Villas with a pool Tuscany | Apartments to rent with swimming facilities

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Tuscany

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12,215 Holiday homes

Filters applied: Swimming pool

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

(5) Excellent 

1

Holiday villa with swimming pool in Tuscany

Castiglion Fiorentino / Pieve di Chio

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
“Not to be missed” This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and village  …see more

from £225 / night

£1680 - £2048 / week

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from £225 / night

(6) Very Good 

58

Tuscany holiday apartment rental

Greve in Chianti / Panzano in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
In the wonderful land of Chianti, an ideal starting point for discovering places such as Siena, Florence, San Gimignano, I Casaloni is an old farmhouse that offers its guests apartments with all the comfort and many amenities, such as swimming or Wi Fi. In a warm and we  …see more

from £77 / night

£636 / week

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from £77 / night

(3) Very Good 

30

Home rental in Ansedonia with shared pool

Orbetello / Ansedonia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A special place for an excellent holiday” We spent a wonderful holiday, the house was well finished and functional, Located near the ancient Roman city of " Cosa", a pine forest for cyclingr and a sandy beach of 7 km . We made excursion to the Island  …see more

from £73 / night

£509 - £1276 / week

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from £73 / night

Featured properties

(5) Very Good 

25

Province of Livorno / San Vincenzo

20 7 Min stay varies

  • 20 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

 …see more

from £46 / night

£212 - £1077 / week

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from £46 / night

24

Villa rental in San Casciano in Val di Pesa with swimming pool

Province of Florence / San Casciano in Val di Pesa

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
This is an independent villa, covering 200 square metres, and extending over two storeys, plus the traditional Tuscan dovecot on its rooftop, now converted into a luxurious bathroom. Although recently fully renovated, the interiors nonetheless retain many typical charac  …see more

from £182 / night

£1272 - £2204 / week

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from £182 / night

(6) Very Good 

40

Holiday villa rental

Province of Siena / Chianciano Terme

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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  …see more

from £170 / night

£907 - £2289 / week

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from £170 / night

(1) Excellent 

35

Tuscany holiday farmhouse rental

Province of Pisa / Riparbella

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly
Casolare Val di Mare is a beautiful country house made up of two room apartment and three room apartment with a beautiful view on our country side!very near the sea just 10 km and with a central location to visit all the city of art as Volterra, Firenze, Pisa  …see more

from £51 / night

£331 / week

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from £51 / night

44

Holiday farmhouse in Brolio

Castiglion Fiorentino / Brolio

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Brolio Quinto is the ideal location for a peaceful holiday in the warm atmosphere of an old country farmhouse, beautifully preserved in its original architectural style. You can rent the top floor of this historic farmhouse with its independent access. It sleeps 8 +  …see more

from £128 / night

£1102 - £1314 / week

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from £128 / night

35

Holiday villa with swimming pool in Castelmuzio

Province of Siena / Castelmuzio

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
When Eric and Kathy decided they wanted to settle in Tuscany and provide people with the sort of holidays they themselves had always dreamed of - but had rarely been able to find - they knew they had found the ideal property in Castelmuzio for many reasons, amongst whic  …see more

from £424 / night

£2967 - £4026 / week

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from £424 / night

11

Province of Lucca / Pescaglia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool

 …see more

from £39 / night

£240 - £295 / week

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from £39 / night

(3) Excellent 

40

Holiday villa with swimming pool in Tuscany

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
Villa Benedetta is an elegant, charming Historic residence located within walking distance from the heart of the magnificent village of Greve in Chianti. Featuring 9BR a private swimming pool, a beautiful park and 10,000 sf of living space it is the perfect estate for  …see more

from £636 / night

£5255 - £8899 / week

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from £636 / night

20

Tuscany holiday villa rental

Province of Grosseto / Grosseto

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
<p>Converted barn for holiday in Tuscany – Villa dei Ricordi is a lovely restored barn set in pine woodland in Southern Tuscany, only a 20 minute drive from the scenic coastline of Maremma. </p>  …see more

from £368 / night

£2570 - £3450 / week

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from £368 / night

100

Holiday villa rental

Province of Florence / Vitolini

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
Charming Holiday Villa located few km from Vinci in northen Tuscany. The Villa offers 4 double bedrooms, 4 bathrooms and a beautiful garden with swimming pool.  …see more

