50 Best Vacation Rentals in Radicondoli - Holiday Lettings - Cabins

Close

Radicondoli

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

70 Vacation rentals

(6) Excellent 

36

Vacation villa with indoor pool in Radicondoli

Province of Siena / Radicondoli

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 79 mi
  • Swimming pool
  • Child friendly
Set in the heart of Tuscany this spacious, detached, hilltop villa has 180° views from a grand terrace and is close to Siena, the beach and all the other important sights. Enjoy fantastic indoor and outdoor spaces. Every room has a view of Tuscany as it unfolds beneath …see more

from $328 / night

$2296 / week

Book View

from $328 / night

(1) Excellent 

35

Vacation apartment in Radicondoli

Province of Siena / Radicondoli

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Child friendly
Il Noce is a very comfortable recently renovated apartment and is ideal for a quiet or active holiday in the idyllic countryside with splendid views and inviting walks. This attractive self contained apartment adjoins the main farmhouse where the owners live and has tw …see more

from $109 / night

$760 / week

Book View

from $109 / night

(8) Excellent 

31

Vacation farmhouse with shared pool in Radicondoli

Radicondoli / Belforte

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Just 12 km from the historic town of Radicondoli, La Boscaglia is the perfect place to experience the beautiful Tuscan countryside hidden in the hills above Siena. La Boscaglia farmhouse is divided into 5 separate spacious self catering apartments with their very …see more

from $131 / night

$912 / week

Book View

from $131 / night

(6) Excellent 

32

Vacation home with swimming pool in Radicondoli

Province of Siena / Radicondoli

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
In our rustic house Il Torrione you will find all the peacefulness that only Tuscany can offer the visitor. Our customers will find this large apartment in Radicondoli, town in the green of Tuscany hills, composed by three bedrooms, bathrooms, a kitchen, a living room a …see more

from $125 / night

$875 - $1367 / week

Book View

from $125 / night

(3) Very Good 

43

Radicondoli Vacation farmhouse rental

Province of Siena / Radicondoli

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
IL VECCHIO MULINO FARMHOUSE Il Vecchio Mulino is an Old Mill, built at the beginning of the 19th century completely restored. It is the ideal place to enjoy a relaxing holiday. SUPERB EXPERIENCE You can enjoy the real tuscan experience: city tour, typical food & wine t …see more

from $104 / night

$602 - $820 / week

Book View

from $104 / night

(1) Excellent 

22

Villa rental in Radicondoli with swimming pool

Province of Siena / Radicondoli

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The Casale is a very nice private villa, reachable through a dirt road easy to go also with a city car! The villa has a private swimming pool, outdoor BBQ and Jacuzzi, 5 bedrooms and 5 bathrooms (at least 10 people), it also has a big kitchen a big living room with fire …see more

from $361 / night

$2515 / week

Book View

from $361 / night

28

Radicondoli Vacation farmhouse rental

Province of Siena / Radicondoli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
THE APARTMENT "FRANTOIO" > Size: ( 4+2 people 90 sq. m) > Bed: 1 Double + 2 twin beds + 1 double sofa bed Ground floor, with private terrace, 100 m from the swimming pool. Bright, spacious apartment. Living room with double sofa bed (2 pers.), kitchen - 1 double roo …see more

from $175 / night

$755 - $973 / week

Book View

from $175 / night

(6) Very Good 

24

Cottage rental in Radicondoli with swimming pool

Province of Siena / Radicondoli

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
In the picturesque setting of the "Metallifere" hills, west from Siena, is found this characteristic stone built house, completely independent and surrounded by an extensive garden with private pool available from May to October. Casalforte is in a peaceful, panoramic p …see more

from $93 / night

$651 - $1899 / week

Inquire View

from $93 / night

(6) Very Good 

25

Villa rental in Radicondoli with swimming pool

Province of Siena / Radicondoli

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
Situated below the mediaeval village of Radicondoli, this property enjoys an exceptional view over the Chianti hills, taking in the towers of San Gimignano and stretching as far as the Apennines.This self standing villa, surrounded by olives groves and fruit trees, has …see more

from $79 / night

$547 - $2187 / week

Inquire View

from $79 / night

20

Farmhouse rental in Radicondoli with shared pool

Radicondoli / Belforte

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
The main house 'Il Ciliegio' is a very old farm, dated around 1200, on the road which goes from Belforte to the sea. The house is exposed to the south, between the forest and the valley of the cultivated fields surrounded by tranquility and nature. We are not far from B …see more

