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

Close

View larger map

Also consider

Europe Holidays
450336 properties
Italy Holidays
103454 properties
Tuscany Holidays
23703 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
7,091 properties
Province of Siena
4,068 properties
Province of Arezzo
3,079 properties
Province of Lucca
2,978 properties
Province of Pisa
1,963 properties
Province of Grosseto
1,823 properties
Province of Livorno
1,366 properties
Province of Pistoia
685 properties
Province of Massa Carrara
468 properties
Province of Prato
96 properties
Villas Maremma
8 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

12,176 Holiday homes

Filters applied: Swimming pool

18

Montaione holiday villa rental

Province of Florence / Montaione

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £540 / night

£3780 - £4630 / week

Enquire View

from £540 / night

65

Holiday guest house with shared pool in Tuscany

Province of Florence / Greve in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool

from £66 / night

£461 / week

Book View

from £66 / night

(2) Excellent 

14

Apartment rental in Tuscany with swimming pool, golf nearby

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

from £70 / night

£483 - £527 / week

Book View

Responds fast!
avg. 3 hours 46 minutes

from £70 / night

24

Holiday farmhouse with shared pool in Tuscany

Province of Grosseto / Capalbio

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £270 / night

£1886 - £2544 / week

Enquire View

from £270 / night

(9) Excellent 

57

Holiday lodge in Pienza

Province of Siena / Pienza

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £224 / night

£1566 - £2856 / week

Book View

Responds fast!
avg. 2 hours 59 minutes

from £224 / night

(4) Excellent 

18

Apartment rental in Tuscany with shared pool

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
“Heaven on Earth” This Villa Apartment was absolutely awesome! The own was the most kind and gentle man you could ever meet! The apartment was huge and way more than we expected. The furnishings were beautiful and all the rooms were very large. Absolut
…see more

from £79 / night

£527 - £965 / week

Book View

from £79 / night

(8) Excellent 

24

Tuscany holiday apartment let

Province of Grosseto / Scarlino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £66 / night

£404 - £632 / week

Book View

from £66 / night

18

Holiday apartment in Tuscany

Province of Siena / Colle di Val d'Elsa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly

from £69 / night

£480 - £641 / week

Book View

from £69 / night

(3) Excellent 

24

Tuscany holiday cottage rental

Province of Pisa / San Dalmazio

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £120 / night

£834 - £1711 / week

Enquire View

from £120 / 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 £351 / night

£1316 - £3071 / week

Book View

from £351 / night

(7) Excellent 

Certificate of Excellence

30

Holiday home with swimming pool in Tuscany

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Spectacular villa in idyllic setting.” Excellent, well-equipped villa in great location with breathtaking views. Structure matches the medieval look of Cortona, but interior has been updated with all the modern conveniences. Very relaxing, convenient
…see more

Certificate of Excellence

from £245 / night

£1645 - £2023 / week

Book View

from £245 / night

7

Holiday farmhouse letting

Province of Lucca / Castiglione di Garfagnana

3 8 Min stay varies

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

from £88 / night

£702 - £1343 / week

Book View

from £88 / night

21

Tuscany holiday villa accommodation

Montespertoli / Montagnana Val di Pesa

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly

from £428 / night

£2996 - £3500 / week

Enquire View

from £428 / 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

from £470 / night

£3290 - £3904 / week

Enquire View

from £470 / 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
…see more

from £58 / night

£351 - £860 / week

Book View

from £58 / 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 £77 / night

£508 - £878 / week

Book View

from £77 / night

24

Holiday farmhouse with shared pool in Tuscany

Lucca / Cappella

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £132 / night

£702 - £1360 / week

Book View

from £132 / night

(2) Excellent 

24

Holiday lodge in Tuscany

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £58 / night

£395 - £571 / week

Book View

Responds fast!
avg. 3 hours 44 minutes

from £58 / night

(16) Excellent 

24

Tuscany holiday apartment rental

Province of Florence / Barberino Val d'Elsa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“a hidden gem in the Tuscan hills…” Tenuta la Cipressetta is a large Italian villa in the hill village of Monsanto, just outside Poggibonsi. One side of the villa is subdivided into four sizeable apartments, all with fantastic views of the Tuscan coun
…see more

