List your home
Apply filters
£ to

Holiday homes 33

Reset search

Show results on map

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Quercegrossa
8 properties

Filters applied: Smokers (33)

Payment Protection
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
33 Results   |  

Very Good 4/5 

18 Photos

Province of Siena / Monteriggioni

Farmhouse / 2 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £23 / night

£161 - £537 / week

View

Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more


31 Jul 2013

4/5

"Erholsame Urlaubstage im Casa Verniano"

Hallo Jlenja, Roberta und Roberto, Wir haben bei Euch sehr schöne 12 Urlaubstage in der Wohnung Istrice verbracht. Die Wohnung ist geschmackvoll eingerichtet.Die Anlage ist wunderschön. Die Lage d… More

See all reviews Continue

20 Photos

Province of Siena / Monteriggioni

Apartment / 3 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £76 / night

£526 - £621 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • 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.  …see more

20 Photos

Province of Siena / Monteriggioni

Apartment / 3 Bedrooms / sleeps 7

3 Nights min stay

Add to shortlist

from £93 / night

£649 - £840 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • 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.  …see more

Featured properties

21 Photos

Province of Siena / Monteriggioni

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £84 / night

£584 - £1022 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Charming holiday apartment in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area.  …see more

20 Photos

Province of Siena / Monteriggioni

Apartment / 3 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £146 / night

£1022 - £1636 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to enjoy: Breakfast Dinner Wine tasting  …see more

27 Photos

Province of Siena / Monteriggioni

House / 1 Bedroom / sleeps 4

Short stays welcome

Add to shortlist

from £37 / night

£256 - £365 / week

View

Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The apartment is situated in a residence which rapresent the perfect tuscan style. Centuries ago it was a convent, then it was inhabitated by farmers. It's the perfect place where you can spend your holidays in tranquility and relax, inside the typical Tuscan country.  …see more

Excellent 5/5 

36 Photos

Province of Siena / Monteriggioni

Villa / 2 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £146 / night

£1022 - £1241 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Wonderful Villa with private pool overlooking the castle of Monteriggioni  …see more


2 Aug 2015

5/5

"A wonderful place to stay"

Spent 2 weeks in Monteriggioni Suite with with my wife and 2 children. The property is perfect for a family of 4. There is a mezzanine sofa bed so you could fit in another couple as well.The property … More


22 Jun 2015

5/5

"Great house, great location."

Arrived a little early, but Carlo, the owner, turned out to greet us with no problem. He's extremely friendly and approachable and took much time to show us around this absolutely delightful house. Th… More

Thanks a lot, very kind I hope to have new guests! Carlo


1 Jun 2014

5/5

"A fantastic place to relax and enjoy the best of Tuscany."

We have now stayed here twice, and will be coming again. The owners are extremely friendly and helpful, and their local knowledge is invaluable. The villa is in a superb position, with easy access t… More

Hello Thank you so much Yours is the first feedback and we keep in a special way See you July 19 Philiph, the pool water is warm now! Greetings to all

See all reviews Continue

Excellent 5/5 

14 Photos

Province of Siena / Monteriggioni

B&B / 2 Bedrooms / sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £81 / night

£563 / week

View

Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
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 so  …see more


14 Feb 2015

5/5

"funzionale ad ogni esigenza"

almeno un giorno a settimana, insieme alla mia compagna sono ospite del Giardino, avedno ormai conoscenza della struttura situata un un luogo splndido, panoramico e rilassante, oltre alla perfetta osp… More


27 Jan 2015

5/5

"ottimo"

bellissimo posto e' la signora angela e' bravissima ha messo a disposizione subito tutto non ci sono parole persone cosi sono molte rare vi consiglio di andarci e' veramente un nido d'amore grazie ang… More

See all reviews Continue

Very Good 4.5/5 

25 Photos

Province of Siena / Monteriggioni

Apartment / 1 Bedroom / sleeps 3

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £34 / night

£236 - £546 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
It's a must for countryside, peace and relaxation, trekking, biking trail. The nearest shops: restaurants, pharmacy, bar, bakery, are located 2 Km.  …see more


27 May 2014

5/5

"Absolutely beautiful country-side, traditional Tuscan home"

My husband and I stayed three nights at Letizia's house. She has a beautiful house well off the beaten path. The place is an apartment that is attached to her personal home and is located deep within … More


11 Feb 2014

5/5

"Just the perfect place to discover Toscana by car, beautiful house and garden"

Letizia'house is so welĺ located and quite, and she is a great host! She explained us the most important cities to visit. The flat is really pretty, like a little loft! A place hard to leave!!! we re… More


5 Feb 2014

5/5

"The ideal place for nature and culture holidays"

A very beautiful, hidden and calm place to relax, very private, in the countryside 10 min from Siena! In forest and olive groves, view over the hills with Sienna in the background. The apartment is bi… More

See all reviews Continue

Excellent 5/5 

22 Photos

Province of Siena / Monteriggioni

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

1 night min stay

Add to shortlist

from £43 / night

£295 - £442 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Outside of the Magione Agriturismo, a large, fenced garden will allow children to play in complete safety, while also offering the opportunity to dine outside enjoying the barbecues for guests.  …see more


