30 Best Vacation Rentals in Monticiano - Holiday Lettings - Cabins

Close

Monticiano

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

33 Vacation rentals

(6) Excellent 

35

Monticiano / Tocchi

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 50 mi
  • Child friendly
  • Pet friendly

 …see more

from $76 / night

$496 - $1046 / week

Book View

from $76 / night

(7) Very Good 

20

Vacation apartment in Monticiano

Province of Siena / Monticiano

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Casa Gigliola, holiday villa near Siena, can accommodate up to 7 people and is perfect for a large family or a group of friends, has private parking space, a large balcony and easy access to the village swimming pool.The house is located in Monticiano, a medieval v  …see more

from $87 / night

$604 / week

Book View

from $87 / night

(2) Excellent 

40

Monticiano / Iesa Palazzo

6 9 1 night min

  • 6 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from $194 / night

$1294 / week

Book View

from $194 / night

100

Vacation villa with swimming pool in Monticiano

Province of Siena / Monticiano

9 18 2 nights min

  • 9 bedrooms
  • Sleeps 18
  • 2 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Exteriors This rental villa has been restored maintaining authentic, rustic Tuscan style and has a 11 x 6 x 190 swimming pool. Its landscaped gardens offer plenty outdoor areas with garden furnishings. This Tuscan rental villa is nestled within a wildlife reserve  …see more

from $1186 / night

$8082 - $8513 / week

Inquire View

from $1186 / night

84

Villa rental in Monticiano with swimming pool

Monticiano / Tocchi

14 27 7 nights min

  • 14 bedrooms
  • Sleeps 27
  • 7 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
This exclusive luxury villa nestled in the hills of the Tuscan countryside in the south of the province of Siena offers top-quality accommodation completed by first-class services and panoramic views in a natural biogenetic reserve in the Val di Merse.Villa Osse  …see more

from $3430 / night

$24004 - $32005 / week

Inquire View

from $3430 / night

(4) Excellent 

96

Vacation villa in Monticiano

Province of Siena / Monticiano

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Holiday and wedding villla, accommodates up to 18 people. Large tended outdoor green areas with 11x9 private pool. Tucked away yet not isolated. All necessary amenities in the village only 3 minutes walking distance. Refurbished keeping it's authentic, rustic and  …see more

from $1186 / night

$8082 - $13130 / week

Book View

from $1186 / night

20

Vacation apartment in Monticiano

Province of Siena / Monticiano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Rustic and charming 50 sq.mt first-floor one bedroom apartment in traditional Tuscan villa with pool. Sleeps 2. Authentic interiors with terracotta floors and chestnut wood beamed ceilings. Decorative fireplace (not working). Bedroom with double bed and ensuite bat  …see more

from $138 / night

$960 / week

Book View

from $138 / night

(1) Excellent 

14

Vacation apartment in Monticiano

Province of Siena / Monticiano

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 60 mi
  • Child friendly
  • Ask about pets
This apartment is in the historical center of a beautiful town near Siena. Its name is Monticiano. It's composed by 2 bedrooms (for 4 gests), 1 bathroom (with a shower box), 1 indipendent kitchen and a great dining room. The apartment is 75 mq. In the centre of th  …see more

from $65 / night

$432 / week

Book View

from $65 / night

31

Province of Siena / Monticiano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 50 mi
  • Ask about children
  • Pet friendly

 …see more

from $76 / night

$485 - $518 / week

Book View

from $76 / night

23

Vacation villa with swimming pool in Monticiano

Province of Siena / Monticiano

9 9 Min stay varies

  • 9 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa Leccio is a world apart set in a charming and peaceful place where guests can truly relax and rediscover a calmer pace of life, away from the city. The villa is nesteled in the beautiful unspoiled widerness of a natural reserve. It is close to Siena and to San Gal  …see more

Pricing unknown

Inquire View

Pricing unknown

16

Vacation apartment in Monticiano

Province of Siena / Monticiano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Cozy 34 sq.mt. apartment in Tuscan villa with pool. Sleeps 2. Authentic interiors with terracotta floors and chestnut wood beamed ceilings. Double bed. Bathroom with shower. Designer ceiling fan for summer cooling. Essential food facilities: 2-ring gas hob, extractor  …see more

from $128 / night

$890 / week

Book View

from $128 / night

(3) Very Good 

20

Vacation apartment in Monticiano

Province of Siena / Monticiano

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Nearest beach 65 mi
  • Child friendly
  • Air conditioning
The apartment (60m2 - approx. 600 sqf) is located on the top floor and is made up of 4 beautifully-decorated rooms with a light blue pastel colour motif.The holiday flat has one double bedroom, with ample storage space and in the living room there is a double sofab  …see more

from $76 / night

$485 - $636 / week

Book View

from $76 / night

44

Province of Siena / Monticiano

1 4 1 night min

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

 …see more

from $71 / night

$491 - $566 / week

Book View

from $71 / night

4

Province of Siena / Monticiano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

