20 Best Vacation Rentals in Montisi - Holiday Lettings - Cabins

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20 Vacation rentals

(27) Excellent 

32

Vacation apartment in Montisi

Province of Siena / Montisi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
A one-bedroom romantic apartment in a charming Medieval village in Tuscany. The village is off the beaten track and yet very close to the world known countryside of Tuscany and its most important art cities and wine districts. Pienza and Montepulciano are only 20 minute …see more

from $164 / night

$1055 / week

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from $164 / night

17

Vacation b&b in Montisi

Province of Siena / Montisi

7 14 1 night min

  • 7 bedrooms
  • Sleeps 14
  • 1 night min
  • Swimming pool
  • Air conditioning
Agriturismo La Romita is located in the beautiful Tuscan village of Montisi (Siena). Offers rooms and apartments with kitchenette; all furnished with attention to detail. The hotel has swimming pool with exclusive use for guests. In the restaurant the customer is finely …see more

from $106 / night

$738 / week

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from $106 / night

48

Fort rental in Montisi with shared pool

Province of Siena / Montisi

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
La Grancia Country Resort is a romantic and charming 14th century fortress used as a "Grancia", a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany countryside on …see more

from $146 / night

$1004 - $1115 / week

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Responds fast!
avg. 2 hours 33 minutes

from $146 / night

(7) Very Good 

49

Montisi Vacation fort rental

Province of Siena / Montisi

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
La Grancia Country Resort is a romantic and charming 14th century fortress used as a "Grancia", a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany countryside on …see more

from $146 / night

$1004 - $1115 / week

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Responds fast!
avg. 2 hours 33 minutes

from $146 / night

(2) Excellent 

25

Vacation villa with swimming pool in Montisi

Province of Siena / Montisi

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Villino Montisi is a splendid two-story ancient farmhouse surrounded by meadows with breathtaking views over the sweet hills of Tuscany. Recently restored following the architectural Tuscan style with the pale Tuscan stone of the façade, the wooden beamed ceilings and t …see more

from $168 / night

$1172 - $1435 / week

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from $168 / night

19

Vacation villa with shared pool in Montisi

Province of Siena / Montisi

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Three bed stone built home with all the traditional and style of an old tuscan home yet all the modern comforts. Air Conditioning is a must in Tuscany. This property has air conditioning in all rooms and is remotly controlled in each room. Two large bathrooms o …see more

from $175 / night

$814 - $1172 / week

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Responds fast!
avg. 2 hours 57 minutes

from $175 / night

17

Farmhouse rental in Montisi

Province of Siena / Montisi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 80 mi
  • Child friendly
  • Ask about pets
Beautiful finely restored Farmhouse, 360° view over Siena, Montalcino and Siena. Wide summer solarium and discovered with olive grove, summer living area with barbeque, parking, large outdoor living area. Two bedrooms with loft, one double and the other with two single …see more

Pricing unknown

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Pricing unknown

5

Vacation home in Montisi

Province of Siena / Montisi

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Private garden
La Capanna is a self-contained guest house built in local stone, perfect for a single, a couple or (for short stays) a small family. It's situated across the valley from the village of Montisi on a small rural estate, surrounded by lovely views and has a private outdoor …see more

from $88 / night

$581 - $743 / week

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from $88 / night

12

Montisi Vacation home rental

Province of Siena / Montisi

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
Beautiful cottage in the middle of a small medieval village of the Tuscan countryside. Recently restructured, is comfortable and welcoming. Near carini, eateries, shops ... not missing nothing incredibly impressive vacation ... at home. In Montisi you can experience the …see more

from $82 / night

$410 / week

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from $82 / night

(1) Very Good 

19

Montisi Vacation villa rental

Province of Siena / Montisi

5 6 Min stay varies

  • 5 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
We offer a relaxed holiday, You can lounge by the pool soaking up the sun or visit the many cities of intrest Siena, Florence and Rome are all very close. And of course the local places of Intrest. The spa, Pienze home of the English Patient and within view of your home …see more

