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

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Tuscany

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11,715 Holiday homes

Filters applied: Swimming pool

(1) Excellent 

24

Holiday villa accommodation

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 161 km
  • Swimming pool
  • Child friendly

from £419 / night

£2932 - £4656 / week

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from £419 / night

(8) Excellent 

24

Tuscany holiday cottage rental

Rapolano Terme / Serre di Rapolano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Fantastic holiday!” We want to thank you for a wonderful holiday in the cottage L'Olivo. It is a very neat, small but beautiful cottage, which leaves no wish unfulfilled. Even a beautiful private swimming pool. A wonderful garden with many stay option
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from £82 / night

£561 / week

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from £82 / night

(1) Excellent 

16

Holiday farmhouse with shared pool in Tuscany

Province of Florence / Greve in Chianti

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £112 / night

£647 - £1061 / week

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from £112 / night

(2) Very Good 

23

Holiday farmhouse with swimming pool in Tuscany

Province of Arezzo / Loro Ciuffenna

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £149 / night

£647 - £1423 / week

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from £149 / night

20

Holiday apartment with shared pool in Tuscany

Province of Pisa / Cevoli di Lari

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 38 km
  • Swimming pool
  • Child friendly

from £69 / night

£477 / week

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from £69 / night

(12) Excellent 

24

Tuscany holiday farmhouse rental

Province of Florence / Rignano sull'Arno

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“A wonderful ressourcing place” This is the most beautiful place we ever seen. Tank you Mauro for your hospitality. The house, the pool, the garden, and all the personnal attentions (excellent bio vegetables...)....everything was perfect! We Will come
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from £130 / night

£863 / week

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from £130 / night

(2) Excellent 

21

Tuscany holiday apartment rental

Province of Arezzo / Stia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £74 / night

£518 - £850 / week

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from £74 / night

(1) Excellent 

10

Tuscany holiday apartment rental

Province of Pisa / Peccioli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £108 / night

£682 - £992 / week

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from £108 / night

12

Holiday farmhouse letting

San Gimignano / Ulignano

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £129 / night

£900 - £1062 / week

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from £129 / night

(4) Average 

16

Holiday farmhouse with shared pool in Tuscany

Province of Florence / Castelfiorentino

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“Friendly tuscany” Very nice place in Tuscany. Very relaxing and friendly atmosphere. Nicely furnished and near to the shopping centre. Very good wine and oil produced by the owner that is at your disposal for every need, even a nice tour in his winer
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from £56 / night

£388 - £690 / week

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from £56 / night

(1) Excellent 

33

Tuscany holiday farmhouse rental

Greve in Chianti / Strada in Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £75 / night

£500 - £863 / week

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from £75 / night

100

Holiday villa with swimming pool in Moltacino

Province of Siena / Moltacino

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £272 / night

£1897 - £3621 / week

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from £272 / night

18

Tuscany holiday home rental

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £82 / night

£526 - £630 / week

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from £82 / night

(2) Excellent 

14

Holiday villa with shared pool in Tuscany

Province of Lucca / Bagni di Lucca

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £151 / night

£863 - £906 / week

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from £151 / night

(2) Very Good 

16

Holiday home in Rio Marina

Elba Island / Rio Marina

1 5 Min stay varies

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

from £74 / night

£518 - £1380 / week

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from £74 / night

(1) Very Good 

40

Holiday apartment with shared pool in Certaldo

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £52 / night

£673 - £733 / week

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from £52 / night

23

Holiday b&b with shared pool in Tuscany

Province of Massa Carrara / Podenzana

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly

from £61 / night

£423 / week

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from £61 / night

36

Holiday townhouse accommodation

Province of Pisa / Santa Luce

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £61 / night

£423 / week

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from £61 / night

46

Holiday castle rental

Province of Siena / Poggibonsi

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £518 / night

£3621 - £4949 / week

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from £518 / night

(14) Very Good 

22

Holiday apartment with swimming pool in San Silvestro

Barberino Val d'Elsa / San Silvestro

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Agriturismo San Silvestro -- a gorgeous place in the heart of the Chianti Classico area” We spent a unforgettable week at Agriturismo San Silvestro (Mona Lisa apartment) by end of May 2014. We appreciated the uncomplicated way of the caring owners - a
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from £87 / night

£561 - £992 / week

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from £87 / night

(6) Excellent 

32

Holiday home with swimming pool in Tuscany

Province of Siena / Radicondoli

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“Fabulous house in glorious location” Lovely welcome from Elsa - an fantastic traditional meal mid week. The house was beautiful and spacious with everything you could need. Children - 8, 10, 12, 13 loved house and garden - especially the tortoise!
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from £99 / night

