Holiday homes - Holiday rentals

Close

View larger map

Also consider

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
Alberi
44 properties
Santo Stefano
23 properties
Sughera
7 properties
Collegalli
7 properties
Mura,Italy
5 properties
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

160 Holiday homes

Filters applied: Private garden (160)

(8) Very Good 

20

Podere San Regolo - Montaione villa sleeps 8

Province of Florence / Montaione

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
"Podere San Regolo" is a lovely independent villa situated down a quiet country road. It is surrounded by lovely gardens with private pool and views over the olive groves and Tuscan countryside. We restored the house to provide characterful and comfortable family accom  …see more

from £246 / night

£1725 / week

Book View

from £246 / night

30

La Vetraia - Montaione villa sleeps 10

Province of Florence / Montaione

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Chianti traditional villa for rental - Imagine waking up to a 360 degree verdant panorama of rolling hills, extensive vineyards and olive groves, experiencing an utter sense<br>of peace and privacy right in the heart of the Chianti<br>region: this is the set  …see more

from £675 / night

£4720 - £5650 / week

Enquire View

from £675 / night

(3) Very Good 

13

Province of Florence / Montaione

2 4 7 nights min

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

 …see more

from £56 / night

£388 / week

Book View

from £56 / night

34

Villa Piaggetta - Santo Stefano villa sleeps 22

Montaione / Santo Stefano

11 22 7 nights min

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
Take advantage of the "nice" rates for stays with 14.06.2014!Set on the very edge of the wildlife reserve Villa Piaggetta is a stunningly restored property set in carefully landscaped gardens with generous lawns and flowering and Mediterranean borders. Sculpte  …see more

from £584 / night

£4087 - £9656 / week

Book View

from £584 / night

(1) Excellent 

24

Villa Santo Stefano - Alberi villa sleeps 8

Montaione / Alberi

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villino Santo Stefano is a beautiful private Villa in the Florentine Chianti area. It has been recently restored and it is fully equipped. It overlooks the gently Tuscan rolling hills and it is surrounded by a typical Tuscan landscape: hills, olive trees and vineyards.  …see more

from £151 / night

£1035 - £1682 / week

Book View

from £151 / night

(1) Excellent 

14

Montaione / Mura,Italy

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £44 / night

£302 / week

Book View

from £44 / night

(4) Excellent 

45

Luxury villa with A/C and a private pool - Montaione villa sleeps 13

Province of Florence / Montaione

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
East wing for 6 people (exclusive use of pool and garden)prices range from 2550€ to 3900€ a week West wing for 6+1 people (exclusive use of pool and garden)prices from 3750€ to 4900€ a week Whole villa from 6240€ to 8800€ a week In July and August a 15% dis  …see more

from £770 / night

£5388 - £6207 / week

Enquire View

from £770 / night

36

La Collinella - Santo Stefano apartment sleeps 6

Montaione / Santo Stefano

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly
Relaxation and comfort characterize this complex in the heart of Toscana, it is made up of a villa in the centre and three groups of independent apartments. They are carefully restored, respecting the environment, so friendly, functional and fully equipped. They have t  …see more

from £61 / night

£367 / week

Book View

from £61 / night

(11) Very Good 

83

Province of Florence / Montaione

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £24 / night

£163 / week

Book View

from £24 / night

9

Province of Florence / Montaione

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £69 / night

£388 / week

Book View

from £69 / night

(3) Excellent 

51

Casa Vacanze Podere Settefrati - Montaione farmhouse sleeps 9

Province of Florence / Montaione

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Podere Settefrati an Impressive 17th Century Stone farmhouse originally a convent, spacious with many of its original features preserved. Its white washed walls, exposed beams, fireplaces and terracotta floors take you back to a nostalgic and romantic past. Set in  …see more

from £87 / night

£604 - £1897 / week

Book View

from £87 / night

24

I5.320 - Holiday home with... - Montaione villa sleeps 14

Province of Florence / Montaione

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
Surrounded by five hectares of olive groves and vineyards, situated in an elevated position, this enchanting property overlooks the surrounding countryside, offering a beautiful view of the hills in the distance. San Gimignano, Certaldo and Volterra, musts on every tour  …see more

from £197 / night

£1378 - £3503 / week

Enquire View

from £197 / night

30

Il Cielo in Terra - Montaione farmhouse sleeps 9

Province of Florence / Montaione

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
“Il Cielo in Terrra” (= “Paradise on Earth”) is located in a large olive grove, nestling in the gentle hills of the idyllic Elsa Valley, tranquil and sunny with panoramic views. The former 17th century country residence has been entirely renovated and converted  …see more

