List your home
Apply filters
£ to

Holiday homes 21

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear
  • Casole d'Elsa Clear

Location

  • All locations
  • Monteguidi (5)

more +

less -

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
Monteguidi
27 properties
Gallena
19 properties

Filters applied: Cot available (21)

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
21 Results   |  
11 Photos

Province of Siena / Casole d'Elsa

Farmhouse / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £61 / night

£426 - £1008 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Farmhouse with Garden and Pool Fantastic Location near the most important Turistic Points Sleeps 6 (3 Bedrooms)  …see more

Excellent 5/5 

24 Photos

Casole d'Elsa / Monteguidi

Farmhouse / 2 Bedrooms / sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £82 / night

£568 - £706 / week

View

Key info:

  • Nearest beach 68 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Ground floor of the smaller farmhouse.Accommodates up to 4 Large master bedroom and a 2nd bedroom with twin beds.Big living room with fireplace, flat screen TV,a comfortable sofa and armchair. Outside a very big loggia with private BBQ for alfresco dining and relaxing  …see more


9 Oct 2013

5/5

"Stunning and Rustic Apartment"

My sister, husband and I stayed at the charming Cipresso Apartment, surrounded by beautiful landscape. The apartment was spacious and well equipped; wooden interiors made the place more rustic. The on… More


27 Jun 2013

5/5

"BEAUTY AND TRANQUILITY IN MAGICAL TUSCANY"

My wife and I were obliged to stay for a week in Agriturismo Piettorri while our local summer house was undergoing alterations.
We had previously passed by this group of beautifully converted farm… More


2 Sep 2014

5/5

"ein kleines Wunder"

Wir haben eine Woche im August in dieser wunderschönen Anlage verbracht - es hat all unsere Erwartungen übertroffen! Geschmacklich sind die typisch toskanischen Stein-Häuser sehr behutsam und auch … More

See all reviews Continue

33 Photos

Province of Siena / Casole d'Elsa

Villa / 5 Bedrooms / sleeps 11

3 Nights min stay

Add to shortlist

from £101 / night

£703 - £1986 / week

View

Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Maretta un antico casolare recentemente restaurato con raffinatezza e arricchito dai più moderni comforts. Situata sulle colline senesi offre una vacanza in pieno relax e al tempo stesso l'opportunità di visitare le più belle città storiche e d'arte della Tosc  …see more

Featured properties

Good 3/5 

23 Photos

Casole d'Elsa / Monteguidi

Apartment / 2 Bedrooms / sleeps 4

Good 3/5 

3 Nights min stay

Add to shortlist

from £41 / night

£284 - £419 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Siena, San Gimignano and Volterra are 40 min. away. Florence is an hour away, the beautiful Tuscan coast just over an hour and there are also plenty of smaller and lesser known cultural, artistic, gastronomic and natural gems all within easy reach. In the middle of  …see more


20 Apr 2014

5/5

"Exceptional value in a a sublime setting"

Timignano is a magical place. Perched among undulating emerald hills, it offers breathtaking views in many directions, including sunrise and sunset. The apartment is well furnished and comfortable, b… More


30 Oct 2014

1/5

"Advertised 2 bath only l bath,2 miles of dirt, rocky road to get to property."

We stayed 30 days. First two weeks by ourselves and last two week friends joined us. The property was advertised as 2 bedroom. 2 bath. There was only 1 bath. I had requested 2 bedroom, 2 bath for … More

Thank you for your comments and stream of criticism! You didn't mention ANY of these issues during your stay!! We are very sorry that Timignano was not the right place for you but we feel it is wrong to make a personal and damaging attack on us just because you chose the wrong place for your needs (an elderly American couple seeking urban modern comforts yet in a rural environment somehow next to a well-lit highway!). Of course the underlying charm, beauty and appeal of a 17th century Tuscan farmhouse set in a magnificent rural setting away from it all will be lost on you.
Yes, we are off the beaten track - but just 25 minutes of beautiful rolling countryside from the motorway. The last 1.5km of road is indeed a gravel road that requires extra care.
I have scoured the rooms for traces of mould and dampness and have found none. The apartment will certainly be dark if you leave the curtains drawn all day as you did, and airless if the windows are unopened for your 30 day stay. Where is the broken sofa??!
A major bonus of our living on site is that we can respond to problems if and when they arise – as long as we are notified. Nobody can tolerate mice and we would have taken appropriate measures immediately. We have since eliminated any risk of entry.
We dedicate our lives to the place, our home after all, and to the comfort and well-being of our guests. For this reason we take all comments, criticism and (thankfully many!) compliments seriously and respond as best we can to all of them. In your case it was your choice of accomodation that was wrong, not the accomodation itself. Sadly it wasn't the magical place for you that hundreds of guests have all appreciated and enjoyed so much.

