List your home
Apply filters
£ to

25 Holiday homes in Poggibonsi

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
2,512 properties
Florence
983 properties
Venice, Veneto
498 properties
Trapani
483 properties
Lucca
468 properties
Amalfi Coast
452 properties
Cortona
424 properties
Palermo
412 properties
Sorrento, Campania
351 properties
Cefalu
316 properties
San Gimignano
289 properties
Taormina
276 properties
Greve in Chianti
262 properties
Massa Lubrense
245 properties

Filters applied: Tennis in town (25)

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
25 Results  |  
22 Photos

Apartment | 3 Bedrooms | sleeps 4

4 Nights min stay

Add to shortlist

from £112 /night

£778 - £1368 / week

View

Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
"Casa Serena" is located in a panoramic position, blessed with mesmerising views over the Chianti vineyards and enchanting hamlets. Quiet location but not isolated. Local assistant 24 H in case of need - english speaking  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

4 Nights min stay

Add to shortlist

from £63 /night

£441 - £530 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Farmhouse in the heart of Tuscany with pool and wonderful view Relax, peace, lots of space, playground for children, nature, wine and typical food  …see more

22 Photos

Farmhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

Add to shortlist

from £73 /night

£505 - £595 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The Tuscan countryside with its aligned vineyards, the olive trees that cover the hills, groves, the cypresses... It is a landscape that takes your breath away and gives you peace and quiet. The realization that the most beautiful things in life are the simplest!  …see more

Featured properties

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £489 /night

£3420 - £3826 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Ancient and noble mansion of the XVIII century overlooking Chianti hills, for a luxury and leisure stay in the hearth of Tuscany... Its location in the centre of Tuscany, a few km from the highway Firenze-Siena.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £484 /night

£3388 - £4517 / week

View

Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Senese is an ancient mansion dating back to the eighteenth century, located in the heart of Chianti Senese, just 17 km away from Siena and 45 Km from Florence.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 7

1 night min stay

Add to shortlist

from £43 /night

£300 - £642 / week

View

Key info:

  • Nearest beach 73 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Apartments on the Via Francigena, in the heart of Tuscany is very well connected in countless city of art WiFi, private bathroom, well equipped kitchen, BBQ.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £47 /night

£323 - £404 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Five apartments in a pretty, rural location in Chianti. Within very easy access of routes to Florence and Siena, Podere Oliveta is a good choice for exploring the area , a relaxing holiday with a beautiful swimming pool and stunning views. While staying in this peaceful property you may enjoy wine tasting from the producers or cooking lessons.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £188 /night

£1311 - £1775 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Charming villa with private pool near San Gimignano. Magnificent views of the rolling Chianti hills. An oasis of peace and tranquillity.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

7 Nights min stay

Add to shortlist

from £208 /night

£1454 - £3420 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Splendid villa with breathtaking view over the Castle of Strozzavolta, in the Chianti, between Florence and Siena.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £57 /night

£396 - £627 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Attractive apartment for 4 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £233 /night

£1627 - £2169 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Holiday house for 8 persons, with swimming pool , in Chianti  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £40 /night

£277 - £330 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Apartment for 2 persons in San Gimignano  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £63 /night

£435 - £501 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Apartment for 4 persons in San Gimignano  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £74 /night

£516 - £689 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 4 persons, with swimming pool , in Chianti  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £62 /night

£434 - £723 / week

View

Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Attractive holiday house for 4 persons in Chianti  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £61 /night

£422 - £647 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Attractive apartment for 4 persons, with swimming pool , in San Gimignano  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £43 /night

£301 - £522 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Attractive apartment for 2 persons, with swimming pool , in Siena  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £48 /night

£330 - £539 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Siena  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £51 /night

£353 - £614 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 4 persons, with swimming pool , in Siena  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £56 /night

£388 - £666 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Attractive apartment for 4 persons, with swimming pool , in Siena  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 5

2 Nights min stay

Add to shortlist

from £25 /night

£171 - £325 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Apartment in Tuscany countryside Appartamento nella campagna toscana. Between Siena and Florence. A metà strada tra Siena e Firenze  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £95 /night

£660 - £860 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Appartamento di 110 m2 in villa nel Chianti con piscina 13x7 ad uso esclusivo riscaldata e illuminata a led che cambiano colore, gazebo attrezzato con tavolo e sedie, minipiscina idromassaggio Jacuzzi 5 posti, forno a legna da esterno, tavolo da ping pong, amaca, wi-fi.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
The apartment is located in Staggia Senese, a cosy and historical village in the borough of Siena, nearby La Rocca, an extraordinary example of architecture dated 1300. The area surrounding La Casina has many attractions and offers opportunities. The place is available for renting, short term (i.e. one/two weeks) and/or medium term.  …see more

24 Photos

Castle | 7 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £501 /night

£3505 - £4959 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Al piano terra c'è la cucina che si apre sul giardino ammobiliato con mobili in legno e barbecue. E un terrazzo con una bella vista ed alcuni scale sotto, c'è il grande spazio della piscina con un gazzebo ornato di rose, lettini da sole e sedie sdraio. Doccia calda. Tutti i Saloni sono al piano terra e decorati: sala TV, sala Lettura, salone grande con pianoforte e ufficio  …see more

23 Photos

Apartment | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £43 /night

£300 / week

View

Key info:

  • Nearest beach 74 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Sunflowerhome è uno splendido appartamento, nel cuore della campagna senese,situato in posizione strategica sia per soggiorni di puro relax, sia per scoprire le tantissime bellezze medievali di Siena e dei suoi dintorni. SITO WEB:http://sunflowerhome.altervista.org/  …see more