£690 - £1078 / week

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from £99 / night

(32) Excellent 

24

Tuscany holiday apartment accommodation

Province of Siena / Gaiole in Chianti

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • 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 £85 / night

£595 - £665 / week

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from £85 / night

7

Holiday home with shared pool in Rio Nell'Elba

Elba Island / Rio Nell'Elba

1 6 7 nights min

  • 1 bedroom
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £69 / night

£302 - £863 / week

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from £69 / 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
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from £104 / night

£561 - £733 / week

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from £104 / night

81

Holiday villa rental

Province of Florence / Pontassieve

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £76 / night

£449 - £630 / week

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from £76 / night

(1) Excellent 

30

Holiday villa rental

Province of Arezzo / Monte San Savino

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £345 / night

£1294 - £3018 / week

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from £345 / night

(4) Excellent 

20

Holiday villa with swimming pool in Tuscany

Province of Arezzo / Portole

6 16 7 nights min

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £739 / night

£5173 - £6897 / week

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from £739 / night

11

Apartment letting in Tuscany with shared pool

Province of Siena / Colle di Val d'Elsa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £104 / night

£604 - £949 / week

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from £104 / night

(7) Excellent 

18

Scarperia e San Piero holiday b&b rental

Province of Florence / Scarperia e San Piero

1 4 Min stay varies

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

from £78 / night

£345 - £526 / week

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from £78 / night

(2) Very Good 

24

Tuscany holiday villa rental

Province of Arezzo / Poppi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Amazing place” We have just came back from holiday in Villa Casentino and would recommend this place for everyone. The place is close to many places of interests although car is necesserity. The place is great for nature lovers. The owners were very
…see more

from £134 / night

£845 - £1449 / week

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from £134 / night

(6) Excellent 

29

Holiday home with swimming pool in Tuscany

Bagni di Lucca / Guzzano-Pieve di Controne

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Perfect escapism within in a spotless and loved bolt hole in the Tuscan Hills” Following an extremely busy time at work and wiped out by the relentless task of chasing our young twins we were looking for a break, somewhere we could get lost in our boo
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from £158 / night

£1100 - £1650 / week

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from £158 / night

(37) Excellent 

35

Holiday farmhouse with indoor pool, golf nearby in Tuscany

Province of Arezzo / Poppi

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £44 / night

£302 / week

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from £44 / night

(17) Excellent 

20

Lucca holiday villa rental

Province of Lucca / Lucca

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • 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 £258 / night

£1800 - £2750 / week

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from £258 / night

(12) Excellent 

30

Bibbiena holiday villa rental

Province of Arezzo / Bibbiena

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £242 / night

£1294 - £3363 / week

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from £242 / night

(3) Excellent 

33

Holiday farmhouse with shared pool, golf nearby in Tuscany

Greve in Chianti / Strada in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £74 / night

£488 - £729 / week

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from £74 / night

(3) Excellent 

31

Holiday farmhouse with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Beautiful apartment in glorious country setting in easy reach of Florence, Sienna and other picturesque Tuscan towns” Our host, Grazia, was spot on, really lovely. We were able to communicate in a hilarious mixture of English and Italian. She was fri
…see more

from £65 / night

£453 / week

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from £65 / night

(8) Excellent 

24

Sarteano holiday farmhouse rental

Province of Siena / Sarteano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic Villa and location shame about the weather” The villa was fantastic with extremely hospitable hosts. Grandma provided us with her fantastic home made cake and olive oil. Grandad provided us with home grown beans and lettuce. The Villa is sit
…see more

from £95 / night

£604 - £949 / week

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from £95 / night

7

Holiday home with shared pool in Tuscany

Province of Pistoia / Pescia

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly

from £56 / night

£389 / week

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from £56 / night

25

Holiday cottage with shared pool in Tuscany

Province of Lucca / Fabbriche di Vallico

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Suitable for children age 5+

from £65 / night

£259 - £414 / week

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from £65 / night

(3) Very Good 

46

Home letting in Tuscany with shared pool

Camaiore / Nocchi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A fantastic setting” We had a lovely stay in the L'Olivo. The house was in private/quiet surroundings with all we needed. A great pool and poolarea - with light in the evening for the night swimming. Great hosts who did everthing to make us feel wel
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from £95 / night

£604 - £863 / week

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from £95 / night

1