See all reviews Continue

4 Photos

Province of Siena / Casole d'Elsa

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £41 / night

£284 - £603 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
L'Agriturismo La Peschiera è un casolare adatto ad accogliere famiglie con bambini. La struttura ha sei appartamenti, da 4 a 6 posti letto, ampi spazi esterni sicuri e una bella piscina. Tutti gli appartamenti hanno un'area esterna attrezzata con tavolo e sedie.  …see more

12 Photos

Province of Siena / Casole d'Elsa

Townhouse / 2 Bedrooms / sleeps 5

2 Nights min stay

Add to shortlist

from £46 / night

£320 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Your perfect base for exploring Central Tuscany. Tranquility, privacy and possibility of walks in the paths that start directly from the house. The car is necessary, although Bar Restaurants and a grocery store are within 5 km.  …see more

20 Photos

Province of Siena / Casole d'Elsa

B&B / 7 Bedrooms / sleeps 18

Min stay varies

Add to shortlist

Pricing unknown

View

Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Built in an ancient convent of Casole d'Elsa, a medieval village in the heart of Tuscany, 30 km from Siena. Period residence, bedroom suites, breakfast, casole d'Elsa, siena,Tuscany Built in an ancient convent of Casole d'Elsa, a medieval village in the heart of Tusca  …see more

14 Photos

Province of Siena / Casole d'Elsa

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £203 / night

£1419 / week

View

Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Suitable for children over 5
  • Pets welcome
Situato in una casa in pietra nella campagna toscana  …see more

14 Photos

Casole d'Elsa / Monteguidi

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £46 / night

£320 - £391 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Excellent base for exploring the jewels of Tuscany. Possibility to rent bicycles professional or non Possibility of tour guide in Campaign between forests or tour on the road between the hills reaching wonderful city. Tour for Beginners Tour of average difficulty T  …see more

Excellent 5/5 

24 Photos

Casole d'Elsa / Monteguidi

Villa / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £71 / night

£497 - £816 / week

View

Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Independent villa to spend wonderful moments of relaxation in the Tuscan countryside. Total privacy and relaxation Excellent base to explore the gems of this wonderful Italian region. Private villa private garden, about 1300 meters, private pool. Only you and your  …see more


8 Oct 2014

5/5

"Perfect"

We had a fantastic holiday staying for two weeks in this beautiful villa. It has everything you could wish for; a lovely big garden and pool (which is set back so no fear of young children getting in … More


5 May 2014

5/5

"GREAT PLEACE"

I spent at La Casa dei Nonni week, a fantastic week in July last year. This place is absolutely amazing, it was my first visit to Tuscany and it was love at first view,everyone who goes to the house … More


17 Dec 2013

5/5

"Fantastic - a perfect holiday"

Four of us (two couples) stayed in Case dei Nonni back in August and had an absolutely brilliant time. The location is ideal - situated among the hill towns within easy driving distance of the main s… More

See all reviews Continue

Excellent 5/5 

23 Photos

Province of Siena / Casole d'Elsa

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £46 / night

£320 - £391 / week

View

Key info:

  • Nearest beach 55 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
Excellent base for exploring the jewels of Tuscany. Possibility to rent bicycles professional or non Possibility of tour guide in Campaign between forests or tour on the road between the hills reaching wonderful city. Tour for Beginners Tour of average difficulty T  …see more


15 Sep 2014

5/5

"Wonderful apartment, wonderful holiday!"

We spent a thoroughly enjoyable and relaxing holiday in Il Glicine. The apartment was excellent, well equipped and has spectacular views. We were made to feel so welcome, not just by the owners but … More


5 Dec 2011

5/5

"Great location, sincere hospitality, wonderful experience - A Perfect Tuscan Experience"

A beautiful apartment, a wonderful location, and a desire to please with superb hospitality I would sincerely recommend this apartment to anybody looking for a quiet base to exploreTuscany. Daniela… More


17 Oct 2011

5/5

"Wonderful hosts, beautiful scenery, and a lifetime of memories"

Daniela and Francesco Mariani are outstanding people who we now call friends. My husband, nine year old son and I stayed at Il Glicine for three weeks and felt like we became part of the village. D… More

See all reviews Continue

Very Good 4.5/5 

24 Photos

Province of Siena / Casole d'Elsa

Cottage / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £71 / night

£497 - £993 / week

View

Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Cottage Bel Sole is a comfortable 2 bedrooms Tuscan farmhouse with private swimming pool and sunny garden set in the beautiful countryside near Casole d'Elsa. This well furnished villa is located in a perfect position.  …see more


21 Aug 2014

5/5

"A fantastic location to explore Tuscany"

This was a wonderful villa, secluded enough for that necessary peace and quiet but central enough to get out and about and explore Tuscany although a car is essential. The pool was lovely, the bed lin… More


24 Sep 2011

5/5

"One Brilliant Week in September"

We stayed at Bel Sole, during September. Upon arriving at the villa we were shown around by the owners. What can I say, we were stunned, as it far surpassed our expectations. Absolutley fantastic. A l… More


30 Aug 2012

4/5

"Beautiful location"

The villa is lovely & bigger than it looks in the photos! I would recommend it although there are a couple of grumbles! The villa is definately not walking distance to the town. It is down a long, … More

