List your home
Apply filters
£ to

32 Holiday homes in Monteriggioni

Reset search

Show results on map

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Rome
2,421 properties
Florence
947 properties
Trapani
498 properties
Venice, Veneto
481 properties
Amalfi Coast
457 properties
Cortona
428 properties
Lucca
428 properties
Palermo
383 properties
Sorrento, Campania
350 properties
Cefalu
310 properties
San Gimignano
296 properties
Greve in Chianti
267 properties
Taormina
260 properties
Syracuse
250 properties

Filters applied: Non-Smoking property (32)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
32 Results  |  
15 Photos

Farmhouse | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £61 /night

£424 - £636 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
L'agriturismo è situato in modo da poter raggiungere con facilità i luoghi di maggiore interesse artistico : Siena, Volterra, Firenze, Monteriggioni, San Gimignano ecc... La zona è molto tranquilla, adatta al relax o a passeggiate  …see more

17 Photos

Farmhouse | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £61 /night

£424 - £636 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
luogo molto tranquillo,adatto al relax o a passeggiate. L'agriturismo è situato in modo da poter raggiungere in poco tempo le principali città d'arte della Toscana : Siena, Firenze, San Gimignano, Volterra , Monteriggioni ecc...  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 11

Short stays welcome

Add to shortlist

from £240 /night

£1680 - £3596 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
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

Featured properties

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £101 /night

£704 - £1069 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
Podere Staggia is a splendid farm house (18 th century) located on the top of a hill. The apartment of this farmhouse offers you the unique and rare possibility to enjoy an old, large (170 m2) and luminous house in the Siena area with a 360° open view. Ideal place for a family or a group of friends to enjoy quiet and restful holidays.  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £116 /night

£806 - £1468 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
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).  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £138 /night

£960 - £1280 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Make Stomemmano the destination, not just the base for your Tuscan holiday!  …see more

8 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £286 /night

£2000 - £2640 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • May take pets – please enquire
If you are searching for something very special, with charm, history and love for details- thats the place to be. It it the perfect hub to discover the jewels of tuscany (if you want to stay in lovely apartments with your friends) or to celebrate a ferry tale wedding-  …see more

8 Photos

Farmhouse | 6 Bedrooms | sleeps 12

3 Nights min stay

Add to shortlist

from £343 /night

£2400 - £3680 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
The Farm house Tinaione is an ideal locations for a riunion of big family or for a group holiday as it has all the comfort in the rustic simple tuscan way for 12 persons, the appartament is very charmy and the owner knows exately how to look after you. The infinity pool with the stunning views of the tuscan landscape is the perfect setting holiday!  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £48 /night

£334 - £584 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
The farmhouse, a private estate belonging to one single family for centuries, lies on a plot partly belonging to in the municipality of Monteriggioni, and partly to the one of Casole: more than 500 acres of woods, pastures and arable land of Montagnola Senese. Here t...  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £454 /night

£3173 - £4808 / week

View

Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This villa is an elegant 18th century mansion near Siena in the Chianti wine region, perfect for visiting Tuscany and relaxing by the pool during your holidays in Italy. The villa has a vantage position on a hill above the old town of Staggia Senese. From the ...  …see more

24 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £56 /night

£387 - £654 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
The farmhouse, a private estate belonging to one single family for centuries, lies on a plot partly belonging to in the municipality of Monteriggioni, and partly to the one of Casole: more than 500 acres of woods, pastures and arable land of Montagnola Senese. Here t...  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 7

1 night min stay

Add to shortlist

from £117 /night

£813 - £856 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Fatina is a gracious apartment of 110 square meters (about 1180 square feet) for seven people, with shared pool and garden. It is part of a farming estate surrounded by vineyards, and is located on a hillside 300 meters (about 980 feet) above sea level  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £104 /night

£723 - £760 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The house Casa Il Cocchio is a gracious apartment of 100 square meters (about 1076 square feet), for six people, with patio, shared swimming pool and four-hectare (about ten-acre) park  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £146 /night

£1020 - £1333 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Farmhouse apartment betweenandnbsp;Monteriggioni and San Gimignanoandnbsp;with sweeping views over Montepulciano, Italy.andnbsp; This farmhouse apartment is a part of the hamlet with dominating views all around and it consists of aandnbsp;living room with double  …see more

21 Photos

Apartment | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £250 /night

£1748 - £2330 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Theandnbsp;Apartment Monteriggioniandnbsp;is located betweenandnbsp;San Gimignano and Montepulciano, Italyandnbsp;amongst the wondrous woods and vineyards of Sienese Chianti.andnbsp; You can feel the tradition of Tuscany in the decorated wrought iron, original  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £180 /night

£1255 - £1882 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Farmhouse apartment nearandnbsp;Monteriggioni, Siena between San Gimignano and Montepulciano, Italy. This farmhouse apartmernt is a part of the hamlet with dominating views all around and it consists of aandnbsp;living room with double sofabed, one room with double  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £85 /night

