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

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Tuscany

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12,251 Holiday homes

Filters applied: Swimming pool

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(2) Excellent 

16

Holiday apartment with shared pool in Tuscany

Greve in Chianti / Panzano in Chianti

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
Charming sunny apartment in Chianti, surrounded by vineyards and woodlands and panoramic views of the village of Panzano and the hills of Chianti beyond.  …see more

from £122 / night

£806 - £873 / week

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from £122 / night

(7) Excellent 

28

Tuscany holiday cottage rental

Bagni di Lucca / Bagni Caldi

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Suitable for children age 5+
“Great views and a very comfortable villa” We really enjoyed our stay at this villa - the owners who lived nearby were welcoming but unobtrusive and stayed up very late to welcome us following delay at airport . The views at the villa are outstanding a  …see more

from £136 / night

£801 - £1335 / week

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from £136 / night

19

Villa rental in Tuscany with swimming pool

Scarperia e San Piero / Luco di Mugello

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
<p><span class="x_style25"><span class="x_style25"><span class="x_style25">Italy villa walking distance to restaurant - a beautifully restored Tuscan farmhouse with private pool, this villa is located just north of F  …see more

from £270 / night

£1890 - £3280 / week

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from £270 / night

Featured properties

(15) Very Good 

16

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 55 km
  • Swimming pool
“Beautiful apartment in stunning Tuscan landscape” If you want a base in Tuscany that seems in the middle of nowhere, but is less than an hour from all of the famous Tuscan towns/villages, and a lovely apartment that is in the middle of stunning countr  …see more

from £82 / night

£574 / week

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from £82 / night

24

Holiday villa with swimming pool in Tuscany

Province of Siena / Siena

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
A cypress tree lined road will lead you to Villino Siena and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena. From its privileged hilltop position it enjoys spectacular vie  …see more

from £134 / night

£933 - £2119 / week

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from £134 / night

16

Holiday villa with swimming pool in Porto Santo Stefano

Monte Argentario / Porto Santo Stefano

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Our villa was originally built as a countryside house, expanded during the decades, and finally refurbished to offer all amenities. The house offers four bedrooms, two full bathrooms and a separate toilet. It has also a spacious kitchen and a very large living and dinin  …see more

from £122 / night

£848 - £2119 / week

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from £122 / night

(1) Excellent 

24

Tuscany holiday apartment let

Cortona / Capezzine

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 129 km
  • Swimming pool
  • Child friendly
Breathtaking view from a unique Apartment between Cortona and Montepulciano. Luxury furnished, very well situated and ideal to relax and also to start daily drives into the best places of Tuscany and Umbria.  …see more

from £115 / night

£806 / week

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from £115 / night

100

Holiday villa in Tuscany

Province of Arezzo / Terranuova Bracciolini

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
Villa Elena is a wonderful villa for a group of 12, strategically located to explore the Chianti Area and the main cities and villages of Tuscany. It is a very spacious villa, restored to a high standard and set in lovely grounds including a pool.  …see more

from £454 / night

£3178 - £4407 / week

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from £454 / night

(1) Excellent 

27

Apartment rental in Camaiore with swimming pool

Province of Lucca / Camaiore

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
The rondine flat has 3 bedrooms,3 bathrooms, kitchen and lagre living room for a total of 200 mq. -free parking on site( car essential! ) - 2 km from Camaiore- 28 km from PISA AIRPORT Suitable for families with children of all ages.<br />FINAL CLEANING NOT INCLU  …see more

from £166 / night

£1162 - £2000 / week

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from £166 / night

(2) Excellent 

14

Province of Pisa / San Miniato

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 43 km
  • Swimming pool
  • Child friendly

 …see more

from £67 / night

£467 - £509 / week

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from £67 / night

(8) Excellent 

55

Holiday apartment in Centoia

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
“Great base for discovering Tuscany.” Peter and Nina's apartments are in an ideal situation for exploring Tuscany with the added bonus of a pool to relax by when you return from trips to the surrounding hilltop villages. Il Boccolio is spacious and  …see more

from £64 / night

£424 - £712 / week

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from £64 / night

7

Province of Pisa / Calcinaia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

