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

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  • Maremma (6)
  • Province of Arezzo (798)
  • Province of Florence (1,067)
  • Province of Grosseto (397)
  • Province of Livorno (358)
  • Province of Lucca (741)
  • Province of Massa Carrara (146)
  • Province of Pisa (480)
  • Province of Pistoia (197)
  • Province of Prato (26)
  • Province of Siena (817)

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Tuscany holidays
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5,033 Holiday homes

(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

(4) Excellent 

16

Gaia House - Manciano villa sleeps 4

Province of Grosseto / Manciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden
Tuscan villa on the hills of Manciano, near the coast, in a quiet countryside, ideal for relaxing and romantic breaks.The place enjoys a beatiful view over a valley. The villa is located in a 2.5 acres property including a Mediterranean garden, an olive grove, al fresco  …see more

from £69 / night

£475 - £716 / week

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from £69 / night

(1) Excellent 

16

Portoferraio / Magazzini

1 5 4 nights min

  • 1 bedroom
  • Sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly

 …see more

from £52 / night

£276 - £363 / week

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from £52 / 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

(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

(33) 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

(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

(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

(1) Excellent 

6

Buggiano / Borgo a Buggiano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 40 km
  • Child friendly
  • Car not necessary

 …see more

from £52 / night

£363 / week

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from £52 / night

9

Rio Nell'Elba / Nisportino

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

 …see more

from £52 / night

£363 - £992 / week

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from £52 / night

9

Grosseto / Rispescia

2 6 1 night min

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

 …see more

from £52 / night

£363 / week

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from £52 / night

24

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 £296 / night

£2069 - £3276 / week

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from £296 / night

(5) Excellent 

25

Charming, rural Tuscan cottage with terrace and stunning sea view, sleeps 4 - Casale Marittimo cottage sleeps 5

Province of Pisa / Casale Marittimo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
Lovely , elegant cottage in Casale Marittimo (Pisa),at only 10 Km from the beaches (Marina di Bibbona or Cecina Mare) and close to sites of historical, artistic and archeological interest (e.g. 25 minute drive to Volterra; 1 hour to Florence, Siena and Lucca, 40 minute  …see more

from £130 / night

£776 / week

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from £130 / night

(6) Excellent 

15

Extraordinary Tower in the Tuscan hills with pool, - Sansepolcro tower sleeps 3

Province of Arezzo / Sansepolcro

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 110 km
  • Swimming pool
Torre the Brancialino nestles beautifully in the Tuscan Hills some 10 kilometres from the Renaissance town of Sansepolcro.Being part of a remarkably restored medieval castle (where the owner lives) the tower offers the perfect romantic hideaway with comfortable accommod  …see more

from £50 / night

£350 - £385 / week

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from £50 / night

12

Province of Siena / San Quirico d'Orcia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £68 / night

£432 - £669 / week

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from £68 / night

19

Elba Island / San Giovanni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £31 / night

£242 - £345 / week

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from £31 / night

(7) Excellent 

28

Marciana / Procchio

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £105 / night

£733 - £1138 / week

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from £105 / night

(3) Excellent 

23

Beautifully restored villa near Lucca with private - Ponte a Moriano villa sleeps 8

Lucca / Ponte a Moriano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
Beautifully restored Liberty style villa in a village location near Lucca with 4 large bedrooms each of which can be configured as twin or double bedded rooms given prior notice 2 bathrooms with showers only, no bath. Each shower has an alarm to summon help in case assi  …see more

from £124 / night

£863 - £949 / week

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from £124 / 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

(16) Excellent 

25

Casa a Corte - Gugliano farmhouse sleeps 8

Province of Lucca / Gugliano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly
A Corte is a beautiful, restored property near the hamlet of Gugliano, surrounded by lawns, olive groves, vineyards, fruit trees, chestnut woods, mountain streams offering the most unimaginable tranquillity to those seeking total relaxation. However, the lively town  …see more

from £222 / night

£1552 - £2026 / week

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from £222 / night

(14) Excellent 

24

Monte Argentario, Cala Piccola, Porto S.Stefano - Cala Piccola apartment sleeps 6

Monte Argentario / Cala Piccola

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
Dear Guests We are pleased to present this very beautiful villa located on the most extreme point of the Argentario coast, perched on top of a rocky cliff that drops straight down into the sea and offers a breathtaking view. The position of this beach villa makes it un  …see more

from £233 / night

£1259 - £1595 / week

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from £233 / night

(1) Excellent 

24

Villa Montebello - Montalcinello villa sleeps 18

Chiusdino / Montalcinello

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
Characteristic Tuscan stone farmhouse situated in a dominant position just 5 minutes’ walk from a magical medieval village 35 km west of Siena . The property has been completely renovated a few years ago and turned into a most cozy and comfortable luxury holiday vill  …see more

from £339 / night

£2156 - £3880 / week

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from £339 / night

(4) Very Good 

10

Rio Nell'Elba / Nisportino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £62 / night

£345 - £845 / week

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from £62 / 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

50

Casa Brunello di Montalcino - Montalcino apartment sleeps 6

Province of Siena / Montalcino

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Suitable for children age 5+
Enjoy winelovers' paradise in Montalcino from the beautifully renovated and spacious apartment - Casa Brunello di Montalcino - in the 17th century building with some nice original pieces, combining the traditional Tuscan countryside look with modern high-quality fu  …see more

from £281 / night

£1725 - £2156 / week

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from £281 / 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

(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

(20) Excellent 

49

3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool - Castel San Gimignano apartment sleeps 6

San Gimignano / Castel San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
The apartment is placed 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 olive  …see more

from £87 / night

£475 - £604 / week

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from £87 / night

(1) Excellent 

19

Farmhouse holiday rental with private pool and garden in San Gimignano - 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 £69 / night

£475 - £992 / week

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from £69 / night

(3) Very Good 

10

Province of Arezzo / Bibbiena

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £50 / night

£518 / week

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from £50 / night

28

Province of Grosseto / Arcidosso

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets

 …see more

from £44 / night

£285 - £357 / week

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from £44 / 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

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

(16) Excellent 

20

Beautiful Tuscan Villa, stunning views, outdoor pool - Lucca villa sleeps 10

Province of Lucca / Lucca

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Villa Villenia is a 16th century villa built on a valley side in a small village just north of the wonderful Tuscan city of Lucca. There are stunning views from the garden across the hills. There are many excellent restaurants in the locality: supermarkets are nearby. T  …see more

from £260 / night

£1800 - £2750 / week

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from £260 / 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 £78 / night

£544 / week

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from £78 / night

(2) Very Good 

16

Elba Island / Rio Marina

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £62 / night

£432 - £1207 / week

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from £62 / night

65

Province of Florence / Greve in Chianti

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool

 …see more

from £65 / night

£453 / week

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from £65 / night

Top Destination reviews

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
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
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
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
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
The coat of arms
If you love and appreciate Italian art and architecture then this is the place to be

A fabulous opportunity to step back in time into Italian history. What an amazing place owned by a beautiful lady dedicated to restore her home to show and share the wonders hidden over many years. If you love and appreciate Italian art this is the … see more

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