50 Best Vacation Rentals in Monteriggioni - Holiday Lettings - Cabins

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76 Vacation rentals

(8) Excellent 

12

Province of Siena / Monteriggioni

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets

 …see more

from $65 / night

$427 / week

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from $65 / night

(2) Excellent 

35

Vacation farmhouse with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
The “borgo Sammonti” was built in the beginning of the 13th century as a fortress in the county of Scorgiano, and it is located near most beautiful and important tuscan cities. The structure is surrounded by woods and it offers many paths for walks and escursions.  …see more

from $81 / night

$534 / week

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from $81 / night

(6) Very Good 

25

Province of Siena / Monteriggioni

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $54 / night

$342 - $561 / week

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from $54 / night

(3) Excellent 

31

Vacation farmhouse with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
The “borgo Sammonti” was built in the beginning of the 13th century as a fortress in the county of Scorgiano, and it is located near most beautiful and important tuscan cities. The structure is surrounded by woods and it offers many paths for walks and escursions.<  …see more

from $81 / night

$534 / week

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from $81 / night

(5) Excellent 

22

Apartment rental in Monteriggioni with swimming pool

Province of Siena / Monteriggioni

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Casa Laura is an independent apartment in a restored farmhouse Agriturismo la Magione that is situated on an agricultural estate on a hilltop at about 300 meters above sea level. It offers a wonderful panorama of the surrounding countryside with fields, olive groves, vi  …see more

from $75 / night

$481 - $593 / week

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from $75 / night

(1) Excellent 

16

Vacation home rental

Province of Siena / Monteriggioni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Il Casale è parte della proprietà denominata Molino Bianco, un antico mulino in pietra documentato fin dall’XI secolo come possedimento della famiglia Lambardi, signori di Staggia. Come annesso del fortilizio di Castiglionalto, il Molino fu abitato da una comunità  …see more

from $139 / night

$876 - $1121 / week

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from $139 / night

(1) Excellent 

27

Vacation barn with swimming pool in Quercegrossa

Monteriggioni / Quercegrossa

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Restored Barn, description: this ground floor flat has an entrance with three large glass doors. The main living area has an open fireplace and is divided into a sitting room and a large kitchen. Dining table, wicker armchairs. Sofa bed for one person. From this room th  …see more

from $102 / night

$555 - $1078 / week

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from $102 / night

(1) Excellent 

19

Province of Siena / Monteriggioni

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Private garden

 …see more

from $86 / night

$545 / week

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from $86 / night

24

Monteriggioni Vacation villa rental

Province of Siena / Monteriggioni

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Villa near Monteriggioni : Located in the heart of Tuscany, to the south of Florence, Villa Gianni is an attractive small  property, recently renovated and well furnished throughout. Located in wine country, there are classic Tuscan views from around the property o  …see more

from $291 / night

$2032 - $3188 / week

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from $291 / night

28

Vacation apartment in Quercegrossa

Monteriggioni / Quercegrossa

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).The mansion is s  …see more

from $111 / night

$748 - $2018 / week

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from $111 / night

17

Vacation apartment in Monteriggioni

Province of Siena / Monteriggioni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Casa Laura is an independent apartment in a restored farmhouse Agriturismo la Magione that is situated on an agricultural estate on a hilltop at about 300 meters above sea level. It offers a wonderful panorama of the surrounding countryside with fields, olive groves, vi  …see more

from $49 / night

$337 / week

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from $49 / night

(5) Excellent 

49

Monteriggioni Vacation villa rental

Province of Siena / Monteriggioni

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Monteriggioni SuiteA suite with a view of MonteriggioniImmersed in the Tuscan countrysidenext to the city walls of Monteriggioni,in the valley dominated by the imposing shape of Montemaggionext to Chianti vineyards, between fields of grain, sunfl  …see more

from $115 / night

$801 - $2327 / week

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from $115 / night

24

Vacation farmhouse rental

Province of Siena / Monteriggioni

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 80 mi
  • Child friendly
  • Pet friendly
The apartment is on the first floor and is part of a partially renovated country house on the medieval castle of Villa (also known as the Villa) in the municipality of Monteriggioni, Siena. It is an apartment there about 80 sqm. Composed by a large living room with kitc  …see more