See all reviews Continue

Excellent 5/5 

24 Photos

Province of Siena / Casole d'Elsa

Farmhouse / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £71 / night

£497 - £1206 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Self-catering Tuscany farmhouse with private pool and garden for al fresco dining. Ideal for families and couples seeking relaxation.  …see more


2 Jul 2013

5/5

"Two Weeks in Heaven"

My wife & I have just returned from two weeks of absolute bliss!
Casa Panoramica is a converted farm building - it is now a beautiful villa set in spacious gardens with a private swimming pool - se… More


12 Aug 2011

5/5

"Tuscany at its best"

Me and my wife stayed at Casa Panoramica the first week of May 2011.
The house is place at Lucciana, a small hamlet at the top of a hill, 10 minutes by car to the town of Colle di Val D´Elsa and 5… More

See all reviews Continue

15 Photos

Province of Siena / Casole d'Elsa

Farmhouse / 2 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £41 / night

£284 - £653 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Elegnt Accommodation With Pool And 360° Hills Views Ideal For Families And Couples, In The Heart Of The Splendid Chianti Countryside. Sleeps 4 + 1 (2 Bedrooms)  …see more

21 Photos

Province of Siena / Casole d'Elsa

Farmhouse / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £66 / night

£461 - £1029 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Family Farmhouse Apartment with Garden and Private Pool Fantastic Location near the most important Turistic Points Sleeps 6/8 (3 Bedrooms)  …see more

20 Photos

Province of Siena / Casole d'Elsa

Farmhouse / 2 Bedrooms / sleeps 4

5 Nights min stay

Add to shortlist

from £41 / night

£284 - £653 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Sleeps 4. 2 bedrooms 90 m².The Ciliegio House is composed by a typical Tuscan living room, kitchen, two double bedrooms and a bathroom with shower. Outdoor: swimming pool exclusive view on the tuscan hills , Barbecue area, Private lighting system, Parking.  …see more

7 Photos

Casole d'Elsa / Monteguidi

Farmhouse / 2 Bedrooms / sleeps 3

7 Nights min stay

Add to shortlist

from £62 / night

£433 - £649 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Our agriturismo is part of a much bigger ranch, with cattle, fields and woods. A private lake suitable for fishing is also available to our guests. In the gardens of the agriturismo we also offer a bocce and a volleyball field. Fantastic area for bike lovers!  …see more

Excellent 5/5 

20 Photos

Province of Siena / Casole d'Elsa

Cottage / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £71 / night

£497 - £745 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
For your romantic holiday because this is very romantic cottege culture holiday because from casa daniela a few minutes with your car you can reach the most beautiful cities of tuscany relaxing holiday because this cottege is only for you, Private pool large pr  …see more


16 Oct 2014

5/5

"Recommend Casa Daniela and the location"

A villa with real character in a quiet but ideal location for visiting Siena, San Gimignano and the surrounding towns, cities and countryside. The town of Casole d'Elsa is a gem with great restaurants… More


25 Aug 2014

5/5

"Excellent Property and Location"

The property had everything that we wanted, both inside and outside. The villa is spacious and our teenage boys appreciated having their own living area. The garden and pool are idyllic. The locati… More


20 Oct 2013

5/5

"Another relaxing holiday at one of Daniela's holiday homes"

We stayed at this lovely cottage for 2 weeks in September. The cottage is located not far from Casole D'Elsa and within easy reach of Volterra and Sienna. The house itself is ideal and well equipped… More

See all reviews Continue

6 Photos

Province of Siena / Casole d'Elsa

Apartment / 1 Bedroom / sleeps 3

7 Nights min stay

Add to shortlist

from £44 / night

£306 - £427 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Apartment for 3 persons in San Gimignano  …see more

24 Photos

Province of Siena / Casole d'Elsa

Villa / 2 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £102 / night

£710 - £1420 / week

View

Key info:

  • Nearest beach 65 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 5 persons in Siena  …see more

Excellent 5/5 

23 Photos

Province of Siena / Casole d'Elsa

Villa / 7 Bedrooms / sleeps 13

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £659 / night

£4610 - £7447 / week

View

Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Newly rebuilt eco friendly Tuscan estate a few miles from Volterra/S.Gimignano/ Siena. Infinity edge pool. Pergolas for outdoor dining, BBQ.  …see more


25 Aug 2014

5/5

"Heaven!"

The owners of the villa are friendly, accommodating and helpful. They are sincere and down-to-earth people. The villa is a slice of heaven. It is surrounded by mountains and farms and the only soun… More


19 Jan 2013

5/5

"Under the Tuscan sun in winter"

This was the highlight of a five week stay in Italy.The owners,Marco and Cecilia were there to welcome us all.They immediately made you so welcome and you can see there pride in this magnificent villa… More


19 Nov 2012

5/5

"The perfect venue for a perfect celebration"

The villa and its amenities provided the perfect place for the celebration of our 70th year. Joined by our children, their children, plus brother, sister, niece and in-laws, the place and the owners … More

See all reviews Continue

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