Pricing unknown

Book View

Pricing unknown

(8) Excellent 

24

Province of Siena / Radicondoli

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Child friendly

from $190 / night

$1328 / week

Book View

from $190 / night

27

Radicondoli Vacation home rental

Province of Siena / Radicondoli

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
This typical stone house is situated in a panoramic position about 200 m. from Radicondoli, a characteristic and attractive mediaeval village (population 1.000) situated in a hilly position about 45 km from Siena. Guests can therefore avail of all the facilities availa …see more

from $104 / night

$711 - $1640 / week

Inquire View

from $104 / night

(3) Very Good 

20

Radicondoli Vacation apartment rental

Province of Siena / Radicondoli

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
The apartment La Ginestra is situated on the ground floor of the Villa Il bel canto. It has: a large dining/sitting room with kitchen corner, chimney, tv, and a large window door to the garden. In the winter floor heating in every room.The kitchen is fully organized wit …see more

Pricing unknown

Book View

Pricing unknown

(2) Excellent 

21

Vacation farmhouse with shared pool in Radicondoli

Province of Siena / Radicondoli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
The CASETTINO Holiday House is an antique farmhouse in Radicondoli, province of Siena, dipped in the green of Tuscany hillsand in the middle of a nature preserved wildlife. It offers a complete relax stay, but also the possibility to quickly reach the main art cites of …see more

from $55 / night

$380 - $760 / week

Book View

from $55 / night

(7) Very Good 

27

Radicondoli Vacation cottage rental

Province of Siena / Radicondoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
Situated below the mediaeval village of Radicondoli, this property enjoys an exceptional view over the Chianti hills, taking in the towers of San Gimignano and stretching as far as the Apennines. This self standing villa is surrounded by an extensive garden and provid …see more

from $109 / night

$532 - $1899 / week

Inquire View

from $109 / night

(2) Excellent 

19

Vacation apartment rental

Province of Siena / Radicondoli

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 64 mi
  • Swimming pool
  • Pet friendly
In the heart of Tuscany, surrounded by olive trees and vineyards lies the Agriturismo San Pierino with the nice apartment for 2 middle of a plot of 7 hectares. Here you will find the ideal setting if you want to enjoy peace and serenity to the fullest. Apartment for ma …see more

from $46 / night

$319 / week

Book View

from $46 / night

(1) Good 

38

Vacation farmhouse in Radicondoli

Province of Siena / Radicondoli

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
Apartment NESPOLO at "Il Vecchio Mulino Farmhouse" "Il Vecchio Mulino Farmhouse" is an Old Mill, built at the beginning of the 19th century.Having been completely restored to respect the original features, it is the ideal place to enjoy a relaxing holiday in total peace …see more

from $405 / night

$1312 - $1914 / week

Book View

from $405 / night

(3) Very Good 

15

Province of Siena / Radicondoli

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly

from $233 / night

$1628 / week

Book View

from $233 / night

29

Province of Siena / Radicondoli

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from $547 / night

$3827 / week

Book View

from $547 / night

(2) Excellent 

16

Radicondoli Vacation apartment rental

Province of Siena / Radicondoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
The apartment Ulivo is on the first floor of the Villa and has 2 large double/twin bedrooms, a kitchen, sitting/dining room with view and chimney. Kitchen, 1 shower bathroom & 1 guest bathroom. There is a Tv, wifi, and rooms with a view. This apartment is ideal f …see more

Pricing unknown

Book View

Pricing unknown

(2) Very Good 

20

Radicondoli Vacation cottage rental

Radicondoli / Belforte

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
In the picturesque setting of the "Metallifere" hills, west from Siena, is located this characteristic stone built house, recently renovated in keeping with the traditional style and character, with wood beams and terra cotta floors, furnished in a comfortable, rustic s …see more

from $94 / night

$656 - $1968 / week

Inquire View

from $94 / night

32

Radicondoli Vacation apartment rental

Province of Siena / Radicondoli

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
Ginestra at Vecchio Mulino Farmhouse Ginestra: 2-room apartment sleeping 2/4 (60 sq. m) Ground floor, with view of the valley, 50 m from the swimming pool. Kitchen /living room with double sofa bed – double bedroom – bathroom with shower. Private terrace with dini …see more

from $108 / night

$597 - $779 / week

Book View

from $108 / night

(3) Excellent 

24

Radicondoli / Belforte

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from $234 / night

$1628 - $2387 / week

Book View

from $234 / night

(2) Excellent 

21

Vacation guest house in Radicondoli

Province of Siena / Radicondoli

3 5 4 nights min

  • 3 bedrooms
  • Sleeps 5
  • 4 nights min
  • Nearest beach 60 mi
  • Suitable for children age 5+
  • Ask about pets
A spacious thirteenth century town house built right on the walls of the historic centre of Radicondoli. Here you will be strategically placed on the edge of the village with stunning views at all three levels. On the ground floor you enter a large authentic Tuscan kitc …see more

from $175 / night

$875 / week

Book View

from $175 / night

(2) Very Good 

40

Vacation apartment in Radicondoli

Province of Siena / Radicondoli

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Child friendly
'Il Susino' is a self contained apartment in lush green surroundings. It is the ideal accommodation for two, but can also be rented jointly with Il Noce della Fonte (see details) for larger groups who like to holiday together and yet enjoy an element of independence. T …see more