from £255 / night

£1780 - £2289 / week

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from £255 / night

26

Holiday villa rental

Province of Lucca / Camporgiano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 58 km
  • Swimming pool
  • Child friendly
Charming newly renovated detached cottage, with 2 bedrooms, luxury shower room, private pool and gardens. Great views, WIFI and pure peace! Within walking distance of basic shop and bar.  …see more

from £60 / night

£323 - £594 / week

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from £60 / night

14

Holiday villa with swimming pool in Tuscany

Province of Siena / Monteroni d'Arbia

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This detached house with private garden and pool inside an agricultural business cultivated with olive trees, features also a park and views of Siena and is set in the beautiful Sienese countryside, just 3 km from Vescovado and 5 km from Monteroni away. It consists of t  …see more

from £315 / night

£2204 - £3178 / week

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from £315 / night

(5) Excellent 

23

Home rental in Tuscany with shared pool

Province of Pistoia / San Marcello Pistoiese

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“My Perfect place” This cottage has been a favourite of our family for years. This last trip was no disappointment. Nestled in the hillside above San Machello. Sandro was more than helpful to get the most from our stay and would not hesitate to recom  …see more

from £49 / night

£290 - £509 / week

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from £49 / night

24

Holiday villa with swimming pool in Tuscany

Province of Lucca / Villa Collemandina

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 56 km
  • Swimming pool
  • Child friendly
This charming house is located in a typical mountain village near Villa Collemandina (760 m. above sea level) in Garfagnana. The guests can enjoy a panoramic view over the Apuan Alps, both from the pool and both from the loggias. The Pania di Corfino (1.603...  …see more

from £157 / night

£1099 - £1644 / week

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from £157 / night

(1) Excellent 

65

Province of Pisa / Vicopisano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

 …see more

from £43 / night

£280 - £500 / week

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from £43 / night

(7) Excellent 

23

Holiday villa with swimming pool in Tuscany

Lucca / Santa Maria del Giudice

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Stunning elegant villa near Lucca  …see more

from £84 / night

£585 - £1314 / week

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from £84 / night

21

Cantagrillo holiday villa rental

Province of Pistoia / Cantagrillo

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
<p>Tuscany Luxury vacation villa – Surrounded by extensive grounds deep in the heart of the splendid Pistoia countryside. Villa dell'Orto is a beautiful, newly-built recreation of a traditional Tuscan villa.</p>  …see more

from £540 / night

£3780 - £6210 / week

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from £540 / night

(16) Excellent 

20

Lucca holiday villa rental

Province of Lucca / Lucca

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“Puccini and Prosecco!” This villa, set in a tiny hamlet, perched on the side of a mountain, is a delight! The house has been beautifully restored, retaining original features but making no compromises in providing high quality bedrooms, bathrooms and  …see more

from £260 / night

£1800 - £2750 / week

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from £260 / night

(7) Excellent 

23

Holiday villa with swimming pool in Tuscany

Impruneta / Tavarnuzze

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“The perfect base for your Tuscan adventure!” We had the most wonderful time at this gorgeous medieval hillside villa. We were a group of 8, including two young children, and it was perfect for us. The thick stone walls give you privacy and keep it co  …see more

from £280 / night

£1272 - £2119 / week

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from £280 / night

24

Villa accommodation in Tuscany with swimming pool

Capannori / Tofori

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly
In the wonderful landscape around Lucca where the most splendid historical residences were built in the fourteenth and fifteenth centuries this ancient hunting lodge has been superbly restored. This marvellous location is perfect for a holiday immersed in ...  …see more

from £597 / night

£4177 - £5814 / week

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from £597 / night

(2) Excellent 

30

Province of Arezzo / Cortona

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

 …see more

from £178 / night

£1246 / week

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from £178 / night

(6) Excellent 

67

Villa rental in Tuscany with swimming pool

Province of Florence / Fiesole

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Like Living in a Postcard” From the moment we walked through the gate of Villa Acacia, my family and I felt at home. The beauty and spaciousness of the home and grounds contributed to the best vacation we had ever had. Mario kindly took us to buy groc  …see more

from £339 / night

£2373 - £4153 / week

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from £339 / night

(33) Excellent 

32

Tuscany holiday apartment rental

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
“Great apartment. Fantastic Tuscan hospitality.” My wife and I chose Casa Gelsomino because we were travelling with our 18-month old daughter and wanted to be in a location with amenities within walking distance. The hamlet of Castel San Gimignano itse  …see more

from £85 / night

£467 - £721 / week

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from £85 / 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 £293 / night