 …see more

from £85 / night

£594 / week

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from £85 / night

(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 £85 / night

£594 - £3645 / week

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from £85 / night

18

Holiday apartment with swimming pool in Tuscany

Manciano / Saturnia

5 14 3 nights min

  • 5 bedrooms
  • Sleeps 14
  • 3 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
Montecchio is an elegant Tuscan farmhouse located on the highest hill overlooking the valley of Saturnia. This prime location offers an extraordinary panorama.The estate was built in the late 800 by Count Piccolomini (owner at the time of the castle of Triana an  …see more

from £382 / night

£2119 - £2831 / week

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from £382 / night

45

Province of Pistoia / Quarrata

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £102 / night

£831 / week

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from £102 / night

(1) Excellent 

24

Holiday villa in Tuscany

Province of Florence / Pari

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Villa Petriolo is a farmhouse carefully restored with great attention for the details and maintaining as much as possible the original characteristics of the building with tuscan cotto floors and wooden beamed ceilings. It is located on the hills on the border between  …see more

from £102 / night

£712 - £1187 / week

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from £102 / night

15

Province of Florence / Borgo San Lorenzo

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £255 / night

£1780 - £3306 / week

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from £255 / night

17

Holiday apartment with shared pool in Montepulciano

Province of Siena / Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
holiday resort located in the middle of a vine yard, few minutes from Montepulciano. Excellent wine for tasting  …see more

from £56 / night

£348 - £683 / week

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from £56 / night

100

Holiday villa with swimming pool in Tuscany

Province of Florence / Montaione

9 17 Min stay varies

  • 9 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Luxury villa near San Gimignano set in a wonderful estate of vines and olive trees, and with a garden with a spectacular pool. It can accommodate up to 18 in 9 beautiful bedrooms.  …see more

from £462 / night

£3221 - £7839 / week

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from £462 / night

100

Holiday apartment accommodation

Peccioli / Ghizzano

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 48 km
  • Swimming pool
  • Child friendly
Eight wonderful apartments in Tuscany in Pisa Countryside, they all have a full kitchen, swimming pool, outside dining space and lovely authentic feel.  …see more

from £88 / night

£606 - £1259 / week

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from £88 / night

14

Tuscany holiday home rental

Province of Pisa / Calci

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
Casa Oleandro is a private detached house. It is characterized by the stunning views of “Val Graziosa” and the village of Calci. The house itself a newly renovated, surrounded by olive trees and a lots of outside area from which to admire the panorama. Tw  …see more

from £123 / night

£848 - £1992 / week

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from £123 / night

(2) Excellent 

24

Province of Grosseto / Cinigiano

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £56 / night

£382 - £678 / week

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from £56 / night

48

Fort letting in Tuscany with shared pool

Province of Siena / Montisi

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

from £106 / night

£727 - £807 / week

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from £106 / night

(25) Excellent 

32

Tuscany holiday villa rental

Province of Lucca / Bagni di Lucca

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 51 km
  • Swimming pool
  • Child friendly
Welcome to our recently renovated detached stone villa dating from around 1860. The holiday home provides the ideal getaway for families and groups looking to relax and explore northern Tuscany. We have two en suite double bedrooms with the floor below containing kitche  …see more

from £72 / night

£504 - £735 / week

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from £72 / night

(2) Excellent 

25

Holiday villa with swimming pool in Tuscany

Province of Siena / Montisi

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“An undiscovered treasure” A well appointed and comfortable villa facing south overlooking beautiful Tuscan countryside with the abbey S Anna Camprena in the distance. This abbey of the film English Patient fame. Montisi is a wonderful small village w  …see more

from £122 / night

£848 - £1039 / week

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from £122 / night

18

Holiday home with swimming pool in Tuscany

Marliana / Avaglio

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Completely restored single house, set amidst full nature, the property extends on 1 hectare, private swimming pool and magnificent views onto the surrounding hills. Perfect choice for those who love nature, peace and strolls, for families with children (everything locat  …see more

