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

Close

View larger map

Also consider

Europe Holidays
419832 properties
Italy Holidays
99762 properties
Tuscany Holidays
22890 properties
Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Province of Florence
7,181 properties
Province of Siena
4,121 properties
Province of Arezzo
2,876 properties
Province of Lucca
2,766 properties
Province of Pisa
1,776 properties
Province of Grosseto
1,665 properties
Province of Livorno
1,288 properties
Province of Pistoia
622 properties
Province of Massa Carrara
427 properties
Province of Prato
85 properties
Villas Maremma
7 properties

Tuscany

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

11,201 Holiday homes

Filters applied: Swimming pool

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

49

Province of Massa Carrara / San Carlo Terme

14 25 Min stay varies

  • 14 bedrooms
  • Sleeps 25
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool

from £105 / night

£731 - £1000 / week

Book View

from £105 / night

(1) Excellent 

45

Province of Siena / Montalcino

3 8 Min stay varies

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

from £227 / night

£1583 / week

Book View

from £227 / night

(5) Excellent 

27

Holiday villa with swimming pool in Tuscany

Florence / Central Florence

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 98 km
  • Swimming pool
  • Child friendly
“The perfect home for your Tuscan experience” Our family very much enjoyed this lovely villa. The home is exactly as described and photographed, and the setting is very picturesque. The rooms are large and beautifully appointed. We enjoyed quality fam  …see more

from £427 / night

£3500 - £4783 / week

Book View

from £427 / night

Featured properties

(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 £131 / night

£870 - £2000 / week

Book View

from £131 / 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
“Stunning accommodation in a fabulous location” Amazing apartment with everything you could need for a reaching haven after a busy day of sight seeing. The views are like paintings and the gardens are beautiful. Mary- Ann is a fabulous host, we had an  …see more

from £194 / night

£1049 - £1533 / week

Book View

from £194 / night

(14) 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  …see more

from £261 / night

£957 - £1914 / week

Book View

from £261 / night

(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
“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  …see more

from £150 / night

£1044 - £2435 / week

Book View

from £150 / 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 £79 / night

£457 - £1218 / week

Book View

from £79 / night

(5) Excellent 

67

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 £200 / night

£1392 - £2609 / week

Book View

from £200 / night

(2) Very Good 

42

Holiday farmhouse with shared pool in Tuscany

Province of Pistoia / Uzzano

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

from £44 / night

£261 - £331 / week

Book View

from £44 / night

24

Holiday villa with swimming pool in Tuscany

Province of Lucca / Villa Collemandina

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 56 km
  • Swimming pool
  • Child friendly

from £161 / night

£1127 - £1687 / week

Enquire View

from £161 / night

24

Holiday villa with swimming pool in Tuscany

Province of Pistoia / Pontepetri

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £219 / night

£1528 - £3890 / week

Enquire View

from £219 / 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

from £205 / night

£1435 - £2566 / week

Book View

from £205 / night

(5) Very Good 

50

Tuscany holiday home rental

Lucca / Piana di Lucca

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 19 km
  • Swimming pool
  • Child friendly

from £42 / night

£227 - £609 / week

Book View

from £42 / night

(8) Excellent 

31

Province of Siena / Siena

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

from £105 / night

£731 / week

Book View

from £105 / night

34

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

from £37 / night

£253 - £435 / week

Book View

from £37 / 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

from £74 / night

£518 / week

Book View

from £74 / night

19

Elba Island / Rio Nell'Elba

1 5 Min stay varies

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

from £57 / night

£396 / week

Book View

from £57 / 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

£366 / week

Book View

from £53 / 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  …see more

from £122 / night

£870 - £1305 / week

Book View

from £122 / night

(2) Excellent 

21

Holiday farmhouse with swimming pool in Tuscany

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“Stunning views, lovely house, helpful owner.” Cortona is a very picturesque medieval town and this villa is a longish walk from the town itself up a very windy road. The house is only a few years old but built in the style of the old houses. It has la  …see more

from £150 / night

£1044 - £1696 / week

Enquire View

from £150 / night

(3) Excellent 

51

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 £87 / night

£609 - £1914 / week

Book View

from £87 / night

(16) Excellent 

28

Home accommodation in Tuscany with swimming pool

Province of Lucca / Gugliano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly
“Peace and Tranquility......” Our holiday in Casa a Corte was delightful. The villa is in a great location up in the mountains about 45 mins from Pisa airport. The villa has three floors and was beautifully clean and well presented with lovely clean c  …see more

from £199 / night

£1392 - £3174 / week

Book View

from £199 / night

48

Holiday home in Barga

Province of Lucca / Barga

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Private garden

from £120 / night

£850 - £1550 / week

Book View

from £120 / night

9

Rio Nell'Elba / Nisportino

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £53 / night

£261 - £1000 / week

Book View

from £53 / night

(6) Very Good 

58

Tuscany holiday apartment rental

Greve in Chianti / Panzano in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £79 / night

£653 / week

Book View

from £79 / night

(11) 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  …see more

from £70 / night

£383 - £1792 / week

Enquire View

from £70 / night

(8) Very Good 

14

Apartment rental in Tuscany

Province of Siena / Siena

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Car not necessary

from £114 / night

£974 / week

Book View

from £114 / night

(7) Excellent 

29

Province of Pisa / Montopoli in Val d'Arno

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

from £96 / night

£653 / week

Book View

from £96 / night

24

Villamagna holiday villa rental

Volterra / Villamagna

8 24 7 nights min

  • 8 bedrooms
  • Sleeps 24
  • 7 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

from £358 / night

£2503 - £5523 / week

Enquire View

from £358 / 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  …see more

from £350 / night

£2000 - £3600 / week

Book View

from £350 / night

22

Tuscany holiday apartment let

Province of Arezzo / Castiglion Fibocchi

3 6 7 nights min

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

from £74 / night

£514 - £887 / week

Book View

from £74 / 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 £37 / night

£253 - £861 / week

Book View

from £37 / 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

Book View

from £60 / night

(4) Excellent 

19

Holiday farmhouse with swimming pool in Tuscany

Province of Siena / San Casciano dei Bagni

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Farm estate living in Tuscany is pretty special, truly a unforgettable place to stay with fantastic owners” Great place to stay to truly get away and enjoy the relaxing Tuscany life. The chef at home was fantastic and the local shopping 5-10 minutes a  …see more

from £209 / night

£783 - £2192 / week

Book View

from £209 / 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

from £108 / night

£746 - £828 / week

Book View

from £108 / night

(13) Excellent 

17

Holiday apartment rental

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Lovely accomodation, clean, modern and well looked after with a large pool” Had a lovely time at Vepri. Really enjoyed the lovely large pool. The accommodation was modern, spacious and very well looked after. Vepri is a small complex of apartments  …see more

from £69 / night

£479 / week

Book View

from £69 / night

(3) Excellent 

28

Pistoia / Historic Centre

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

from £79 / night

£435 - £479 / week

Book View

from £79 / night

(5) Excellent 

13

Villa rental in Tuscany with swimming pool

Fosciandora / Ceserana

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets
“Fabulous cozy villa with amazing views!” We visited with our 3 children, 15, 14 and 10 and had a fantastic time, The villa is lovely and very well equipped. I can't imagine there's a swimming pool with better views anywhere in the world! Florence, Pis  …see more

from £135 / night

£945 - £1395 / week

Enquire View

from £135 / 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

Book View

from £229 / night

1