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

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Tuscany

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12,523 Holiday homes

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

(24) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Warm welcome, fabulous villa, idyllic setting.” Fantastic welcome from the family. Clean, spacious and full of character. Surrounded by woodland but also great views. On white road about 5km uphill from Poppi, roads a little narrow at times. Pool on  …see more

from £151 / night

£1053 - £2457 / week

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from £151 / night

(22) Excellent 

19

Tuscany holiday farmhouse rental

Lucca / Piana di Lucca

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 28 km
  • Swimming pool
“Great villa for the whole family” We visited Casa Boccina for the second time in June. It is such a great villa to take all the family on holiday. There are plenty of recreational facilities provided to keep eveyone occupied. Our Grandchildren enjoyed  …see more

from £350 / night

£2000 - £3600 / week

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from £350 / night

(16) Excellent 

22

Tuscany holiday cottage rental

Province of Siena / Casole d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
“Everything we wanted: excellent villa with lovely pool, beautiful countryside views and welcoming owners.” La Casa Dei Nonni was above and beyond our expectations. The location within the Tuscan hillside village of Monteguidi was easy to find from the  …see more

from £132 / night

£790 - £1185 / week

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from £132 / night

Featured properties

(14) Excellent 

24

Holiday apartment in Volterra

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
“Beautiful apartment in a stunning part of the world” We had an absolutely brilliant stay here. The holiday began with being picked up by Jill, there was a little bit of confusion with which apartment we were staying at but it was all in good spirits a  …see more

from £75 / night

£520 - £980 / week

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from £75 / night

(46) Excellent 

25

Holiday home with shared pool in Tuscany

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“So good we came back in 2013 - Terrific Villa, Pool, Views & Airconditioning” A lovely traditional style Villa, extremely well appointed with the luxury of Airconditioned bedrooms - which meant a comfortable nights sleep for all. With two young childr  …see more

from £90 / night

£625 - £900 / week

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from £90 / 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 £76 / night

£527 - £1321 / week

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from £76 / night

(3) Excellent 

22

Province of Lucca / Lammari

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £193 / night

£878 - £1492 / week

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from £193 / night

(42) Excellent 

19

Holiday apartment with shared pool in Tuscany

Province of Siena / San Gimignano

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
“A wonderful holiday home” Stayed at Azzurra in June and had the most wonderful holiday. We were a group of 3 couples, the home was spotlessly clean, very well furnished and the views, well.. they are just amazing, better than the photos show!! The o  …see more

from £200 / night

£1084 - £1584 / week

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from £200 / night

(26) Excellent 

20

Holiday farmhouse in Tuscany

Manciano / Saturnia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“The house made ​​us cry when we got there” We had the perfect stay at this house. We were 9 friends from sweden and one infant. The pool area was perfect, the house was fantastic and the views were stunning! The hosts also gave us an experience of  …see more

from £308 / night

£1579 - £2720 / week

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from £308 / 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 £126 / night

£878 - £1075 / week

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from £126 / night

(3) Average 

26

Elba Island / Rio Nell'Elba

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £53 / night

£308 - £676 / week

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from £53 / 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
“Charming accommodations and beautiful surroundings!” My husband and I stayed for four nights in this wonderful and clean apartment in the heart of Chianti. Phil was extremely responsive and helpful throughout the booking process and our stay even goin  …see more

from £100 / night

£560 - £760 / week

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from £100 / night

(8) Excellent 

16

Holiday villa in Tuscany

Province of Massa Carrara / Fivizzano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 46 km
  • Swimming pool
  • Child friendly
“An AMAZING home away from home!” I've travelled to Villa Rosa on several occasions experiencing the unique environment in spring, summer and winter. It's a large, spacious and beautifully appointed house that is ideal for families and groups of frien  …see more

from £229 / night

£1600 - £2300 / week

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from £229 / 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 £658 / night

