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

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Tuscany

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12,444 Holiday homes

Filters applied: Swimming pool (12,444)

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

22

Scarlino / Puntone

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £44 / night

£308 - £1141 / week

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from £44 / night

(2) Very Good 

22

Province of Grosseto / Arcidosso

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £132 / night

£922 / week

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from £132 / night

(1) Excellent 

18

Elba Island / Porto Azzurro

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool

 …see more

from £40 / night

£246 / week

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from £40 / night

Featured properties

(3) Very Good 

20

Apartment rental in Tuscany with shared pool

Greve in Chianti / Montefioralle

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Extra bed can be provided for 80 euro per week.  …see more

from £88 / night

£615 - £3772 / week

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from £88 / night

20

Villa rental in Tuscany with swimming pool

Province of Florence / Greve in Chianti

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Wonderful 5 Bedroom/4 Bathroom villa with private swimming pool, magnificent garden and stunning views on Typical Tuscan lanscape..located just a few steps away from the heart of Greve in Chianti!  …see more

from £439 / night

£3071 / week

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from £439 / night

20

Holiday apartment with swimming pool in San Baronto

Lamporecchio / San Baronto

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 77 km
  • Swimming pool
  • Child friendly
The Residence Montefiore is strategically situated to enable the visit of the important sites of Tuscany. The residence is located in the village San Baronto 400 meters above sea level in the Montalbano Chianti area. The location is perfect for ...  …see more

from £55 / night

£379 - £654 / week

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from £55 / night

24

Holiday villa with swimming pool in Tuscany

Greve in Chianti / Lucolena

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Large villa with a beautiful panoramic view, located near the ancient town of Figline Valdarno which is in the centre of a triangle formed by the cities of Florence, Siena and Arezzo. The town’s historic area has a medieval piazza surrounded by buildings of im...  …see more

from £187 / night

£1308 - £2991 / week

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from £187 / night

56

Farmhouse letting in Tuscany with shared pool

Province of Florence / Montaione

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
At Le Capanne you can inhale the peace offered by Nature. It may not be luxurious here, but there is simple comfort for your wellbeing: aromas, landscapes, sounds, tranquillity. Hopefully they will help you reconnect with your inner rhythm and rediscover true wellbeing.  …see more

from £52 / night

£363 - £455 / week

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from £52 / night

(2) Excellent 

32

Holiday apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Stunning apartment in the chianti, private terrace  …see more

from £189 / night

£843 - £1579 / week

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from £189 / night

24

Holiday hotel apartment rental

Castagneto Carducci / Bolgheri

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Un luogo privilegiato, per una vacanza esclusiva!Lungo via Della Principessa a sud di San Vincenzo, Il Delfinetto offre la praticità della vicinanza con i negozi e la via pedonale, il piacere di un piccolo angolo di paradiso, protetto e silenzioso.<br />Un  …see more

from £279 / night

£1953 / week

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from £279 / night

89

Home rental in Tuscany with shared pool

Cortona / Montecchio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
QUERCE COTTAGE is one of two dwellings in a large cottage, overlooking the private village, Garden Of Eden, the hills, dales, olive groves and vineyards as the vista spirals into a haze of greens, dotted with colours, an infinity of brightly coloured patchwork, against  …see more

from £20 / night

£138 - £965 / week

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from £20 / night

24

Lucolena holiday villa rental

Greve in Chianti / Lucolena

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
This is a complex of 4 townhouses (Rosa Arancio, Rosa Bianca, Rosa Rossa and Rosa Gialla), each with its private garden, located in Dudda, a small quiet village in the Chianti Classico region, only 8 km from Greve in Chianti and 30 km from Florence. In Dudda t...  …see more

from £117 / night

£819 - £2022 / week

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from £117 / night

(4) Excellent 

24

Farmhouse rental in Tuscany with shared pool

Province of Florence / Greve in Chianti

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 127 km
  • Swimming pool
  • Child friendly
The Estate name is Villa Calcinaia, property of one of the most famous florentine noble families, the counts Capponi, the Villa in the centre of the 600 acre estate is their summer home since 1524. The farmhouses do all have a breathtaking view over the Chianti Classico  …see more

from £88 / night

£615 - £4755 / week

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from £88 / 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 £71 / night