from $175 / night

$1166 - $2103 / week

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Responds fast!
avg. 2 hours 57 minutes

from $175 / night

(6) Excellent 

21

Villa rental in Montisi with swimming pool

Province of Siena / Montisi

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
'Casa Valerio' is a luxury 16th century village house, so named in memory of the much loved local ironmonger, Valerio Manzi, whose family occupied this tall stone village house for generations. It sits right in the centre of the beautiful medieval hilltop village of Mon …see more

from $338 / night

$2145 - $3757 / week

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Responds fast!
avg. 1 hour 21 minutes

from $338 / night

47

Fort rental in Montisi with shared pool

Province of Siena / Montisi

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
La Grancia Country Resort is a romantic and charming 14th century fortress used as a "Grancia", a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany countryside on …see more

from $212 / night

$1450 - $1584 / week

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Responds fast!
avg. 2 hours 33 minutes

from $212 / night

14

Vacation villa rental

Province of Siena / Montisi

6 14 4 nights min

  • 6 bedrooms
  • Sleeps 14
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Poggio is a typical Tuscan villa of the 17th century, built entirely of stone, situated 3 km from the medieval village of Montisi and plunged the unmistakable landscape of the Crete Senesi. Its dominating position overlooks the area from Montalcino, Trequanda until Sien …see more

from $645 / night

$2343 / week

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from $645 / night

21

Vacation farmhouse with swimming pool in Montisi

Province of Siena / Montisi

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of the Crete Senesi area. The house has been skilfully restored preserving its original architectural features and turned into a comfortable country acc …see more

from $175 / night

$1219 - $1742 / week

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from $175 / night

27

Vacation villa rental

Province of Siena / Montisi

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The villa ' Molino ' is an old restored stone mill smartly and surrounded by a large garden with fountain, rooftop pool, orchard and access to small river ACE. The villa is located in the Val d'Orcia, in the heart of the crete senesi between Pienza and Montalcino in a U …see more

Pricing unknown

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Pricing unknown

(3) Excellent 

Certificate of Excellence

18

Vacation home rental

Province of Siena / Montisi

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Our Villino comfortably fits 6 people. It is unique because of its location: 10 minutes walking from the picturesque village of Montisi, immersed in the Tuscan hills and in an amazing peace and quiet. Surrounded by fruit trees and olive trees, with lots of land for your …see more

Certificate of Excellence

from $153 / night

$1055 - $1172 / week

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from $153 / night

36

Vacation home in Montisi

Province of Siena / Montisi

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
Villa Leopoldo A is a cozy and welcoming apartment which is part of a small and gracious medieval hamlet consisting of old houses in stone. It sleeps four people. From Villa Leopoldo A you will enjoy a charming view of the Crete Senesi and of the surrounding countryside …see more

from $218 / night

$1523 - $1664 / week

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from $218 / night

36

Vacation home in Montisi

Province of Siena / Montisi

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
Villa Leopoldo C is a cozy and welcoming apartment which is part of a small and gracious medieval hamlet consisting of old houses in stone. It sleeps two people. From Villa Leopoldo C you will enjoy a charming view of the Crete Senesi and of the surrounding countryside. …see more

from $151 / night

$1055 - $1172 / week

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from $151 / night

36

Montisi Vacation home rental

Province of Siena / Montisi

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
Villa Leopoldo B is a cozy and welcoming apartment which is part of a small and gracious medieval hamlet consisting of old houses in stone. It sleeps three people. From Villa Leopoldo B you will enjoy a charming view of the Crete Senesi and of the surrounding countrysid …see more

from $151 / night

$1055 - $1172 / week

Inquire View

from $151 / night

36

Montisi Vacation home rental

Province of Siena / Montisi

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Villa Leopoldo D is a cozy and welcoming apartment which is part of a small and gracious medieval hamlet consisting of old houses in stone. It sleeps three people. From Villa Leopoldo D you will enjoy a charming view of the Crete Senesi and of the surrounding countrysid …see more

from $151 / night

$1055 - $1172 / week

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from $151 / night