£5439 - £8772 / week

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from £658 / night

(1) Excellent 

27

Tuscany holiday barn rental

Province of Lucca / Castiglione di Garfagnana

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Beautifully located detached refurbished barn, set in gorgeous grounds, with stunning views, and a brand new shared pool.  …see more

from £62 / night

£338 - £544 / week

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from £62 / night

22

Siena / Isola d'Arbia

2 6 Min stay varies

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

 …see more

from £94 / night

£412 - £1124 / week

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from £94 / night

(39) Excellent 

24

Farmhouse rental in Gavorrano with swimming pool, golf nearby

Province of Grosseto / Gavorrano

3 33 1 night min

  • 3 bedrooms
  • Sleeps 33
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Home away from home” We stayed at the property for the second time and we've been welcomed like good friends. The apartments are located within a very peaceful woody area. We could hear all kinds of birds day and night. The new fitness area has been  …see more

from £50 / night

£350 - £879 / week

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from £50 / night

(15) Very Good 

26

Holiday apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Ottimo per famiglie con bambini, spazi con mini club, piscina per adulti e bambini  …see more

from £57 / night

£395 - £2018 / week

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from £57 / night

(5) Excellent 

21

Holiday villa with swimming pool in Tuscany

San Gimignano / Casaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
“An awesome villa in the Tuscan hills” A wonderfully restored church with plenty of character. Privacy with trees and hedges. Fab and accessible pool. Well equipped kitchen. An amazing welcome pack. We cycled from here to San Gimignano and to Monterigg  …see more

from £132 / night

£878 - £2018 / week

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from £132 / night

16

Tuscany holiday villa accommodation

Province of Arezzo / Cortona

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely small villa is located at 400 m from the charming town of Cortona It is situated in a wonderful panoramic position, surrounded by the typical Tuscan countryside and olive groves, in a perfect location for a lovely and relaxing holiday, yet with the advanta  …see more

from £101 / night

£702 - £1053 / week

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from £101 / night

(15) Excellent 

31

Holiday villa with swimming pool in Tuscany

Province of Lucca / Bagni di Lucca

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 68 km
  • Swimming pool
  • Child friendly
“Amazing villa in a fantastic location.” The villa was incredible. The terrace and the pool meant that we were able to eat all meals outside with a view to die for. The furnishings were excellent and the villa is extremely well stocked. The extra touch  …see more

from £123 / night

£878 - £1316 / week

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from £123 / night

24

Tuscany holiday villa rental

Province of Siena / Monteriggioni

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
<span class="x_style25">Villa near Monteriggioni : Located in the heart of Tuscany, to the south of Florence, Villa Gianni is an attractive, small property, recently renovated and well furnished throughout. There are classic Tuscan views of vineyards and  …see more

from £219 / night

£1530 - £2410 / week

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from £219 / night

(9) Very Good 

41

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“Comfortable base in the heart of Tuscany” Poggio Saragio is located on a quiet lane among vineyards and orchards, with beautiful views across rolling hills in central Tuscany - sitting on the back terrace taking in the amazing views and colours and l  …see more

from £100 / night

£500 - £895 / week

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from £100 / night

(1) Excellent 

47

Campiglia Marittima holiday hotel apartment rental

Province of Livorno / Campiglia Marittima

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
A lovely ancient village for experience the real tuscany, in the country but just 10 minutes away from the best beaches of Tuscany where the water is clean and great as beaches are just in front of Elba island.  …see more

from £27 / night

£351 - £711 / week

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from £27 / night

(1) Excellent 

24

Holiday barn in Castiglione di Garfagnana

Province of Lucca / Castiglione di Garfagnana

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Fabulous views, wonderful people, brilliant pool” Owners are really friendly and helpful - greeted us on arrival. Pool has beautiful views across to Carrarra mountains and is kept immaculately clean with daily routines. Property in excellent conditi  …see more

from £49 / night

£290 - £465 / week

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from £49 / night

(3) Excellent 

21

Guest house rental in Tuscany with shared pool

Vergemoli / Calomini

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“Peaceful mountain hideaway” Le Capanne exceeded our expectations. This lovely mountain retreat was very comfortable and nice and quiet. We hiked directly from the lodging to a couple of nearby villages, through forests of chestnut trees and across run  …see more

from £88 / night

£615 / week

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from £88 / night

(54) Excellent 

32

Tuscany holiday villa rental

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Luxury villa located in the heart of Tuscany with wellness centre, large private park, heated swimming pool and fully stocked wine cellar<br />5 suite and 1 standard bedroom, it can give hospitality up to 12+4 persons. Wi-Fi internet connection.  …see more

from £314 / night

£2193 - £3948 / week

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from £314 / 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