Pricing unknown

Book View

Pricing unknown

22

Province of Siena / Monticiano

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly

 …see more

from $191 / night

$1347 / week

Book View

from $191 / night

24

Monticiano / Tocchi

1 5 5 nights min

  • 1 bedroom
  • Sleeps 5
  • 5 nights min
  • Nearest beach 39 mi
  • Suitable for children age 5+
  • Air conditioning

 …see more

from $97 / night

$647 - $1213 / week

Book View

from $97 / night

15

Vacation apartment in Monticiano

Province of Siena / Monticiano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Lovely 02 people middle floor 36 sq.mt apartment in traditional Tuscan villa with pool. Authentic interiors with terracotta floors and chestnut wood beamed ceilings. Double bed. Bathroom with shower. Designer ceiling fan for summer cooling. Essential food facilities:  …see more

from $132 / night

$911 - $938 / week

Book View

from $132 / night

100

Vacation apartment with shared pool in Monticiano

Province of Siena / Monticiano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
The independent cottage Oca is divided into two floors and lies at 430 mt from the main villa. It affords a gazebo furnished with table and chairs and barbecue to enjoy relaxation and a good fresh meal al fresco.On the ground floor it featu  …see more

Pricing unknown

Inquire View

Pricing unknown

14

Vacation apartment in Monticiano

Province of Siena / Monticiano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Charming 52 sq.mt attic apartment in traditional Tuscan villa with pool. Sleeps 2/4 people. Authentic interiors with terracotta floors and chestnut wood beamed ceilings. Bedroom with double bed and ensuite bathroom with shower. Additional comfortable double sofa b  …see more

from $138 / night

$960 / week

Book View

from $138 / night

18

Apartment rental in Monticiano

Province of Siena / Monticiano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Entrance Kitchen with dining area Bathroom Living room Master bedroom Monticiano is a typical ancient Tuscany village, 7 Km away from Terme di Petriolo, an old thermal town with hot spring facilities open all the year . Situated at 35km from Siena and Grosseto, this ti  …see more

from $76 / night

$432 / week

Book View

from $76 / night

38

Vacation villa with swimming pool in Monticiano

Province of Siena / Monticiano

14 28 7 nights min

  • 14 bedrooms
  • Sleeps 28
  • 7 nights min
  • Swimming pool
  • Private garden
Villa delle Stelle – Monticiano Siena – Tuscany14 Double Bedrooms – Swimming Pool - SpaVilla delle Stelle is a residence in an unspoiled setting, offering state-of-the-art amenities and technologies. It is located to the south of th  …see more

from $3430 / night

$24004 - $32005 / week

Book View

from $3430 / night

17

Monticiano Vacation villa rental

Province of Siena / Monticiano

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 48 mi
  • Swimming pool
  • Child friendly
It is a peacefull south-east oriented villa located in the hills of Tuscany between Siena and Porto Santo Stefano. The villa dominates the valley. The landscape is astonishing and Villa Banfi, the best Brunello's producer is the characterizing element of the backgr  …see more

from $227 / night

$1509 / week

Book View

from $227 / night

34

Vacation apartment in Monticiano

Province of Siena / Monticiano

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 70 mi
  • Child friendly
  • Private garden
Lovely apartment restored with attention to details, in typical Tuscan style, equipped with every comfort, set close to the main facilities of the town of Iesa (SI). It is located on the first floor of a small stone building and consists of a spacious living room with a  …see more

from $73 / night

$453 / week

Book View

from $73 / night

69

Province of Siena / Monticiano

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $2302 / night

$16110 - $21498 / week

Inquire View

from $2302 / night

21

Province of Siena / Monticiano

Studio 5 7 nights min

  • Studio
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $102 / night

$716 - $982 / week

Book View

from $102 / night

11

Province of Siena / Monticiano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from $135 / night

$943 / week

Book View

from $135 / night

15

Province of Siena / Monticiano

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from $114 / night

$793 / week

Book View

from $114 / night

17

Province of Siena / Monticiano

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from $124 / night

$868 / week

Book View

from $124 / night

31

Province of Siena / Monticiano

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $863 / night

$6038 / week

Book View

from $863 / night

17

Province of Siena / Monticiano

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

 …see more

from $188 / night

$1313 - $2363 / week

Book View

from $188 / night

16

Province of Siena / Monticiano

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from $135 / night

$943 / week

Book View

from $135 / night

26

Province of Siena / Monticiano

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

 …see more

from $232 / night

$1613 - $2719 / week

Book View

from $232 / night

17

Province of Siena / Monticiano

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

 …see more

from $242 / night

$1688 - $3019 / week

Book View

from $242 / night

1