from £113 / night

£1238 - £1720 / week

Enquire View

from £113 / night

(2) Very Good 

29

Amarrante Giardino Holiday house - Montaione villa sleeps 6

Province of Florence / Montaione

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Giardino is a self catering indipendent villa in the farmhouse Casa Vacanze Amarrante. It's located in the middle of Tuscany between the borders of the province of Firenze, Siena and Pisa: the perfect location to reach the great art cities with daily trip or just g  …see more

from £78 / night

£453 / week

Book View

from £78 / night

(9) Excellent 

48

Villa Strozzi-Collegalli - Collegalli villa sleeps 10

Montaione / Collegalli

5 10 4 nights min

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
A beautifully preserved Tuscan villa on the historic Collegalli estate in Montaione, situated on a peaceful hilltop with spectacular views of the countryside. Villa Strozzi offers complete privacy, including a private garden and swimming pool, surrounded by nature and w  …see more

from £259 / night

£1725 / week

Book View

from £259 / night

29

Province of Florence / Montaione

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Ask owner if suitable for children
  • Pet friendly
  • Private garden

 …see more

from £48 / night

£345 / week

Book View

from £48 / night

(2) Excellent 

17

san Paolo di Collegalli - Collegalli villa sleeps 12

Montaione / Collegalli

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 50 km
  • Child friendly
  • Ask about pets
San Paolo di Collegalli: in the middle of the green Tuscany countryside, amidst rolling hills, cypresses and olive trees50 Km from Florence, 50 Km from Pisa and 50 Km from SienaWe offer a villa and an annexed guest house , a private half Olympic pool (25x12,5 m) with p  …see more

from £246 / night

£1716 - £2156 / week

Book View

from £246 / night

(1) Excellent 

24

Superb Tuscan Country holiday apartment rental - Santo Stefano apartment sleeps 5

Montaione / Santo Stefano

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children age 5+
Once a hotch potch of farm buildings this superbly renovated, tiered complex is totally snuck away into the hillside in complete privacy and overlooks the lakes of Santo Stefano, in the valley of the two rivers Rio and Torrese. Totally secluded and private I Laghi has  …see more

from £185 / night

£1294 / week

Book View

from £185 / night

(1) Very Good 

32

Calanchi Apartment 3 - Montaione apartment sleeps 6

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
I Calanchi Apartments, beautiful holiday complex, composed of 15 apartments situated in the Tuscan countryside. In the beautiful garden there is tables and chairs,one big swimming pool provided with an external shower and one smaller swimming pool for kids, bowls pitch,  …see more

from £33 / night

£230 - £654 / week

Book View

from £33 / night

(2) Very Good 

16

Province of Florence / Montaione

3 8 7 nights min

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

 …see more

from £259 / night

£1207 / week

Book View

from £259 / night

(1) Very Good 

24

Villa Montaione Hills - Montaione villa sleeps 12

Province of Florence / Montaione

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Villa Montaione Hills has been recently renovated respecting his traditional Tuscan architecture, characterized by lining on the floor (the famous Tuscan cotto), kitchen in brickwork, soft coloured tiles of the bathrooms and beautiful tapestries. The Villa can comfort  …see more

from £302 / night

£1940 - £3363 / week

Book View

from £302 / night

38

La Collinella - Santo Stefano apartment sleeps 6

Montaione / Santo Stefano

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly
Relaxation and comfort characterize this complex in the heart of Toscana, it is made up of a villa in the centre and three groups of independent apartments. They are carefully restored, respecting the environment, so friendly, functional and fully equipped. They have t  …see more

from £65 / night

£388 / week

Book View

from £65 / night

(1) Excellent 

13

Montaione / Alberi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £82 / night

£544 - £604 / week

Book View

from £82 / night

14

Montaione / Collegalli

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

 …see more

from £78 / night

£518 / week

Book View

from £78 / night

(2) Excellent 

14

Magnolia - Alberi apartment sleeps 5

Montaione / Alberi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children age 5+
1 double bedroom + 1 bedroom with 2 single beds or double bed (of your choice). Also an additional single bed can be added. 1 bathroom with shower and bathtub, large livingroom and well-equipped kitchen with beautiful fireplace, great in autumn. The apartment has also  …see more

from £65 / night

£595 / week

Book View

from £65 / night

37

Villa la Tabaccaia - Santo Stefano villa sleeps 6

Montaione / Santo Stefano

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
Special rates for stays with 14.06.2014!Set in private, gated grounds, La Tabaccaia is a highly exclusive, stunning ground floor villa, newly renovated and highly contemporary yet at the same time totally traditional in old Tuscan stone. With large private lawns the pro  …see more