from $71 / night

$492 / week

Book View

from $71 / night

25

Province of Siena / Radicondoli

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Nearest beach 65 mi
  • Swimming pool
  • Suitable for children age 5+

from $77 / night

$460 - $613 / week

Book View

from $77 / night

(5) Very Good 

31

Radicondoli Vacation farmhouse rental

Province of Siena / Radicondoli

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
We have 5 spacious self catering apartments surrounded by gardens including a swimming pool, open air BBQ and wood oven in the middle of 1500 h's of woodland, hidden in the hills above Siena. Just 12 km's from the historic town of Radicondoli, we are the perfect place t …see more

from $104 / night

$722 / week

Book View

from $104 / night

17

Province of Siena / Radicondoli

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min

from $93 / night

$460 / week

Book View

from $93 / night

35

Province of Siena / Radicondoli

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 70 mi
  • Child friendly
  • Ask about pets

from $164 / night

$766 / week

Book View

from $164 / night

23

Province of Siena / Radicondoli

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Private garden

from $77 / night

$492 - $760 / week

Book View

from $77 / night

(4) Excellent 

24

Province of Siena / Radicondoli

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Nearest beach 60 mi
  • Ask about children
  • Ask about pets

from $77 / night

$547 / week

Book View

from $77 / night

(1) Good 

28

Vacation farmhouse rental

Radicondoli / Belforte

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 55 mi
  • Swimming pool
  • Child friendly
Situated at the edge of a park, just within 5 minutes walk to the mediaeval hilltop village of Radicondoli, the property enjoys an exceptional view over the Metallifere Hills and those of Chianti, taking in the towers of San Gimignano and stretching as far as the Apenni …see more

from $62 / night

$434 - $1899 / week

Inquire View

from $62 / night

(3) Excellent 

43

Vacation villa in Radicondoli

Province of Siena / Radicondoli

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 65 mi
  • Child friendly
  • Pet friendly
The old country villa is composed by a large sitting-room with a huge traditional fireplace and a big sofa, a dining-room provided with a big table for 8 people, two double bedrooms, each with its own private bathroom, a studio with two single beds, a kitchen with store …see more

Pricing unknown

Book View

Pricing unknown

26

Vacation guest house in Radicondoli

Province of Siena / Radicondoli

1 10 4 nights min

  • 1 bedroom
  • Sleeps 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 70 mi
  • Child friendly
Your hosts Emanuela and Marco look forward to welcoming you to their home. They will also give you every assistance to help you discover and understand the opportunities offered by the surrounding countryside and tourist attractions. Whether you choose to stay put, or e …see more

from $434 / night

$2929 / week

Book View

from $434 / night

38

Province of Siena / Radicondoli

6 10 4 nights min

  • 6 bedrooms
  • Sleeps 10
  • 4 nights min
  • Nearest beach 70 mi
  • Child friendly
  • Pet friendly

from $383 / night

$2679 / week

Book View

from $383 / night

20

Radicondoli Vacation apartment rental

Province of Siena / Radicondoli

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Located at 1,900mt from the Medieval town of Radicondoli with all its shops and restaurants yet peaceful and quiet surrounded by olive groves and the beautiful hills of the Siena countryside.60 kms from the Sea. 40 minutes from Siena, Volterra, San Gimignano. 1 hour fro …see more

Pricing unknown

Book View

Pricing unknown

(9) Excellent 

24

Radicondoli Vacation farmhouse rental

Province of Siena / Radicondoli

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Nearest beach 55 mi
  • Swimming pool
  • Child friendly
This property is a typical stone farmhouse with dependance recently transformed into an enchanting holiday villa, conveniently located at just 3 km from the characteristic medieval village of Radicondoli. This area, west of Siena is characterised by the gentle rolling h …see more

from $102 / night

$711 - $3225 / week

Inquire View

from $102 / night

12

Apartment rental in Radicondoli with shared pool

Province of Siena / Radicondoli

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This lovely apartment is placed inside the beautiful Borghetto Poggio Bianco, a peaceful place, surrounded by nature where our guest can relax, enjoy a swim, looking at the sunset inside the Jacuzzi, take a walk in the wood or just take the car and enjoying good food, w …see more

from $78 / night

$547 / week

Book View

from $78 / night

23

Province of Siena / Radicondoli

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 56 mi
  • Swimming pool
  • Child friendly

from $388 / night

$2712 / week

Book View

from $388 / night

(6) Very Good 

34

Radicondoli Vacation villa rental

Province of Siena / Radicondoli

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
CHARMING VILLA IN TUSCANY: VILLA FIORENZANI is immersed in the heart of Tuscany's famous rolling hills close to Siena, Florence, Pisa and Grossetto. You'll find it just a few steps from the gorgeous medieval centre of Radicondoli. Villa Fiorenzani comprises the villa …see more

from $383 / night

$1301 - $3007 / week

Book View

from $383 / night

1