List your home
Apply filters
£ to

Holiday homes 20

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 Florence Clear
  • Barberino Val d'Elsa Clear

Location

  • All locations
  • Cortine (2)
  • Linari (1)
  • Monsanto (1)
  • Petrognano (1)
  • San Silvestro (2)
  • Valle di Scheto (1)

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

Filters applied: Tennis in town (20)

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
20 Results   |  
21 Photos

Province of Florence / Barberino Val d'Elsa

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £370 / night

£2589 - £3674 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury Tuscan Villa near San Gimignano, Monteriggioni and Siena This luxury villa is located on the outskirts of the medieval hamlet of Vico D'Elsa  …see more

Very Good 4.5/5 

16 Photos

Barberino Val d'Elsa / San Silvestro

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £66 / night

£461 - £965 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The apartment Monna Lisa is the perfect place for your farm holidays, located in the heart of Chianti hills, between Florence and Siena, is a peaceful paradise and a strategic location to visit the famous historic cities and most beautiful medieval villages of Tuscany.  …see more


3 Jun 2014

5/5

"Agriturismo San Silvestro -- a gorgeous place in the heart of the Chianti Classico area"

We spent a unforgettable week at Agriturismo San Silvestro (Mona Lisa apartment) by end of May 2014. We appreciated the uncomplicated way of the caring owners - and we deeply enjoyed the nature, the s… More

Dear S. thank you very much for your review, it has been a pleasure to have you in our farmhouse and we are really happy you really enjoyed your stay. We hope to see you soon again and have some wine tasting together! Kindly, Agriturismo San SIlvestro's family


20 Jun 2013

5/5

"Magnificent Stay"

It has been a year since we stayed in our beautiful Italian hideaway, so I guess it is time to let the rest of the world know about it! We went on a whirlwind tour of Europe as a group of 7. We were … More

Dear Carolyn, we are really glad to know that you still remember with great enthusiasm your stay in our farmhouse. When you want we are ready for some new wine tasting with you and your family! We hope to see you soon again and thank you very much for the review! Kind regards to you and all your family, the Agriturismo San Silvestro Owners


1 Nov 2012

5/5

"Just perfect!!"

We stayed for 2 weeks in the appartment and we enjoyed every single minute. When you're at San Silvestro, you've got the feeling that you are in the middle of nowhere, just marvellous Tuscan nature ar… More

See all reviews Continue

Excellent 5/5 

14 Photos

Barberino Val d'Elsa / San Silvestro

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £61 / night

£426 - £844 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The apartment Leonardo is the perfect place for your farm holidays, located in the heart of Chianti hills, between Florence and Siena, is a peaceful paradise and a strategic location to visit the famous historic cities and most beautiful medieval villages of Tuscany.  …see more


24 Sep 2013

5/5

"Peaceful Nirvana between hectic Venice & Rome"

After a few busy days in Venice, San Silvestro near San Donato was the perfect antidote to being all "peopled out". The vista, the pool, the wind in the olive trees and the excellent host family made … More


12 Jul 2013

5/5

"Lovely villa, excellent location"

My wife and I stayed in this villa for one week in June 2013 as part of a touring holiday of Northern Italy in our car. The property is located about 800 metres from the main road up a twisty track on… More

Dear Gareth, thank you very much for the detailed review about the apartment and the surroundings, we are really happy that you appreciated our Agriturismo and enjoyed your staying in Tuscany. For us it has been a pleasure to have you as guests. We hope to see you soon again! Kind regards to you and your wife, and good luck for your dog's agility competitions! The owners of Agriturismo San Silvestro.


30 Oct 2014

5/5

"Para sentirse como en casa y con amigos"

Maravilloso apartamento en un lugar muy tranquilo para pasar una semana en la zona de Chianti. Muy amables anfitriones, nos regalaron muchos de los productos que estaba cosechando, berenjenas, pimient… More

Muchísimas gracias! Para nosotros es muy importante saber que nuestro huéspedes se han sentido como en su casa y han disfrutado del ambiente y de nuestros productos, estos son nuestros objetivos. Ha sido un placer charlar con vosotros e intercambiar "secretos de cocina", si volvéis a Italia no os olvidéis de nosotros y pasad por aquí aunque sea para un saludo y una copa de vino!

See all reviews Continue

Featured properties

Excellent 5/5 

24 Photos

Barberino Val d'Elsa / Monsanto

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £49 / night

£341 - £781 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Apartment in Chianti Classico with stunning view on the country, private garden with all the accessories for dining and relaxation. Private pool. Close to the major art cities of Tuscany. Ideal for couples and families looking for relaxing and visiting Tuscany. Perfect  …see more


2 Jun 2014

5/5

"beutiful place in the middle of Tuscany"

We spend one week in Tenuta la Cipresseta in the middle of May and we really enjoyed our stay there. The apartment is very well equipped and taken care of. The owner Rosita has a lot of information pr… More


17 Nov 2013

5/5

"Perfecto - homey and gracious"

