Villas with a pool Province of Florence | Apartments to rent with swimming facilities | Holiday Lettings

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Province of Florence

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3,005 Holiday homes

Filters applied: Swimming pool (3,096)

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

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 £198 / night

£1380 - £1527 / week

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from £198 / night

24

Holiday villa with swimming pool in Lucolena

Greve in Chianti / Lucolena

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Large villa with a beautiful panoramic view, located near the ancient town of Figline Valdarno which is in the centre of a triangle formed by the cities of Florence, Siena and Arezzo. The town’s historic area has a medieval piazza surrounded by buildings of im...  …see more

from £184 / night

£1286 - £2939 / week

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from £184 / night

96

San Casciano in Val di Pesa / Chiesanuova

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

 …see more

from £161 / night

£1121 - £1897 / week

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from £161 / night

24

Lucolena holiday villa rental

Greve in Chianti / Lucolena

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
This is a complex of 4 townhouses (Rosa Arancio, Rosa Bianca, Rosa Rossa and Rosa Gialla), each with its private garden, located in Dudda, a small quiet village in the Chianti Classico region, only 8 km from Greve in Chianti and 30 km from Florence. In Dudda t...  …see more

from £115 / night

£805 - £1988 / week

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from £115 / night

(2) Excellent 

20

Holiday farmhouse with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Tuscan magic!” Having travelled some in the Greve region of Tuscany, we knew what to expect in terms of scenic beauty. Casalone fitted right in to the Magic of Tuscany! The house is suitable for two close families, and comfortably sleeps 6 adults and  …see more

from £345 / night

£2156 / week

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from £345 / night

(3) Excellent 

40

Holiday villa with swimming pool in Greve in Chianti

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 £647 / night

£5345 - £9052 / week

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from £647 / night

(3) Excellent 

19

Holiday apartment rental

Province of Florence / Castelfiorentino

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
On the top of a green hill a self-catering apartment with a stunning view while sunbathing by the pool.Ideal to reach main art Tuscan cities.Private garden with porch for fresh dining. Pool, bocce ball court and table tennis.<br />Wine and extravergin olive oil ta  …see more

from £87 / night

£426 - £1066 / week

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from £87 / night

20

Villa rental in Greve in Chianti with swimming pool

Province of Florence / Greve in Chianti

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Wonderful 5 Bedroom/4 Bathroom villa with private swimming pool, magnificent garden and stunning views on Typical Tuscan lanscape..located just a few steps away from the heart of Greve in Chianti!  …see more

from £432 / night

£3018 / week

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from £432 / night

(5) Excellent 

16

Holiday villa with shared pool in Piazzale Michelangelo

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

24

Holiday villa with swimming pool in Malmantile

Province of Florence / Malmantile

8 18 7 nights min

  • 8 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
This 250 m2 stone villa restored in 1999, is situated separately on the lands of Tenuta San Vito and is surrounded by vineyards. The house consists, on the ground floor, of a large living room with fireplace and a fully equipped kitchen. On the first floor...  …see more

from £316 / night

£2206 - £4500 / week

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from £316 / night

(3) Excellent 

73

Province of Florence / Tavarnelle Val di Pesa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

 …see more

from £78 / night

£518 - £811 / week

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from £78 / night

24

Holiday villa in Marradi

Province of Florence / Marradi

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Ancient farmhouse set in 85 private hectares in the Tuscan Apennines, near the attractive town of Marradi. The owner, an architect, lives in the adjoining hunter's lodge and personally supervised the farmhouse's recent restoration, using traditional materials  …see more

from £171 / night

£1194 - £1701 / week

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from £171 / night

(6) Very Good 

17

Impruneta holiday apartment rental

Province of Florence / Impruneta

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Quaint, cozy hayloft (Fienile) in the midst of the peaceful rolling green hills of the world-famous Chianti Classico region. Our Fienile is an ideal place to spend a week or more of pure relaxation far from the noise and confusion of the big cities.  …see more