from £50 / night

£615 - £911 / week

Book View

from £50 / night

23

Holiday villa with swimming pool in Tuscany

Province of Siena / Monticiano

9 9 Min stay varies

  • 9 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

Pricing unknown

Enquire View

Pricing unknown

11

Holiday villa in Tuscany

Torrita di Siena / Montefollonico

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £53 / night

£369 / week

Book View

Responds fast!
avg. 3 hours 20 minutes

from £53 / night

(1) Excellent 

35

Holiday villa rental

Lucca / Piana di Lucca

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

from £264 / night

£9 - £3948 / week

Book View

from £264 / night

12

Holiday villa with shared pool in Barberino Val d'Elsa

Province of Florence / Barberino Val d'Elsa

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £170 / night

£1190 - £1830 / week

Enquire View

from £170 / night

25

Holiday apartment with shared pool in Tuscany

Province of Prato / Carmignano

2 6 Min stay varies

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

from £88 / night

£544 - £834 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from £88 / night

(7) Very Good 

49

Montisi holiday fort rental

Province of Siena / Montisi

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £109 / night

£752 - £836 / week

Book View

Responds fast!
avg. 2 hours 11 minutes

from £109 / night

24

Tuscany holiday apartment rental

Montopoli in Val d'Arno / Marti

1 7 Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies
  • Nearest beach 38 km
  • Swimming pool
  • Child friendly

from £88 / night

£527 - £821 / week

Book View

from £88 / night

16

Holiday villa rental

Province of Siena / Cetona

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Pet friendly
  • Private garden

from £270 / night

£1890 - £3780 / week

Enquire View

from £270 / night

(2) Excellent 

24

Holiday villa with swimming pool in Tuscany

Chiusdino / Montalcinello

8 18 7 nights min

  • 8 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

from £345 / night

£2413 - £3948 / week

Enquire View

from £345 / night

10

Tuscany holiday apartment rental

Cecina / Colle Mezzano

1 3 Min stay varies

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

from £44 / night

£308 / week

Book View

Responds fast!
avg. 2 hours 42 minutes

from £44 / night

(2) Excellent 

16

Holiday home letting

Province of Siena / Monteriggioni

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £88 / night

£571 - £1150 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £88 / 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 £66 / night

£461 / week

Book View

Responds fast!
avg. 1 hour 13 minutes

from £66 / night

(2) Very Good 

17

Castiglione di Garfagnana ski villa to rent.

Province of Lucca / Castiglione di Garfagnana

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Ski

from £179 / night

£1195 - £1695 / week

Book View

from £179 / night

22

Puntone holiday hotel apartment rental

Scarlino / Puntone

2 6 Min stay varies

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

from £44 / night

£308 - £1141 / week

Book View

from £44 / night

(1) Excellent 

20

Holiday home in Capannori

Province of Lucca / Capannori

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
“The true spirit of Tuscany lies here - a wonderful place to stay!” We had a truly amazing time at Giacomo's house in Capannori and feel really lucky to have found such a great place to stay at such short notice. We love a lot of space so the house su
…see more

from £71 / night

£439 - £1225 / week

Book View

Responds fast!
avg. 2 hours 18 minutes

from £71 / 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

from £270 / night

£1890 - £3280 / week

Enquire View

from £270 / night

(1) Very Good 

26

Holiday villa in Porto Ercole

Monte Argentario / Porto Ercole

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £483 / night

£3071 - £4299 / week

Book View

from £483 / night

24

Holiday villa with swimming pool in Tuscany

Province of Florence / Malmantile

8 18 7 nights min

  • 8 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £321 / night

£2244 - £4579 / week

Enquire View

from £321 / night

(11) Excellent 

62

Holiday townhouse with shared pool in Tuscany

Province of Florence / Tavarnelle Val di Pesa

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £79 / night

£483 - £575 / week

Book View

from £79 / night

(28) 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

from £72 / night

£504 - £749 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £72 / night

(16) Excellent 

Certificate of Excellence

16

Holiday farmhouse with swimming pool in Tuscany

Santa Luce / Orciano Pisano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Fantastic Family Holiday” We had a lovely family holiday with our two boys (aged 10 and 13) at Il Fontino. The house has everything you need and we all enjoyed the pool very much. Marcello and Franke were lovely, really helpful in providing advice o
…see more

Certificate of Excellence

from £74 / night

£518 / week

Book View

Responds fast!
avg. 59 minutes

from £74 / night

1