from $70 / night

$486 / week

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from $70 / night

27

Vacation villa in Monteriggioni

Province of Siena / Monteriggioni

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly
Near to Siena (8 km), in the Chianti region, apartment in farmhouse (size: 170 m2) for max.6 persons. Swimming pool complex and park 3 km far away.Splendid farm house (18 th century) located on the top of a hill. The property apartment offers you the unique and rare  …see more

from $121 / night

$844 - $1303 / week

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from $121 / night

(1) Excellent 

7

Province of Siena / Monteriggioni

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from $110 / night

$769 / week

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from $110 / night

27

Vacation home rental

Province of Siena / Monteriggioni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
The apartment is situated in a residence which represent the perfect Tuscan style. Centuries ago it was a convent, in fact residence's name is “Rocca dei Monaci”, then it was inhabited by farmers. They improved and enlarged it in a little village absorbed in ty  …see more

from $49 / night

$278 - $481 / week

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from $49 / night

20

Province of Siena / Monteriggioni

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Air conditioning

 …see more

from $46 / night

$321 / week

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from $46 / night

(2) Excellent 

14

Province of Siena / Monteriggioni

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

 …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

13

Monteriggioni Vacation villa rental

Province of Siena / Monteriggioni

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Private garden
Borgo Stomennano will appeal to those who want not just a holiday villa , but who would like to sheer 17th century style and traditional Italian elegance. Written documentation of Stomennano date back to 1254 when in this place was sign  …see more

Pricing unknown

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Pricing unknown

6

Province of Siena / Monteriggioni

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from $161 / night

$1068 / week

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from $161 / night

19

Vacation home rental

Province of Siena / Monteriggioni

15 30 Min stay varies

  • 15 bedrooms
  • Sleeps 30
  • Min stay varies
  • Nearest beach 84 mi
  • Swimming pool
  • Child friendly
The structure consists of apartments (surrounded by 30.000 meters of olive trees and wood), charmingly furnished in the old style of Tuscany and telephone line for internet connection. From May 1st until September 15th it's possible to enjoy the swimming pool of 1  …see more

Pricing unknown

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Pricing unknown

17

Vacation villa with shared pool in Monteriggioni

Province of Siena / Monteriggioni

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly
This beautiful country house develops on 2 floors with private garden surrounding the property on all sides, has a veranda with table and chairs for “al fresco” dining during the pleasurable summer evenings. The total surface is around 200 sq.m., where at the ground  …see more

from $120 / night

$838 - $2050 / week

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from $120 / night

(2) Excellent 

12

Province of Siena / Monteriggioni

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Air conditioning

 …see more

from $153 / night

$1067 / week

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from $153 / night

46

Monteriggioni Vacation apartment rental

Province of Siena / Monteriggioni

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 84 mi
  • Swimming pool
  • Child friendly
Among woods and vineyard of Siena Chianti, surrounded by a large region considered a natural park , with a dominating and sunny position, you find the ancient rural villane of the XVII century called “Poggiarello”.Unforgettable sunsets, breath-taking landscapes  …see more

from $214 / night

$1495 / week

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from $214 / night

8

Monteriggioni Vacation home rental

Province of Siena / Monteriggioni

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Suitable for children age 5+
La Volta is a wanderful, bright, spacious farmhouse ideal for families and groups. Ones you enter into the big leaving room you will be struck by the huge fireplace and the cosy atmosphere of the house due to the particulars and warm coloured furniture and the ter  …see more

from $385 / night

$2669 / week

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from $385 / night

40

Apartment rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 84 mi
  • Swimming pool
  • Child friendly
Among woods and vineyard of Siena Chianti, surrounded by a large region considered a natural park , with a dominating and sunny position, you find the ancient rural villane of the XVII century called “Poggiarello”.Unforgettable sunsets, breath-taking landscapes  …see more

from $161 / night

$801 - $1121 / week

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from $161 / night

36

Vacation apartment in Monteriggioni

Province of Siena / Monteriggioni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 84 mi
  • Swimming pool
  • Child friendly
The suite includes a large kitchen and living-room with sofa double bed, 1 double bedroom and 1 bathroom. From this suite you can reach a private terrace with garden furniture and a fantastic view on the Elsa Valley.Unforgettable sunsets, breath-taking landscapes ca  …see more