from £94 / night

£657 - £1009 / week

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from £94 / night

(15) Excellent 

22

Holiday apartment with shared pool in Tuscany

Province of Siena / Gaiole in Chianti

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Very comfortable home away from home” Casacorvo Minore is a very comfortable apartment well located in the heart of Chianti. It has great views from its veranda which fostered perfect starts for each day as we had breakfast sitting in the morning sun.  …see more

from £100 / night

£560 - £760 / week

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from £100 / night

24

Holiday villa with swimming pool in Tuscany

Montopoli in Val d'Arno / Marti

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
Large villa belonging to the wine estate Fattoria Varramista with extensive lands (400 hectares) charged with artistic, natural and beautiful landscapes is located in the ancient heart of Tuscany, near cities of art and culture such as Pisa (30 km), Florence ...  …see more

from £511 / night

£3573 - £5336 / week

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from £511 / night

100

Holiday apartment rental

Peccioli / Ghizzano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 48 km
  • Swimming pool
  • Child friendly
Eight wonderful apartments in Tuscany in Pisa Countryside, they all have a full kitchen, swimming pool, outside dining space and lovely authentic feel.  …see more

from £73 / night

£505 - £1111 / week

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from £73 / night

(1) Excellent 

28

Holiday villa rental

Province of Lucca / Villa Collemandina

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This villa lies at 500 meters from the village of Villa Collemandina in a beautiful hilly area of Tuscany (50 Kms northern of Lucca). It has been restored with elegant taste. The location on an altitude of approximately 550m, grants a not too warm climate in the summert  …see more

from £170 / night

£1017 - £1695 / week

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from £170 / night

31

Tuscany holiday villa let

Province of Siena / Asciano

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
This is a spectacular villa, immaculately furnished and presented in a wonderful part of Italy. The owners have imported furniture from around the world to create a unique setting for guests to enjoy their stay. Complete with private pool and beautiful gardens, it'  …see more

from £297 / night

£1653 - £3560 / week

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from £297 / 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 £270 / night

£1887 / week

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from £270 / night

(1) Very Good 

31

Holiday villa accommodation

Cortona / Mercatale di Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Located 800 meteres above sea level, overlooking the Val di Pierle, which is the most eastern area of the town of Cortona, in the tranquillity of the verdant Hills of Tuscany, IL CASALE DI CARMINA is an old mansion completely restored and furnished in a rustic style wit  …see more

from £128 / night

£1187 / week

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from £128 / night

(5) Excellent 

46

Holiday farmhouse rental

San Gimignano / Montauto

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
A typical stone barn immersed in the Tuscan countryside of San Gimignano. A large garden overlooks the hills and surrounding countryside. Up to 7 people in a both modern and rustic atmosphere.  …see more

from £206 / night

£1441 / week

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from £206 / 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 £73 / night

£500 - £594 / week

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from £73 / night

21

Holiday villa with swimming pool in Tuscany

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (3km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers  …see more

from £255 / night

£1272 - £2543 / week

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from £255 / night

(2) Excellent 

34

Holiday home in Tuscany

Camaiore / Nocchi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Relaxing birthday holiday” Lovely house with beautiful garden- made my stay memorable for sure. Had a relaxing time in a beautiful environment - I would recommend this rental house for everyone.  …see more

from £81 / night

£509 - £763 / week

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from £81 / night

21

Holiday villa with swimming pool in Tuscany

Province of Arezzo / Arezzo

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
<p class="x_MsoNormal">Lucignano holiday villa with pool to rent – Collina degli Ulivi is a charming 17th century stone farmhouse set in the verdant Tuscan countryside, known as Valdichiana.</p>  …see more

from £518 / night

£3625 - £4930 / week

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from £518 / night

100

Holiday apartment with shared pool in Tuscany

Province of Pisa / Riparbella

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
These 23 apartments meet every need and they accommodate from couples and small families to large groups. They are equipped with modern comforts and lovely furnishings; and they all boast their own kitchen, living area and outdoor space.  …see more

from £92 / night

£636 - £1212 / week

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from £92 / night

(1) Excellent 

27

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £84 / night

£551 / week

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from £84 / night