£492 / week

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from £71 / night

(6) Very Good 

43

Tuscany holiday home accommodation

Gaiole in Chianti / Montefienali

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Recently renovated, is located in a scenic hillside location in a picturesque village nestled in the heart of Chianti, strategic point to reach in a short time two beautiful cities such as Siena and Florence. Moreover, you can go trekking in the beautiful trails and na  …see more

from £48 / night

£274 - £615 / week

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from £48 / night

41

Holiday villa with swimming pool in Tuscany

Montaione / Santo Stefano

11 22 7 nights min

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
!!!EARLY BOOKING DISCOUNT!!! FOR STAYS IN HSS1 & HS (2017): 10% discount for bookings confirmed within 45 days before the arrival date. FOR STAYS IN MS and HSS Seasons (2017): 15% discount for bookings confirmed within 30 days before the arrival date. FOR STAYS IN  …see more

from £859 / night

£6009 - £9825 / week

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from £859 / night

(1) Excellent 

12

Tuscany holiday barn rental

Province of Lucca / Bagni di Lucca

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
The upstairs rooms are reached by a stone staircase at the side of the building.  …see more

from £84 / night

£562 - £571 / week

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from £84 / night

(1) Excellent 

21

Tuscany holiday apartment rental

Province of Florence / Montespertoli

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Stunning views, peaceful holiday, close to Tuscan art cities and charming mediavel villages,cosy and warm appartments, lots of information and suggestions to live a unforgettable experience in Tuscany<br />It's a perfect place for those who enjoy walking  …see more

from £71 / night

£308 - £597 / week

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from £71 / night

(3) Excellent 

11

Apartment rental in Tuscany with swimming pool

Province of Pisa / San Dalmazio

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
The apartment has an independent entrance which faces onto a large field , lush vegetation surrounds the entire property of over 11,000 square meters, guaranteeing tranquillity and privacy.Agriturismo Segarelli uses a geothermal energy as heating (Green energy).  …see more

from £62 / night

£422 / week

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from £62 / night

12

Vinci holiday apartment rental

Province of Florence / Vinci

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Apartment with air conditioning, 2 double bedrooms and 2 ensuite shower rooms. Perfect for relaxing by the swimming pool or touring around Tuscany.  …see more

from £75 / night

£518 - £615 / week

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from £75 / night

41

Tuscany holiday villa rental

Bagno a Ripoli / San Donato in Collina

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Villa Il Forte was at the origin (century 13/14) a fortified position, elements of which have come to light, such as the colonnade surrounding the courtyard and the walls of the tower structure, elements that have made possible a particularly refined restoration and the  …see more

from £1003 / night

£7018 - £8764 / week

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from £1003 / night

30

Tuscany holiday villa rental

Province of Siena / Ville di Corsano

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
Set on a large estate with extensive views over the Crete Senesi and Siena countryside, this villa is just perfect for family reunions or large group of friends. Built in stone and brick, this Tuscany villa consists of a main villa (sleeps 14 people) and a dependence (s  …see more

from £1605 / night

£11229 - £16886 / week

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from £1605 / night

(2) Excellent 

17

Province of Lucca / San Ginese

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £53 / night

£369 / week

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from £53 / night

15

Holiday apartment with shared pool in Tuscany

Province of Lucca / Lucca

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 34 km
  • Swimming pool
  • Child friendly
This is one of two apartments in a beautifully restored villa just 6 km from Lucca. The aprtments can be rented together for big groups or separately. On request, it's possible to add 4 extra beds.  …see more

from £127 / night

£886 - £1395 / week

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from £127 / night

(6) Very Good 

17

Tuscany holiday apartment rental

Province of Florence / Impruneta

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Quaint, cozy hayloft (Fienile) in the midst of the peaceful rolling green hills of the world-famous Chianti Classico region. Our Fienile is an ideal place to spend a week or more of pure relaxation far from the noise and confusion of the big cities.  …see more

from £93 / night

£615 - £790 / week

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from £93 / night

(1) Excellent 

33

Holiday villa with shared pool in Tuscany

Roccalbegna / Triana, Italy

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 67 km
  • Swimming pool
  • Child friendly
You will enjoy a medieval cottage recently renovated wth all modern facilities and stunning views across the valley, unspoilt countryside, a common pool for the 9 cottages of this hamlet and not far away hot springs and picturesque villages selling genuine products.<  …see more