I'm thrilled to be back for 4 days at the lovely Tenuta la Cipresetta--so relaxing surrounded by the forest in Chianti. Mark loves our little apartment. Rosita is like my Italian sister making sure ev… More


7 Sep 2013

5/5

"realxing holiday in beautiful environment"

We've spend a lovely week in August (10-17/08/2013) in "La Ginestra". It is a great location. Everything was available for a nice and relaxing holiday. Nice bottle of wine and almond biscuits as a w… More

See all reviews Continue

Very Good 4.5/5 

39 Photos

Province of Florence / Barberino Val d'Elsa

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £31 / night

£213 - £399 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
Appartamento nel cuore del Chianti con Solarium e splendida vista sulle colline del chianti Non è inclusa la tassa di soggiorno di 1,5€ a persona per notte, esclusi bambini inferiori ai 14 anni  …see more


27 Apr 2014

5/5

"Un gracieux bourg dans le Chianti"

Les propriétaires c’est une famille Franco-italienne très gentille et disponible. L’appartement a notre disposition était très lumineux et confortable donnant une magnifique vue sur les valles… More


9 Oct 2014

4/5

"Convenient location"

The owners are very gracious and helpful. Upon arriving too late to go to the store for dinner supplies, the son saved us by offering a package of spaghetti noodles and tomatoes for sauce!! The unit… More

See all reviews Continue

34 Photos

Province of Florence / Barberino Val d'Elsa

Apartment / 1 Bedroom / sleeps 3

2 Nights min stay

Add to shortlist

from £31 / night

£213 - £338 / week

View

Key info:

  • Nearest beach 80 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Zona molto tranquilla per vivere in relax le proprie vacanze. Mete turistiche a portata di mano con qualsiasi mezzo. Servizi di qualunque tipo in paese (Banche, Supermercato, Bar, Stazione di Servizio ecc...) Ottimi ristoranti tipici toscani sia nel paese che nei dinto  …see more

Excellent 5/5 

24 Photos

Barberino Val d'Elsa / Petrognano

Villa / 8 Bedrooms / sleeps 16

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £806 / night

£5639 - £9362 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
1000 year old Tower Tuscan villa in the heart of Chianti at half hour drive from Florence n Siena n san Gimignano Perfect for family reunions, friends groups, anniversaries n wedding celebration Walking distance from the village of BArberino val d'elsa Breath taking vi  …see more


18 Aug 2013

5/5

"Superb villa, sublime views, gracious hosts"

Beautifully appointed villa in peaceful location overlooking the magnificent Tuscan countryside. Numerous indoor and outdoor entertaining areas and securely fenced pool in a spacious garden setting. V… More


8 Aug 2013

5/5

"A Gem in Tuscany"

We have stayed at Villa Il Santo twice now and have found it to be an absolutely splendid villa. It is centrally located, yet private, with beautiful views toward San Gimignano. The charm of an histo… More


7 Aug 2013

5/5

"Perfect Retreat"

The villa was the perfect location and setting to wrap up our visit to Italy. We travelled with our parents and children and another group of friends. An ideal arrangement for group fun as well as eno… More

HI thank you for you nice words can't wait to have you back to suggest you some new experiences, hidden little magic hamlets to discover...waiting for you to be back!! annagloria

See all reviews Continue

Good 3/5 

24 Photos

Province of Florence / Barberino Val d'Elsa

Farmhouse / 3 Bedrooms / sleeps 8

Good 3/5 

7 Nights min stay

Add to shortlist

from £92 / night

£639 / week

View

Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Podere La Torre is a tipical old tuscan House dated 1300. It is located in the Chianti Area in Tuscany 25 minutes from Florence, Siena and 15 minutes from San Giminiano Wonderfull location very quiet and absolute privacy . Private Garden, BBQ, private parking.  …see more


27 Aug 2014

3/5

"Property ideally located, but old and not well kept"

Communication with owner very good, help quickly provided when needed. Kitchen well equipped but antiquitated (we couldn't quite trust the old gas stove). Location ideal for our purpose (short dista… More

Dear Guest, i am very sorry you did not fully enjoy your stay at Podere la Torre. As answer to you review i would like to say that the house is dated 1300 ac and we decided in purpose to keep the original floors in the bedrooms, which are not dangerous (never had someone complaining) , but of course very old. also because the house is protected by the Bellearti STateOrg. we apologize for wifi but service we usually had was bad so we had to change the network and was not ready for the time. Also we had many guest staying this summer (not all from this source) and all were fully satisfy. The only thing i want to say is that Podere la Torre is a country house, and in purpose not restyled as a guest house but kept in its original style as a family house, but with some precious and antique furnitures. I had post more images to show exactly what it is. We tried to welcome this guest as in his own house, cooked dinner for first evening, offer wine and local products and feel very sorry that did not enjoyed the house and felt it as uncomfortable. We wish you to find a more suitable location for your next holiday. For the end i will of course consider the review to improve Podere la Torre . Thank you and take care.