27 Jun 2015

5/5

"Idealic retreat in Tuscany"

I have just spent two fabulous days with my wife Alison and friend Jim in this lovely part of Tuscany. We rented a two bedroom apartment which had every amenity who could want. It was very clean and… More


20 Oct 2013

5/5

"Excellent value on the top of the hill close Siena"

8 km from Siena, few more from San Gimignano, Monteriggione at hand, Chanti very close - ,what can a Tuscany traveller want more. If you want the top tourist places as well as if your are looking for … More


7 Sep 2013

5/5

"Wonderful pool and charming owners"

We had a wonderful two week stay at Agriturismo La Magione. The apartment was simple but provided everything we needed, and the pool area was superb, with a large, clean swimming pool, perfect for our… More

Dear Sir and Madam, I want to thank you for your demonstration of esteem. I am very glad that you all had a great time at our house you and your boys. I hope to again and spend some quality time together maybe drinking a good wine. A heartfelt greeting, Riccardo Mancini

See all reviews Continue

4 Photos

Province of Siena / Monteriggioni

Farmhouse / 1 Bedroom / sleeps 2

30 Nights min stay

Add to shortlist

from £79 / night

£548 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
ideal place for ritired couples long staying preferred  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 2 Bedrooms / sleeps 8

2 Nights min stay

Add to shortlist

from £42 / night

£292 - £395 / week

View

Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The apartment is an excellent starting point for excursions on foot or mountain bike in the via Francigena or Montagnola senese.Siena is about 13 km, Monteriggioni approx. 8 km. you can do excursions also to s. Gimignano, Colle di Val D'elsa, Casole, s. Galgano  …see more

23 Photos

Province of Siena / Monteriggioni

Villa / 5 Bedrooms / sleeps 10

2 Nights min stay

Add to shortlist

from £1158 / night

£8106 - £10316 / week

View

Key info:

  • Ask owner if suitable for children
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Born from the careful restoration of an ancient manor, this enchanting property comprises two restored historic farmhouses: the manor's farmhouse and the independent (but equally gorgeous! guest house.  …see more

24 Photos

Province of Siena / Monteriggioni

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £208 / night

£1450 - £2250 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • 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. There are classic Tuscan views of vineyards and rolling hills from around the villa.  …see more

19 Photos

Province of Siena / Monteriggioni

Apartment / 1 Bedroom / sleeps 4

1 night min stay

Add to shortlist

from £94 / night

£657 - £1022 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday suite apartment in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes from Siena, San Gimignano and Florence. Fantastic view from terrace. Shared pool  …see more

20 Photos

Province of Siena / Monteriggioni

Apartment / 1 Bedroom / sleeps 4

1 night min stay

Add to shortlist

from £79 / night

£548 - £869 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to take: Breakfast Dinner Wine tasting  …see more

20 Photos

Province of Siena / Monteriggioni

Apartment / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £63 / night

£438 - £716 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to take: Breakfast Dinner Wine tasting  …see more

19 Photos

Province of Siena / Monteriggioni

House / 15 Bedrooms / sleeps 30

Min stay varies

Add to shortlist

Pricing unknown

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Poggiarello is a special place to spend a charming holiday in close contact with nature, where is possible to reach in few minutes Siena, San Gimignano, Firenze, Pisa, Lucca, Monteriggioni,Montalcino.  …see more

13 Photos

Province of Siena / Monteriggioni

Villa / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £668 / night

£4672 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Is the perfect mix of luxury and rustic Italian, with a relaxed feel perfect for a holiday with friends and family or for a special celebration! Stomennano's got so much character and charm and you'll be amazed by the beauty of the Villa and the gardens.  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 3 Bedrooms / sleeps 5

3 Nights min stay

Add to shortlist

from £65 / night

£450 - £848 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 3 bedrooms sleeps 5  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £63 / night

£435 - £811 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

12 Photos

Province of Siena / Monteriggioni

Farmhouse / 6 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £443 / night

£3098 - £4132 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Staggia with 6 bedrooms sleeps 12  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £44 / night

£303 - £582 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 1 bedrooms sleeps 2  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £53 / night

£366 - £712 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

20 Photos

Province of Siena / Monteriggioni

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £47 / night

£325 - £599 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 1 bedrooms sleeps 2  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £70 / night

£487 - £877 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 3 bedrooms sleeps 6  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £74 / night

£517 - £929 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 3 bedrooms sleeps 6  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £63 / night

£435 - £848 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £63 / night

£438 - £836 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £63 / night

£438 - £816 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £74 / night

£517 - £924 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 3 bedrooms sleeps 6  …see more

18 Photos

Province of Siena / Monteriggioni

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £42 / night

£292 - £564 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Monteriggioni with 1 bedrooms sleeps 2  …see more

24 Photos

Province of Siena / Monteriggioni

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £52 / night

£358 - £703 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page