from £71 / night

£492 - £698 / week

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from £71 / night

(13) Excellent 

24

Holiday villa in Bagnone

Province of Massa Carrara / Bagnone

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
Al Palazz is a stylish, spacious, architect-restored villa at the heart of a tiny centuries-old village. The private heated pool and poolside dining terrace are set in an acre of landscaped gardens which look across the valley to a medieval castle and the hills beyond.  …see more

from £142 / night

£990 - £2140 / week

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from £142 / night

100

Barberino Val d'Elsa holiday apartment rental

Province of Florence / Barberino Val d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
Ten wonderful apartments in Tuscany in the heart of Chianti for up to 42 people, where all apartments have a full kitchen, air conditioning, swimming pool, outside dining space and lovely furniture.  …see more

from £163 / night

£965 - £1492 / week

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from £163 / night

12

Province of Pistoia / Pescia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly

 …see more

from £75 / night

£522 / week

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from £75 / night

(10) Excellent 

21

Province of Florence / Figline e Incisa Valdarno

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £71 / night

£429 - £615 / week

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from £71 / night

19

Province of Florence / Reggello

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £63 / night

£439 - £632 / week

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from £63 / night

25

Tuscany holiday lodge rental

Province of Siena / Pienza

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Air conditioning
Poggio ai Gelsi is located in the south of Tuscany between the hills of Val d'Orcia, Siena and halfway between Montepulciano and Pienza. The property enjoys a magnificent view over Montichiello and Pienza. The colours of the nature in this corner of Tuscany are bea  …see more

from £75 / night

£522 - £829 / week

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from £75 / night

(5) Excellent 

16

Holiday villa with shared pool in Tuscany

Florence / Piazzale Michelangelo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Great location for a relaxing break” We enjoyed a very relaxing few days at Villa Bottai. Federica and her father were very kind and helpful, and the villa is comfortable and in a great location: peaceful, but with local shops, etc. a short walk away  …see more

from £210 / night

£1350 / week

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from £210 / 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
“Fabulous holiday and accommodation” We stayed at this apartment in June this year. The apartment was really well fitted out and spotlessly clean, the oven looked like it had never been used !! The facilities were great and the location is lovely, it i  …see more

from £88 / night

£483 - £746 / week

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from £88 / night

(1) Excellent 

100

Province of Lucca / Forte Dei Marmi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

 …see more

from £44 / night

£255 - £1053 / week

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from £44 / night

18

Holiday apartment in Consuma

Province of Florence / Consuma

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly
One bedroom apartment of 40 sqm. It's a homely nest overlooking the Chestnut woods, entrance on the first floor with living/dining area with well equipped kitchen facilities (hob and fridge), double bedroom and bathroom with shower facilities.  …see more

from £62 / night

£351 - £615 / week

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from £62 / night

31

Holiday farmhouse accommodation

Province of Lucca / Pieve Fosciana

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This is a traditional Tuscany country house located on top of a sunny and very panoramic hill near the medieval borough of Sillico. It rises on a terraced area surronded by grazing sheep and very ancient chestnust forests. The wonderful panorama, look the Garfagnana V  …see more

from £79 / night

£461 - £1229 / week

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from £79 / night

24

Tuscany holiday villa rental

Province of Lucca / San Pietro a Marcigliano

9 20 7 nights min

  • 9 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
This is a typical Tuscan house built around the year 1600, few kilometres from Lucca on the northern hills which surrounds the Lucca plain. This holiday villa is situated in a very panoramic and sunny position close to the village of Segromigno in Monte, which...  …see more

from £547 / night

£3829 - £5232 / week

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from £547 / night

30

Holiday cottage with swimming pool, golf nearby in Tuscany

Province of Lucca / San Martino in Freddana

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly
(The house, the garden and the swimming pool is just for your private use). you will not have to share with other guests! Casa Mimi is an excellent choice for those who want to spend a romantic holiday in a tasteful and comfortable holiday home.The coast of the Versil  …see more

from £94 / night

£658 - £886 / week

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from £94 / night

22

Villa rental in Tuscany with swimming pool

Camaiore / Pieve

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly
In the middle of the quiet hills of Versilia, this country villa with swimming pool will not forget you the flavors of Tuscany. Stones, beams, flooring and tipical fire places create a perfect Tuscany atmosphere.<br /> the property is rented per week only.  …see more

from £150 / night

£1044 - £1536 / week

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from £150 / night