£593 - £624 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Rutilia is a gracious apartment of 80 square meters (about 860 square feet) for four people, with shared pool and garden. It is part of a farming estate surrounded by vineyards, and is located on a hillside 300 meters (about 980 feet) above sea level  …see more

21 Photos

Farmhouse | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £684 /night

£4784 - £5200 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Farmhouse Lupiaandnbsp;is a large farmhouse rental in the town of Monteriggioni, in the province of Siena, in Tuscany region, Italy.andnbsp;Farmhouse Lupia has rooms and facilities to accommodateandnbsp;12 guests.andnbsp; There areandnbsp;3 double bedrooms and 3 twin  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £951 /night

£6656 - £6968 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
If you are among those who wish to find solace in a villa that has traces of historic heritage, thenandnbsp;Villa Benedettaandnbsp;is your best bet.andnbsp; This majestic villa is enchanting, bewitching and fascinating all wrapped in one.This is aandnbsp;five star  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £166 /night

£1160 - £2040 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Fragola is a graceful villa surrounded by meadows and by green hills. It sleeps six people. From Villa Fragola you will have a splendid view of the Senesi hills and of the Chiocciola Castle. Villa Fragola is 120 square meters (1290 square feet)  …see more

20 Photos

Farmhouse | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £417 /night

£2918 - £4420 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Farmhouse Vincenzaandnbsp;is a large farmhouse rental in the municipality of Monteriggioni, in the province of Siena, in Tuscany region, Italy.andnbsp; This farmhouse can be rented as one big farmhouse for 12 guests or separately as two small apartments suitable  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £126 /night

£880 - £1888 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Elegant villa sleeps 8 people, so it is perfect for large families and is located in Tuscany Italy. This property is perfect if you seek a charming holiday. The villa features a swimming pool and an internet connection.  …see more

17 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £150 /night

£1048 - £1696 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
charming house, located in Tuscany Italy, has a max. capacity of 4 people. This stunning villa is perfect for families and friends  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £480 /night

£3360 - £4480 / week

View

Key info:

  • Nearest beach 77 km
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This grand villa in the Tuscan countryside near Siena is the perfect holiday base for a family or group to explore the region. It has an elegant feel and plenty of indoor & outdoor space- 6 bedrooms, reception rooms, pool, parkland & terraces.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £184 /night

£1288 - £2688 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
charming villa, located in Monteriggioni Tuscany Italy, has a max. capacity of 12 people. This charming villa is perfect for families and friends  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £128 /night

£896 - £1936 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
elegant villa, located in Tuscany Italy, has a max. capacity of 8 people. This elegant villa is perfect for families and friends  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £49 /night

£340 / week

View

Key info:

  • Swimming pool
  • Suitable for over 5s only
  • May take pets – please enquire
  • Private garden
Appartamento con giardino privato. Piscina condominiale. Ottimo punto di partenza per visitare Siena, San Gimignano, Volterra, Firenze e tutto il Chianti. Noleggio biciclette (10 euro al giorno)  …see more

7 Photos

Barn | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £97 /night

£679 - £1060 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Monteriggioni, Siena, fienile, casale, campagna, piscina, giardino, barbecue, caminetto, villetta, Firenze,  …see more

12 Photos

Hotel apartment | 10 Bedrooms | sleeps 20

Short stays welcome

Add to shortlist

from £122 /night

£848 - £1182 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Dimora Storica di lusso con migliori viste della Toscana. Vicino a Chianti, Monteriggioni, Siena, San Gimignano, Volterra, Firenze, Pienza e Montepulciano. Sperimentate la magia di un luogo senza tempo dove la storia incontra la natura e la tranquillità avvolge l'anima Appartamenti di Lusso, Spa,Piscina, Sauna, Bagno turco, ristorante, vista su Siena,relax, Tuscan Experience.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £49 /night

£340 - £552 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Appartamento di 70mq immerso nelle splendide colline del Chianti. La proprietà, con pavimenti in cotto e soffitti a travi, è parte di una casa colonica situata all'interno di un piccolo borgo, Ideale per una vacanza di completo relax o per visitare Siena e dintorni. Principali località turistiche nelle vicinanze: Siena (10 km), Monteriggioni (16 km), San Gimignano (30 km)  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £59 /night

£408 - £492 / week

View

Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Un giro nei dintorni a soli 8 km da Monteriggioni e punto strategico per raggiungere in breve tempo città ricche di arte e bellezza: Siena(4 km) Firenze, San Gimignano, Volterra, Castellina in Chianti, Monteriggioni , Montalcino, Pienza ecc  …see more

14 Photos

B&B | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £73 /night

£509 / week

View

Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
per una fuga romantica,vicino al castello turrito e tondeggiante di Monteriggioni,un piccolo borgo fortificato a soli 10 km da Siena citta del Palio,siamo immersi nella campagna ,della montagnola senese ,circondata da ulivi ,soli 600 mt dalla frazione di S.Colomba in soli 10 siamo nel centro di Siena  …see more