from £201 / night

£1402 - £3578 / week

Book View

from £201 / night

8

Borgo la Casa Apartment for 4 people - Montaione apartment sleeps 4

Province of Florence / Montaione

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Two-Bedroom Apartment (4 Adults) All apartments feature a living area with a kitchen corner and a dining area. All kitchen corner are equipped with gas hob, electric oven, dishwasher, fridge freezer, coffee machine. Double bedrooms can have double or twin beds. Bath  …see more

from £58 / night

£406 - £910 / week

Book View

from £58 / night

25

Tre Querce - Montaione villa sleeps 6

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 £120 / night

£838 - £1207 / week

Enquire View

from £120 / night

12

Province of Florence / Montaione

2 6 7 nights min

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

 …see more

from £74 / night

£518 / week

Book View

from £74 / night

15

Luxury Villa, spacious and comfortable, with - Montaione villa sleeps 8

Province of Florence / Montaione

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Right on this special place, VILLA Torresassa was built. With its 270 sq. meters living space and its elegant and luxurious rooms on 2 floors, as well as the well groomed garden and the private swimming pool, in this property you will find the enchantment of a luxury ho  …see more

from £345 / night

£2414 / week

Book View

from £345 / night

18

Villa Kora - Montaione villa sleeps 9

Province of Florence / Montaione

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
Villa Kora has been built on the rests of one of the watch towers put in defence of the town of Volterra and belonging to the Pucci family who has been ruling this area for centuries. Part of the original tower is still visible as it has been carefully preserved during  …see more

from £344 / night

£2406 - £4268 / week

Enquire View

from £344 / night

(1) Excellent 

17

Montaione / Casicello

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 57 km
  • Swimming pool
  • Child friendly

 …see more

from £52 / night

£289 - £1061 / week

Book View

from £52 / night

21

Casale Bianchi - Montaione villa sleeps 10

Province of Florence / Montaione

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Casale Bianchi is a luxury property with private swimming pool in the heart of the picturesque Tuscan countryside, a few kilometres from Montaione, between the well-known historical towns of Florence, Pisa and Siena. The house is one of several prestigious properties on  …see more

from £1195 / night

£8363 - £10863 / week

Enquire View

from £1195 / night

12

Montaione / Alberi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £113 / night

£750 - £819 / week

Book View

from £113 / night

23

Villa Montaione View - Montaione villa sleeps 12

Province of Florence / Montaione

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Montaione View is a glamorous detached Villa with private pool where you can spend your relaxing holiday in Tuscany enojoying in total privacy the breathtaking panorama of Tuscan hills and vineyards. This property (84 hectars) is located near the small town of Mon  …see more

from £358 / night

£2088 - £3767 / week

Book View

from £358 / night

35

Province of Florence / Montaione

24 6 Min stay varies

  • 24 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

 …see more

from £57 / night

£440 - £956 / week

Book View

from £57 / night

100

Organic farm tucked away in the Tuscan hills - Montaione farmhouse sleeps 3

Province of Florence / Montaione

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The Agritourism Le Capanne, immersed in the Tuscany countryside among Florence, Pisa and Siena, offers warm and family hospitality. Without sacrificing modern convenience, it maintains the tradition of the past, between the garden and farmyard animals. In the farmhouse  …see more

from £51 / night

£357 - £447 / week

Book View

from £51 / night

11

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Private garden

 …see more

from £87 / night

£518 / week

Book View

from £87 / night

42

Villa Caccia !!!EARLY BOOKING DISCOUNT!!! - Santo Stefano villa sleeps 20

Montaione / Santo Stefano

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
!!!EARLY BOOKING DISCOUNT!!! FOR STAYS IN HSS1 & HS (2017): 10% discount for bookings confirmed within 45 days before the arrival date. FOR STAYS IN MS and HSS Seasons (2017): 15% discount for bookings confirmed within 30 days before the arrival date. FOR STAYS IN LS a  …see more

from £690 / night

£4828 - £8104 / week

Enquire View

from £690 / night

(3) Excellent 

40

Lacostia - Montaione villa sleeps 6

Province of Florence / Montaione

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
Podere Lacostia is a very attractive villa with private pool set in rolling Tuscan countryside near Florence with a 360 degree spectacular view of a magic countryside. The property has been recently meticulously restored, using only traditional materials, from what was  …see more

from £298 / night

£2082 - £4138 / week

Enquire View

from £298 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page