50 Best Vacation Rentals in Montaione - Holiday Lettings - Cabins

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Alberi
27 properties
Santo Stefano
22 properties
Collegalli
7 properties
Sughera
5 properties

Montaione

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488 Vacation rentals

(2) Excellent 

27

Vacation apartment with shared pool in Montaione

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Limonaia is a self catering apartment 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 get relax  …see more

from $87 / night

$464 - $776 / week

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from $87 / night

23

Vacation apartment with shared pool in Montaione

Province of Florence / Montaione

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Stalla is a self catering apartment 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 get relaxed  …see more

from $65 / night

$340 - $512 / week

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from $65 / night

(4) Excellent 

25

Vacation apartment rental

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Bouganville is a self catering apartment 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 get re  …see more

from $87 / night

$464 - $776 / week

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from $87 / night

(3) Excellent 

51

Vacation farmhouse in Montaione

Province of Florence / Montaione

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 50 mi
  • 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 $108 / night

$755 - $2371 / week

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from $108 / night

47

Vacation apartment in Santo Stefano

Montaione / Santo Stefano

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 mi
  • 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 $119 / night

$701 - $1240 / week

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from $119 / night

18

Montaione Vacation villa rental

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 senseof peace and privacy right in the heart of the Chiantiregion: this is the setting of La V  …see more

from $675 / night

$4725 - $5788 / week

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from $675 / night

36

Apartment rental in Santo Stefano

Montaione / Santo Stefano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 mi
  • 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 $87 / night

$518 - $949 / week

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from $87 / night

38

Apartment rental in Santo Stefano

Montaione / Santo Stefano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 mi
  • 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 $93 / night

$582 - $1057 / week

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from $93 / night

(4) Excellent 

37

Vacation apartment in Montaione

Province of Florence / Montaione

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 mi
  • Child friendly
  • Air conditioning
Located in the historical village centre of Montaione (Florence region), the apartment has been restored to a high standard with 2 bedroom, 2 bathroom. It is conveniently located in the main pedestrian street of town surrounded by restaurants, shops, local markets and  …see more

from $76 / night

$529 / week

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from $76 / night

42

Vacation villa rental

Montaione / Santo Stefano

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 65 mi
  • 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  …see more

from $863 / night

$6035 - $10130 / week

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from $863 / night

25

Vacation apartment with shared pool in Montaione

Province of Florence / Montaione

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Sheltered in the middle of a valley of vineyards and olive groves, from which high quality olive oil and wine is made, these holiday homes in Tuscany are situated in a very quiet area, far from the noises of the towns and surrounded by an uncontaminated countryside. Thi  …see more

from $130 / night

$415 - $960 / week

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from $130 / night

7

Montaione / Alberi

2 4 2 nights min

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

 …see more

from $97 / night

$647 - $701 / week

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from $97 / night

26

Vacation apartment with shared pool in Montaione

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Torretta is a self catering apartment 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 get relax  …see more

from $87 / night

$464 - $733 / week

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from $87 / night

42

Santo Stefano Vacation villa rental

Montaione / Santo Stefano

17 29 7 nights min

  • 17 bedrooms
  • Sleeps 29
  • 7 nights min
  • Nearest beach 65 mi
  • 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  …see more

from $947 / night

$6628 - $10722 / week

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from $947 / night

(2) Very Good 

29

Villa rental in Montaione with shared pool

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $97 / night

$566 - $916 / week

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from $97 / night

55

Farmhouse rental 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
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 fa  …see more

from $64 / night

$446 - $559 / week

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from $64 / night

28

Montaione Vacation villa rental

Province of Florence / Montaione

9 17 7 nights min

  • 9 bedrooms
  • Sleeps 17
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Montaione Luxury villa - Casa Francigena enjoys an enviable location in the heart of the Tuscan countryside. Surrounded by its own vineyards and olive groves, this elegant two-storey villa has a history dating back 1,000 years to its origins as a cloister on the Via Fra  …see more

from $745 / night

$5213 - $12463 / week

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from $745 / night

25

Montaione Vacation villa rental

Province of Florence / Montaione

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 75 mi
  • 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 $174 / night

$1218 - $1509 / week

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from $174 / night

100

Vacation villa with swimming pool in Montaione

Province of Florence / Montaione

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Exterior: The recently renovated Villa Clarissa sits majestically upon a hilltop in a country estate in Tuscany, the dream vacation location. The surrounding views are breathtaking; this holiday home could not be more perfect for a private holiday destination. Perc  …see more

from $763 / night

$5335 - $8406 / week

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from $763 / night

24

Vacation villa in Montaione

Province of Florence / Montaione

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 70 mi
  • 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 $246 / night