from £91 / night

£604 - £776 / week

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from £91 / night

(4) Excellent 

24

Holiday apartment with swimming pool in Barberino Val d'Elsa

Barberino Val d'Elsa / San Silvestro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Peaceful Nirvana between hectic Venice & Rome” After a few busy days in Venice, San Silvestro near San Donato was the perfect antidote to being all "peopled out". The vista, the pool, the wind in the olive trees and the excellent host family made our  …see more

from £87 / night

£518 - £906 / week

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from £87 / night

24

Holiday villa rental

Province of Florence / Empoli

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
A beautiful villa situated near Vinci on a wine estate among vineyards and olive groves that recall the noblest of the countryside in Tuscany. The villa is located in the highest part of the estate and enjoys a breathtaking view over the surrounding landscape....  …see more

from £194 / night

£1352 - £3400 / week

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from £194 / night

(6) Excellent 

64

Villa rental in Fiesole with swimming pool

Province of Florence / Fiesole

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Beautiful tuscan villa with a view” The Villa Le Terazze is beautiful! It fit our purposes perfectly. We had 9 family members staying there and held a small wedding ceremony in the yard. The garden and views are fabulous and the space of the villa wor  …see more

from £367 / night

£2414 - £4311 / week

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from £367 / night

(6) Very Good 

58

Panzano in Chianti 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
In the wonderful land of Chianti, an ideal starting point for discovering places such as Siena, Florence, San Gimignano, I Casaloni is an old farmhouse that offers its guests apartments with all the comfort and many amenities, such as swimming or Wi Fi. In a warm and we  …see more

from £78 / night

£647 / week

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from £78 / night

56

Farmhouse letting in Montaione with shared pool

Province of Florence / Montaione

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
At Le Capanne you can inhale the peace offered by Nature. It may not be luxurious here, but there is simple comfort for your wellbeing: aromas, landscapes, sounds, tranquillity. Hopefully they will help you reconnect with your inner rhythm and rediscover true wellbeing.  …see more

from £51 / night

£357 - £447 / week

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from £51 / night

(1) Excellent 

24

Province of Florence / Fiesole

4 2 2 nights min

  • 4 bedrooms
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £57 / night

£337 / week

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from £57 / night

25

Montaione holiday villa rental

Province of Florence / Montaione

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
Relax on one of the large private terraces and at sunrise and sunset, when all is calm, you may glimpse the deer, rabbits and pheasants that populate the extensive grounds. Tre Querce is independent, finely restructured and comfortably furnished: everything is at the di  …see more

from £140 / night

£975 - £1207 / week

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from £140 / night

18

Holiday villa letting

Province of Florence / Gambassi Terme

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
This small house is a very cosy retreat, completely surrounded by age-old trees. It offers comfort and conveniences and a pool within walking distance and overlooking the countryside. The house has an independent entrance, private parking place, Wi-Fi, heatin...  …see more

from £145 / night

£1012 - £1563 / week

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from £145 / night

(2) Excellent 

29

Holiday villa with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
For the independent traveler in a perfect position to visit the local medieval villages taste the local cuisine and excellent famous wines.Soak up Tuscan landscape from your 700 sqm garden and admire the panoramic views this house offers.<br />NEW FOR 2015 IS A LA  …see more

from £122 / night

£854 - £1052 / week

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from £122 / night

18

Holiday apartment in Consuma

Province of Florence / Consuma

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly
One bedroom apartment of 40 sqm. It's a homely nest overlooking the Chestnut woods, entrance on the first floor with living/dining area with well equipped kitchen facilities (hob and fridge), double bedroom and bathroom with shower facilities.  …see more

from £61 / night

£345 - £604 / week

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from £61 / night

24

Holiday villa with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly
Single family independent villa from the 1850’s situated in a charming village. Villa Maria is in the small and charming village of Renai, 3 km from Castelfiorentino. The villa is encircled by vineyards and olive groves. The owner Vincenzo realised the restoratio  …see more

from £206 / night

£1440 - £2324 / week

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from £206 / night

(3) Excellent 

39

Holiday villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is consi  …see more

from £1164 / night

£8600 - £9656 / week

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from £1164 / night

12

Vinci holiday apartment rental

Province of Florence / Vinci

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Apartment with air conditioning, 2 double bedrooms and 2 ensuite shower rooms. Perfect for relaxing by the swimming pool or touring around Tuscany.  …see more