(3) Very Good 

24

Holiday apartment with shared pool in Tuscany

Province of Arezzo / Chiusi della Verna

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
wonderful surroundings, inmidst nature, pool, calm, great garden/lawn, perfect place to spend your holidays with a mixture of relax and cultural tripideal for families or group of friendshiking, mountainbiking, relax, silence, nature, sightseeing, cultural events  …see more

from £50 / night

£325 - £483 / week

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from £50 / night

24

Castiglione di Garfagnana holiday studio rental

Province of Lucca / Castiglione di Garfagnana

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Beautifully located and newly refurbished studio style property, one of two apartments situated in a traditional stone cottage.Amazing views, stunning location, shared good sized pool and WIFI!  …see more

from £49 / night

£272 - £426 / week

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from £49 / night

(1) Excellent 

17

Holiday villa with swimming pool in Tuscany

Borgo a Mozzano / Gioviano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
A superbly presented modern Villa set in extensive grounds with private, infinity style, swimming pool. The Villa is situated in half an acre of well-maintained gardens surrounded by woodlands but is only a short walk from the village of Valfegana with its Bar/Restauran  …see more

from £193 / night

£1316 / week

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from £193 / night

(34) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £207 / night

£1448 - £2588 / week

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from £207 / night

24

Holiday apartment with swimming pool in Montefiridolfi

San Casciano in Val di Pesa / Montefiridolfi

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
In the heart of Chianti, halfway between Florence and Siena The farmhouse I Greppi Di Silli located 300 mt above sea level. rises and looks out over a green valley, surrounded on all sides by cultivated hills covered in olive groves and vineyards. Alongsi...  …see more

from £201 / night

£1404 - £1554 / week

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from £201 / night

(16) Very Good 

51

Holiday caravan/mobile home with shared pool in Tuscany

San Vincenzo / Park Albatros Camping Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Camping Park Albatros, San Vincenzo, Tuscany. Large Mobile Home (44 m²), 3 Bedrooms, Decking and Aircon. Excellent Child Friendly Pool Complex and Beach. Great affordable prices, Available from May to September. Book Now!  …see more

from £42 / night

£385 - £1197 / week

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from £42 / night

(32) Excellent 

24

Tuscany holiday apartment accommodation

Province of Siena / Gaiole in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
“A Little Corner of Heaven” This was our fourth visit to Gaiole in Chianti and our third stay in this apartment. The apartment is modern, well furnished and equipped and spotlessly clean. The garden is beautiful and a real bonus. It is a wonderful  …see more

from £60 / night

£420 - £665 / week

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from £60 / night

(1) Very Good 

14

Province of Lucca / Colognora

1 4 Min stay varies

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

 …see more

from £36 / night

£222 - £277 / week

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from £36 / night

27

Province of Pisa / Montescudaio

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

 …see more

from £44 / night

£246 - £553 / week

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from £44 / night

(10) Very Good 

38

Holiday apartment with shared pool in Tuscany

Lucca / Ponte a Moriano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
A very relaxing holiday in Tuscany, in a confortable house. Walking , bike, swimming and visit of Lucca are the activity you can spend your time  …see more

from £62 / night

£351 - £579 / week

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from £62 / night

32

Province of Arezzo / Loro Ciuffenna

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

 …see more

from £37 / night

£255 - £439 / week

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from £37 / night

(5) Excellent 

32

Villa rental in Tuscany

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
“Lovely villa ,well positioned for Lucca ,Pisa & Florence” It is a lovely large villa with a great pool in a village within walking distance to restaurants,a train station to Lucca ,Pisa Florence Etc.The host was really knowledgeable helpful nothing wa  …see more

from £138 / night

£965 - £1711 / week

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from £138 / night