$1722 - $4379 / week

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from $246 / night

10

Montaione / Alberi

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly

 …see more

from $97 / night

$647 - $755 / week

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from $97 / night

21

Montaione Vacation villa rental

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 $1401 / night

$9807 - $14979 / week

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from $1401 / night

(9) Excellent 

48

Villa rental in Collegalli with swimming pool

Montaione / Collegalli

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $356 / night

$2479 - $3395 / week

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from $356 / night

(3) Excellent 

40

Vacation villa in Montaione

Province of Florence / Montaione

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 40 mi
  • 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 $424 / night

$2964 - $5173 / week

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from $424 / night

(3) Excellent 

36

Vacation villa with swimming pool in Montaione

Province of Florence / Montaione

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
The villa is located right outside the picturesque hamlet of Iano, whose origins date back to the Etruscan times. This is the territory of Montaione which lies on the triangle of the provinces of Pisa, Florence and Siena, ideal starting point to visit S. Gimignano, Volt  …see more

from $221 / night

$1544 - $3222 / week

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from $221 / night

(1) Excellent 

24

Vacation villa with swimming pool in Alberi

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 $189 / night

$1294 - $2102 / week

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from $189 / night

18

Vacation villa with swimming pool in Montaione

Province of Florence / Montaione

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 70 mi
  • 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 $365 / night

$2554 - $5335 / week

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from $365 / night

(1) Good 

25

Apartment rental in Montaione with shared pool

Province of Florence / Montaione

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
These holiday homes in Chianti are located near the medieval village of Montaione, right within the heart of the Tuscan triangle created by Florence, Pisa and Siena. Situated on the hills, the apartments enjoy a breathtaking view over the valleys, Val d'Elsa and Va  …see more

from $89 / night

$432 - $766 / week

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from $89 / 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 $324 / night

$1508 / week

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from $324 / night

(1) Excellent 

17

Montaione / Casicello

5 12 3 nights min

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

 …see more

from $105 / night

$690 - $992 / week

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from $105 / night

(7) Very Good 

18

Montaione / Mura,Italy

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $44 / night

$302 / week

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from $44 / night

15

Vacation villa with swimming pool in Montaione

Province of Florence / Montaione

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 60 mi
  • 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 $432 / night

$3018 / week

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from $432 / night

31

Vacation apartment in Santo Stefano

Montaione / Santo Stefano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 mi
  • 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 $71 / night

$410 - $787 / week

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from $71 / night

58

Vacation villa in Santo Stefano

Montaione / Santo Stefano

17 29 7 nights min

  • 17 bedrooms
  • Sleeps 29
  • 7 nights min
  • Nearest beach 65 mi
  • 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  …see more

from $924 / night

$6466 - $10453 / week

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from $924 / night

(1) Very Good 

24

Vacation villa with swimming pool in Montaione

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 $378 / night

$2425 - $4203 / week

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from $378 / night

23

Province of Florence / Montaione

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 40 mi
  • Swimming pool
  • Suitable for children age 5+

 …see more

from $108 / night

$647 / week

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from $108 / night

21

Apartment rental in Montaione with shared pool

Province of Florence / Montaione

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly
These holiday homes in Chianti are located near the medieval village of Montaione, right within the heart of the Tuscan triangle created by Florence, Pisa and Siena. Situated on the hills, the apartments enjoy a breathtaking view over the valleys, Val d'Elsa and Va  …see more

from $63 / night

$324 - $593 / week

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from $63 / night

32

Vacation apartment with shared pool in Montaione

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Two bedroom apartment of 60sqm with private terrace. Living room with kitchen corner and double sofa bed, double bedroom, one bedroom with twin beds, bathroom with shower. Tv-sat, Internet wi-fi connectionThis beautiful holiday accommodation in Chianti is located near t  …see more

from $151 / night

$464 - $1067 / week

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from $151 / night

15

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly

 …see more

Pricing unknown

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Pricing unknown

(2) Excellent 

24

Vacation villa with tennis court in Collegalli

Montaione / Collegalli

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 50 mi
  • Child friendly
  • Air conditioning
San Paolo di Collegalli: in the middle of the green Tuscany countryside, amidst rolling hills, cypresses and olive trees 50 Km from Florence, 50 Km from Pisa and 50 Km from Siena We offer a villa and an annexed guest house , a private half Olympic pool (25x12,5 m) wit  …see more

from $384 / night

$2684 - $3222 / week

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from $384 / night

1