from £74 / night

£509 - £604 / week

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from £74 / night

(7) Excellent 

18

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

 …see more

from £95 / night

£345 / week

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from £95 / night

102

Holiday apartment with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
These apartments with swimming pool offer accommodation for 4 or 6 guests, kitchen with all comforts and bathroom with bathtub or shower.  …see more

from £104 / night

£500 - £828 / week

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from £104 / night

24

Villa letting in Panzano in Chianti with swimming pool

Greve in Chianti / Panzano in Chianti

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
<p><span>This charming Chianti Villa Rental is set in the midst of the gently sloping hills of the Chianti Classico wine-growing region near the village of Panzano.</span></p>  …see more

from £730 / night

£5110 - £6680 / week

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from £730 / night

(2) Excellent 

20

Province of Florence / Malmantile

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £125 / night

£863 - £1552 / week

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from £125 / night

(2) Very Good 

23

Province of Florence / Certaldo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

 …see more

from £57 / night

£388 - £690 / week

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from £57 / night

7

Montaione / Alberi

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool

 …see more

from £78 / night

£518 - £561 / week

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from £78 / night

(1) Very Good 

29

Holiday home with swimming pool in San Donato in Poggio

Tavarnelle Val di Pesa / San Donato in Poggio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Lovely villa, amazing position” Villa matched up to its description and pictures. Homely property, with nice furnishings. Well equipped kitchen. Location is isolated and peaceful with stunning views. Lots of outdoor sitting areas and tables and a good  …see more

from £130 / night

£819 - £1509 / week

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from £130 / night

(1) Very Good 

19

Holiday apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Nice romantic apartment for 2+1 people, 35sq.m, ground floor: It is composed of living room/kitchen (with an oven) with single sofabed, 1 double bedroom, and 1 bathroom with shower. Wooden beam ceilings and antique-style furnishings adorn this apartment.  …see more

from £63 / night

£233 - £544 / week

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from £63 / night

25

Province of Florence / Greve in Chianti

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £296 / night

£2069 - £3276 / week

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from £296 / night

(2) Excellent 

31

Holiday apartment with shared pool in Certaldo

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
La Certaldina Holiday house overlooking vineyards is positioned ion the top of a hill in the Chianti country side, with gardens and a swimming pool. Ideal place for a relaxing holiday and as starting point for visiting the most Tuscan cities. Pisa, Florence, Siena,  …see more

from £52 / night

£651 - £712 / week

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from £52 / night

41

San Donato in Collina holiday villa rental

Bagno a Ripoli / San Donato in Collina

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Villa Il Forte was at the origin (century 13/14) a fortified position, elements of which have come to light, such as the colonnade surrounding the courtyard and the walls of the tower structure, elements that have made possible a particularly refined restoration and the  …see more

from £986 / night

£6897 - £8613 / week

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from £986 / night

(3) Excellent 

29

Greve in Chianti holiday farmhouse rental

Province of Florence / Greve in Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
We are an organic little farm producing our own wine and extra virgin olive oil and Vin Santo. We also organize a little trip of the farm (one time per week, on request) to explain how we produce our wine, with a test wine.<br />The farm is located in a strategi  …see more

from £104 / night

£689 - £1216 / week

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from £104 / night

24

Holiday villa in Sant'Andrea in Percussina

Province of Florence / Sant'Andrea in Percussina

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Independent villa set in the typical context of Chianti, surrounded by vineyards, olive-groves and small woods. The villa rises in a dominant position upon a little lake. The property, now completely restored, dates back to the beginning of the XIX century...  …see more

from £170 / night

£1189 - £2436 / week

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from £170 / night

17

Consuma holiday apartment rental

Province of Florence / Consuma

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly
One bedroom apartment of 45sqm; it is a real romantic haven with stunning views from every window. Cosily situated under the eaves of the tower on the second floor. Living/dining room with well equipped kitchen facilities (hob and fridge) and double divan beds.  …see more

from £78 / night

£449 - £725 / week

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from £78 / night