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

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Tuscany

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11,678 Holiday homes

Filters applied: Swimming pool

(15) Excellent 

25

Holiday villa with swimming pool in Tuscany

Province of Florence / San Casciano in Val di Pesa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 84 km
  • Swimming pool
“Perfect place to stay” Everything was perfect - location, house, view and pool. House is exactly same like on pictures. Very nice garden with lot of places to take sunbed. Cozy terrace for dinner. Perfect pool for children - only 1,2 meters deep. Vill
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from £247 / night

£949 - £1725 / week

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from £247 / 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
“A magnificent holiday retreat” The description of this villa was absolutely spot-on and lived up to our expectations entirely. The property is magnificent and there is everything you need for a fabulous holiday in a beautiful part of Italy. We visited
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from £350 / night

£2000 - £3600 / week

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from £350 / night

29

Holiday apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £56 / night

£388 - £1983 / week

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from £56 / night

(24) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“Perfect view” Very nice Location on the top of a small hill. Very friendly and responsive Family. Fantastic house for two families. We were 4 adults and 4 children. We only used 4 of the 5 bedrooms. Many different outside Areas suitable for all tim
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from £173 / night

£1035 - £2414 / week

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from £173 / night

(12) Excellent 

69

Holiday villa with swimming pool, tennis court in Tuscany

Province of Siena / Gaiole in Chianti

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“A hidden gem.” We stayed at Villa LisiDor at the end of May with family. We made the trip to Tuscany by train to Florence from the UK and hired a car from there. We arrived during an unseasonably chilly spell and in torrential rain after a very l
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from £385 / night

£2690 - £4397 / week

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from £385 / night

12

Holiday home with shared pool in Tuscany

Province of Pistoia / Pescia

2 6 2 nights min

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

from £74 / night

£513 / week

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from £74 / night

(3) Excellent 

28

Hotel apartment rental in Tuscany with shared pool

Province of Florence / Montespertoli

2 10 2 nights min

  • 2 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Absolutely gorgeous area, awesome apartment!” We stayed in the 5 bedroom apartment at the beginning of April 2015, the apartment had just been updated, all bathrooms brand new, the mattresses are extremely comfortable and the kitchen had everything we
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from £164 / night

£1113 - £2048 / week

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from £164 / night

(15) Very Good 

23

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

from £56 / night

£388 - £1983 / week

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from £56 / 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
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from £130 / night

£863 - £1983 / week

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from £130 / night

(16) 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
“Magnificent Fully Equip Villa” Owners couldn't do enough for us. The views are breathtaking with a wonderful friendly restaurant just walking distance from villa. Pool is a added bonus, especially exploring the city all day. Great location, beautiful
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from £121 / night

£863 - £1294 / week

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from £121 / night

(1) Very Good 

18

B&b letting in Tuscany with shared pool

Province of Siena / Montepulciano

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“nice place, nice people” Living for a bit in an old fashioned atmosphere. It is a confortable and friendly place to stay with your family , friends or alone both relaxing in a wonderful Tuscany landscape and travelling around to explore Reinassance
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from £35 / night

£242 / week

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from £35 / 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.
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from £100 / night

£560 - £760 / week

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from £100 / night

100

Villa rental in Tuscany with swimming pool

Province of Arezzo / Talla

6 13 1 night min

  • 6 bedrooms
  • Sleeps 13
  • 1 night min
  • Swimming pool
  • Child friendly

from £259 / night

£1811 - £2888 / week

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from £259 / night

(7) Excellent 

23

Holiday guest house with shared pool in Vergemoli

Vergemoli / Calomini

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“Paradise - well worth the hair-raising drive up the mountain!” We wondered why David insisted on meeting us in the nearest town and then we drove up the mountain - I knew it was remote but was not expecting it to be quite so high up. But once we sett
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from £57 / night

£345 - £845 / week

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from £57 / night

(8) Excellent 

46

Anghiari holiday villa rental

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“My family and I don't generally go back to places, but this was our second stay at Villa Seccarille and yes, it's a wow.” My family and my parents stayed at Villa Secarille ten years ago and we all finally managed to get back there in August '16. It
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from £358 / night