from $161 / night

$961 - $1121 / week

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from $161 / night

(1) Excellent 

6

Province of Siena / Monteriggioni

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min

 …see more

from $107 / night

$721 / week

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from $107 / night

10

Vacation home with shared pool in Monteriggioni

Province of Siena / Monteriggioni

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Perfect base for seeing Siena, Florence, San Gimignano and other Chianti towns. Borgo Stomennano is composed by 5 different accommodations that can hos a total of 34 pax. Each villa is beautifully unique, stunning decor and full of character La Corte is at the groun  …see more

from $187 / night

$1281 / week

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from $187 / night

38

Apartment rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 84 mi
  • Swimming pool
  • Child friendly
Among woods and vineyard of Siena Chianti, surrounded by a large region considered a natural park , with a dominating and sunny position, you find the ancient rural villane of the XVII century called “Poggiarello”.Unforgettable sunsets, breath-taking landscapes  …see more

from $107 / night

$641 - $748 / week

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from $107 / night

4

Vacation farmhouse with shared pool, golf nearby in Monteriggioni

Province of Siena / Monteriggioni

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
The propertyis a twelth century farmhouse, situated in the heart of Tuscany only 2km from the walled town monteriggioni. and surrounded by the siennese hills. The property is 500 meters above sea level surrounded by olive groves and magnificent woodlands,Peaceful  …see more

Pricing unknown

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Pricing unknown

36

Monteriggioni Vacation villa rental

Province of Siena / Monteriggioni

1 6 7 nights min

  • 1 bedroom
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Monteriggioni SuiteA suite with a view of MonteriggioniImmersed in the Tuscan countrysidenext to the city walls of Monteriggioni,in the valley dominated by the imposing shape of Montemaggionext to Chianti vineyards, between fields of grain, sunfl  …see more

from $199 / night

$1388 / week

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from $199 / night

(1) Excellent 

43

Monteriggioni Vacation apartment accommodation

Province of Siena / Monteriggioni

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 84 mi
  • Swimming pool
  • Child friendly
Among woods and vineyard of Siena Chianti, surrounded by a large region considered a natural park , with a dominating and sunny position, you find the ancient rural villane of the XVII century called “Poggiarello”.Unforgettable sunsets, breath-taking landscapes  …see more

from $214 / night

$1495 / week

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from $214 / night

55

Vacation villa in Quercegrossa

Monteriggioni / Quercegrossa

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena.  …see more

from $385 / night

$2210 - $5465 / week

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from $385 / night

22

Province of Siena / Monteriggioni

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly

 …see more

from $38 / night

$262 / week

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from $38 / night

8

Vacation farmhouse rental

Province of Siena / Monteriggioni

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Borgo Stomennano will appeal to those who want not just a holiday villa , but who would like to sheer 17th century style and traditional Italian elegance. Written documentation of Stomennano date back to 1254 when in this place was sign  …see more

Pricing unknown

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Pricing unknown

(1) Very Good 

18

Farmhouse rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly
The farm consists of five apartments, obtained from recent restructuring of the small village of "Verniano" which, like all the villages of Tuscany, is built around a central courtyard which is overlooked by the inputs of the apartments and the reception area,  …see more

from $86 / night

$463 - $934 / week

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from $86 / night

20

Vacation apartment with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Large, comfortably equipped and well furnished apartment, all the furniture is from the 19th century and has been recently restored, "La Fattoria" is situated at the centre of the ancient village and has got a private, fenced garden. The apartment is situated  …see more

from $289 / night

$1105 - $1228 / week

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from $289 / night

20

Vacation apartment with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Situated at the centre of the property, with direct access to the outside. Living room with kitchenette and fireplace, 1 double room with a double bed, 1 double room with separated beds and 1 single room. Bathroom with shower. Green area at the foot of the stairs with t  …see more

from $183 / night

$769 - $908 / week

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from $183 / night

20

Farmhouse rental in Monteriggioni with swimming pool

Province of Siena / Monteriggioni

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Ancient villa dating back to the 18th century, which has been recently restored preserving its original architectural features and turned into a beautiful, welcoming country house providing all modern comforts. This villa is in panoramic locations on a hill top, approx.  …see more

from $641 / night

$4485 / week

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from $641 / night