See all reviews Continue

12 Photos

Province of Florence / Barberino Val d'Elsa

Townhouse / 3 Bedrooms / sleeps 7

5 Nights min stay

Add to shortlist

from £142 / night

£993 - £1405 / week

View

Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The apartment is situated in a holiday home nestled in a landscape of great suggestion, connects the discretion and the exclusiveness with the convenience of being easily reachable. The hospitality is offered in apartments of different typology that are exclusive and p  …see more

7 Photos

Province of Florence / Barberino Val d'Elsa

Farmhouse / 4 Bedrooms / sleeps 8

Min stay varies

Add to shortlist

from £112 / night

£781 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
La struttura si trova nel mezzo della campagna Toscana in prossimità della via Francigena, le qui tracce sono visibile In prossimità del casale.  …see more

18 Photos

Barberino Val d'Elsa / Cortine

Farmhouse / 3 Bedrooms / sleeps 6

4 Nights min stay

Add to shortlist

from £57 / night

£398 - £447 / week

View

Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • No pets allowed
  • Private garden
Casa rurale ristruttura in vecchio borgo, sito su di un poggio, che lo rende sempre ventilato e ti fa godere di un bellissomo panorama. Se ami la quiete, assaporando gusti, profumi che ti offre la campagna in ogni momento dell'anno, Puoi spaziare dallo sport, all'arte.  …see more

24 Photos

Province of Florence / Barberino Val d'Elsa

Farmhouse / 3 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £92 / night

£639 - £993 / week

View

Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Fantastic location surrounded from olive-groves, vineyards and woods Enviable geographical position: near Florence to 30 kms, Siena to 25 km, San Gimignano to 10 km.Certaldo to 6 Kms. To the center in Tuscany from where it's reached in little time the Tyrrhenian  …see more

16 Photos

Barberino Val d'Elsa / Linari

Farmhouse / 1 Bedroom / sleeps 4

2 Nights min stay

Add to shortlist

from £69 / night

£483 - £696 / week

View

Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Farmhouse for holiday in Tuscany, calm position. Ideal for all the types of vacations: relaxing, calm, romantic and sporting. With apartments and rooms, restaurant, swimming pool for adults and children, park plays equipped for children. possible activities in farm:  …see more

13 Photos

Barberino Val d'Elsa / Valle di Scheto

Guest house / 7 Bedrooms / sleeps 14

2 Nights min stay

Add to shortlist

from £88 / night

£614 - £5852 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
L'Antico Podere Marciano, ubicato nel cuore del Chianti Classico, si distingue per semplicità e raffinatezza allo stesso tempo. La sua posizione con vista incantevole è un ottimo punto di partenza per escursioni giornaliere, perchè al centro dei principali itinerari.  …see more

14 Photos

Barberino Val d'Elsa / Cortine

Apartment / 3 Bedrooms / sleeps 7

4 Nights min stay

Add to shortlist

from £64 / night

£447 - £958 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
L'appartamento ha ingresso indipendente, ampio soggiorno con cucina ben attrezzata, 3 camere e 2 bagni. Dispone di un giardino privato attrezzato con BBQ e gazebo, dal quale si gode di una splendida vista su Vico d'Elsa e San Gimignano, uso piscina, parcheggio privato.  …see more

17 Photos

Province of Florence / Barberino Val d'Elsa

Barn / 2 Bedrooms / sleeps 6

4 Nights min stay

Add to shortlist

from £61 / night

£426 - £951 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
La casa Il Fienile è indipendente, ampio soggiorno con divano letto, cucina ben attrezzata, 2 camere e 2 bagni. Dispone di un giardino privato attrezzato con BBQ e gazebo, dal quale si gode di una splendida vista San Gimignano, uso piscina. Parcheggio privato.  …see more

21 Photos

Province of Florence / Barberino Val d'Elsa

Townhouse / 8 Bedrooms / sleeps 16

7 Nights min stay

Add to shortlist

from £355 / night

£2483 - £3547 / week

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car not necessary
  • No pets allowed
  • Private garden
Elegant home with private pool in the centre of a Chianti town - sleeps 16 From 3500€ to 5000€ a week  …see more

35 Photos

Province of Florence / Barberino Val d'Elsa

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £479 / night

£3350 - £6315 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Poggibonsi holiday accommodation - Located midway between the historic cities of Florence and Siena, in the region known as Barberino Val d'Elsa, this elegant property dates back to the 11th century with a colourful history, clearly in evidence to those who stay here.  …see more

20 Photos

Province of Florence / Barberino Val d'Elsa

Farmhouse / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £61 / night

£426 - £674 / week

View

Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Holiday home in Tuscany with restaurant and swimming pool Farmhouse for holidays in Italy Apartment for Holiday Rent  …see more

22 Photos

Province of Florence / Barberino Val d'Elsa

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £71 / night

£497 - £795 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Castello di Pastine, lies upon a hill which dominates the relaxing Chianti 's countryside. Located in Tuscany, between Florence and Siena, it offers charming holiday apartments in a 14ha private park with panoramic terrace, large swimming pool, BBQ, tennis court yard. L  …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