£2500 - £6000 / week

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from £358 / 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

from £78 / night

£453 - £1207 / week

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from £78 / 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

from £345 / night

£2414 - £4311 / week

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from £345 / night

(65) Excellent 

52

Holiday villa letting

Province of Siena / Sinalunga

12 26 Min stay varies

  • 12 bedrooms
  • Sleeps 26
  • Min stay varies
  • Nearest beach 170 km
  • Swimming pool
  • Child friendly

from £518 / night

£3621 - £7759 / week

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from £518 / night

(4) Excellent 

67

Holiday farmhouse in Montaione

Province of Florence / Montaione

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £104 / night

£725 - £1897 / week

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from £104 / night

(5) Excellent 

56

Tuscany holiday villa rental

Lucca / Nozzano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly

from £111 / night

£776 - £1763 / week

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from £111 / night

(34) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly

from £259 / night

£1682 - £2544 / week

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from £259 / night

(5) Excellent 

69

Holiday home in Tuscany

Greve in Chianti / Lucolena

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £244 / night

£1707 - £2638 / week

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from £244 / 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
“Great place” We had a lovely time in the villa. The hosts were very helpful and the place is beautiful. Strongly recommended.
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from £302 / night

£1552 - £2673 / week

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from £302 / night

(3) Excellent 

28

Holiday apartment with shared pool in Tuscany

Province of Siena / San Gimignano

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £36 / night

£250 - £854 / week

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from £36 / night

22

Holiday farmhouse with shared pool in Tuscany

Siena / Isola d'Arbia

2 6 Min stay varies

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

from £93 / night

£405 - £1105 / week

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from £93 / night

(2) Very Good 

30

Castelnuovo di Garfagnana holiday villa rental

Province of Lucca / Castelnuovo di Garfagnana

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £173 / night

£1121 - £2052 / week

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from £173 / night

26

Holiday villa accommodation

Province of Florence / San Casciano in Val di Pesa

11 26 Min stay varies

  • 11 bedrooms
  • Sleeps 26
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £992 / night

£6811 - £10130 / week

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from £992 / 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

from £169 / night

£1182 - £2035 / week

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from £169 / night

(13) Excellent 

23

Holiday apartment with shared pool in Tuscany

Province of Siena / Gaiole in Chianti

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect and plaisant location to explore Tuscany” We were 4 people staying in this very nice apartment : comfortable, clean, modern, well equipped. We loved the location. I never heard of Gaiole before, but it was a nice discovery. Quiet village, but
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from £175 / night

£1100 - £1600 / week

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from £175 / night

(7) Excellent 

35

San Gimignano holiday farmhouse rental

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £87 / night

£544 - £906 / week

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from £87 / night

(1) Excellent 

22

Home rental in Tuscany with swimming pool

Province of Arezzo / Anghiari

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £148 / night

£1035 - £1983 / week

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from £148 / night

25

Holiday apartment with shared pool in Tuscany

Province of Florence / Montespertoli

2 4 Min stay varies

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

from £104 / night

£354 - £651 / week

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from £104 / night

9

Holiday condo with shared pool in Calambrone

Pisa / Calambrone

1 5 Min stay varies

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

from £44 / night

£173 - £690 / week

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from £44 / night

(4) Very Good 

13

Holiday hotel apartment in Nisportino

Rio Nell'Elba / Nisportino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £62 / night

£345 - £845 / week

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from £62 / night

(12) Excellent 

21

Tuscany holiday cottage rental

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Really worth staying!” My partner and I spent a glorious week this spring at agriturismo Il Salarco surrounded by vineyards and idyllic rolling countryside. The owner, an English lady called Laura, made us both feel really welcome, was fabulously know
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from £69 / night

£380 - £1776 / week

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from £69 / night

(4) Very Good 

17

Rosignano Solvay holiday condo rental

Province of Livorno / Rosignano Solvay

2 6 Min stay varies

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

from £57 / night

£388 - £483 / week

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from £57 / night

(4) Excellent 

36

Holiday villa with swimming pool in Tuscany

Province of Pistoia / Castelvecchio

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Wonderful holiday home in beautiful surroundings!” I stayed in this gorgeous house in October for a long weekend and loved every minute. The house is extremely well equipped and very beautifully renovated. The views from the house are incredible and t
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from £141 / night

£858 - £2141 / week

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from £141 / night

24

Holiday farmhouse with shared pool in Tuscany

Province of Grosseto / Montemassi

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool

from £60 / night

£417 / week

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from £60 / night

(5) Excellent 

24

Holiday farmhouse in Sorano

Province of Grosseto / Sorano

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“A very relaxing location” Excellent accommodation. Lots to do in the immediate area. The family enjoyed the stay very much. If you are travelling from Rome plan your route carefully.
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from £104 / night

£518 - £1371 / week

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from £104 / night

(11) Very Good 

32

Holiday farmhouse with shared pool in San Gimignano

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Excellent value Tuscan villa in a lovely setting” We stayed in the Agrifolo apartment at Le Fontanelle in May 2015. I was visited with my partner and my parents as we treated them to a Tuscan trip to start the summer. The villa was lovely - simple
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from £61 / night

£457 - £815 / week

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from £61 / night

1