale e una doppia) , una zona giorno c  …see more

from £80 / night

£483 - £690 / week

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from £80 / night

(41) Excellent 

19

Stunning farmhouse apartment located between Tuscan cities of San Gimignano and Volterra, shared pool, private garden, sleeps 6 - San Gimignano apartment sleeps 6

Province of Siena / San Gimignano

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Azzurra is an apartment in Poderra Torrichi, a gated community of three farm buildings, which is located between the medieval cities of San Gimignano and Volterra. Podera Torrichi is newly renovated and has retained the charm of the traditional Tuscan farm buildings, wi  …see more

from £185 / night

£1000 - £1462 / week

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from £185 / night

34

Rosignano Marittimo / Castiglioncello

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £345 / night

£2414 / week

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from £345 / 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

(1) Excellent 

12

Orbetello / Ansedonia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

 …see more

from £117 / night

£432 - £1294 / week

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from £117 / night

48

La Grancia Country Resort Apt4 - Montisi fort sleeps 3

Province of Siena / Montisi

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
La Grancia Country Resort is a romantic and charming 14th century fortress used as a "Grancia", a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany coun  …see more

from £107 / night

£739 - £821 / week

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from £107 / 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

Top Destination reviews

Termini - Giardino
Wonderful welcome, lovely pool for kids, great location.

The villa is perfectly located, nearby to Castelnuovo, but in the countryside overlooking the valley. It is a short drive to all the local villages and to a great high ropes park for children (and adults). Franco was brilliant - kept in touch on jour … 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
Agriturismo Sammonti
Perfect week in Tuscany

All previous positive reviews reflect our experience. Beautiful, quiet location. Lovely hosts. The house was cosy and a great place to come home to after sightseeing. It was also very easy to spend a whole day in the local area or enjoying the pool … 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
Casa a Corte
Peace and Tranquility......

Our holiday in Casa a Corte was delightful. The villa is in a great location up in the mountains about 45 mins from Pisa airport. The villa has three floors and was beautifully clean and well presented with lovely clean comfortable beds and a kitche … see more
Villa Toscanella
Beautiful villa, great facilities and a wonderful holiday

We stayed in the villa as our first family holiday, with our 12 week old baby, and it was great. Having a home away from home was lovely and flexible, and the villa had a travel cot we could use. The whole villa is very comfortable, spacious and well … see more

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