£2047 / week

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from £293 / night

12

Holiday villa in Lastra a Signa

Province of Florence / Lastra a Signa

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A very typical tuscan farmhouse in Florence from the 16th century  …see more

from £170 / night

£806 / week

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from £170 / night

27

Holiday villa with swimming pool in Tuscany

Province of Florence / San Casciano in Val di Pesa

11 15 7 nights min

  • 11 bedrooms
  • Sleeps 15
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
In the heart of the Chianti region, 15 minutes drive from Florence, stands Castello Buondelmonti set on a hillside overlooking the valley of the river Pesa. This extraordinary example of Tuscan medieval castle was built, on the foundations of a Roman Settlement, in the  …see more

from £957 / night

£6695 - £7967 / week

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from £957 / night

(2) Very Good 

68

Holiday apartment with shared pool in Tuscany

Province of Florence / Barberino Val d'Elsa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
80 square meters apartament located in a wing of the main building, that can accommodate up to 2 people, it has 1 bedroom and 1 bathroom. 1st floor: spacious living room with 3 entrances, TV /DVD area, dining area, and kitchen facilities inside a made-to-measure cab  …see more

from £60 / night

£445 / week

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from £60 / night

15

Tuscany holiday home rental

Province of Grosseto / Gavorrano

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 28 km
  • Swimming pool
This remarkable property in the Tuscan countryside boasts 130 sqm and incredible views, a pool and modern fittings. Luxurious and private, it sleeps 5.  …see more

from £85 / night

£589 - £1089 / week

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from £85 / 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 £67 / night

£454 - £657 / week

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from £67 / night

16

Holiday log cabin rental

Province of Lucca / Torre del Lago Puccini

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
On a beautiful location in Tuscany, just 800 meters from the sea, is Camping Bosco Verde located. A friendly family camping, good for a relaxing beach holiday on the Tuscany coast ! On this campsite you will find everything to make a memorable time ofyour vacation. Fro  …see more

from £24 / night

£166 - £725 / week

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from £24 / night

(4) Excellent 

24

Holiday apartment in Tuscany

Province of Livorno / San Vincenzo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Il Residence Santa Maria, nuova ed elegante struttura che dispone di confortevoli appartamenti per trascorrere delle indimenticabili e felici Vacanze  …see more

from £102 / night

£594 / week

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from £102 / night

(1) Excellent 

19

Holiday apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Stunning chianti lodging in a medieval castle.  …see more

from £123 / night

£543 - £1128 / week

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from £123 / night

30

Tuscany holiday villa rental

Province of Pisa / Orentano

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Elegant, functional, comfortable and tastefully furnished, Villa Angela is one of the best designed and out fitted villas we’ve seen for a while. Built on two floors Villa Angela has many traditional features typical of Tuscan barns such as the criss cross detail  …see more

from £279 / night

£1950 - £3645 / week

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from £279 / night

(1) Excellent 

18

San Marcello Pistoiese holiday farmhouse rental

Province of Pistoia / San Marcello Pistoiese

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Originally a farmstead, the apartment has been stylishly restored retaining many original features, including high wooden ceilings, exposed beams, stone walls, open fireplaces and furnished tasteful antique furniture<br />The 16 meters pool follows the natural cur  …see more

from £56 / night

£334 - £553 / week

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from £56 / night

(4) Excellent 

20

Pieve Fosciana holiday apartment rental

Province of Lucca / Pieve Fosciana

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
“A lovely oasis in the Garfagnana” Flaviano and family couldn't do enough for us. They made our stay incredibly easy, with suggestions of where to go and a running guide to all the festivals going on in the area. The Mansarda is a lovely apartment; ver  …see more

from £77 / night

£428 - £674 / week

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from £77 / night

18

Montaione holiday villa rental

Province of Florence / Montaione

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Chianti traditional villa for rental - Imagine waking up to a 360 degree verdant panorama of rolling hills covered in vineyards and olive groves, experiencing an utter senseof peace and privacy every day of your vacation in the heart of the Chiantiregion and you have th  …see more

from £540 / night

£3780 - £4630 / week

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from £540 / night

54

Holiday home in Tuscany

Province of Arezzo / Caprese Michelangelo

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Casa Singerna has been converted from a 300-year-old stone barn. Although it has come a long way from its humble beginnings, original features have been retained and materials reused wherever possible to preserve its original character with chestnut beamed ceilings, ha  …see more

from £63 / night

£441 - £2712 / week

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from £63 / night