List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear
  • Poggibonsi Clear

Location

Poggibonsi

  • Show all locations
  • Cedda (7)
  • Staggia (1)
  • Staggia Senese (2)

more +

less -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

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

Filters applied: Private pool (38)

32 of 38 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

from £86 / night

£598 - £953 / week

View

(3) Excellent 5/5 

1 / 11

Holiday apartment in Poggibonsi

Apartment / 2 Bedrooms / sleeps 7

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £86 / night

£598 - £953 / week

View

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

from £179 / night

£1250 - £3898 / week

View

1 / 24

Holiday villa with swimming pool in Poggibonsi

Villa / 7 Bedrooms / sleeps 18

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning

Add to shortlist

from £179 / night

£1250 - £3898 / week

View

Splendid villa with breathtaking view over the Castle of Strozzavolta, in the Chianti, between Florence and Siena.  …see more

from £61 / night

£423 / week

View

1 / 12

Holiday apartment with swimming pool in Cedda

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden

Add to shortlist

from £61 / night

£423 / week

View

60 sqm apartment located on the first floor, Podere Santa Filomena. It 'consists of large living room with fireplace, kitchen, one double bedroom and one twin bedroom.  …see more

Featured properties

from £421 / night

£2942 - £3921 / week

View

1 / 24

Holiday villa in Staggia Senese

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £421 / night

£2942 - £3921 / week

View

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

from £96 / night

£670 - £1177 / week

View

1 / 22

Apartment accommodation in Poggibonsi with swimming pool

Apartment / 3 Bedrooms / sleeps 4

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £96 / night

£670 - £1177 / week

View

"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

from £61 / night

£423 / week

View

1 / 14

Holiday apartment with swimming pool in Cedda

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden

Add to shortlist

from £61 / night

£423 / week

View

70 sqm apartment located on the first floor, furnished with elegance and personality in the style of a country house in Tuscany.  …see more

from £75 / night

£523 / week

View

1 / 13

Holiday apartment with swimming pool in Cedda

Apartment / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Not suitable for children
  • No pets allowed

Add to shortlist

from £75 / night

£523 / week

View

20 sqm apartment located on the first floor, Podere Santa Filomena. It 'consists of kitchen / living room, 3 bedrooms: one double bedroom and two twin bedrooms. Bathroom with bath and shower.  …see more

from £71 / night

£492 - £614 / week

View

1 / 13

Apartment accommodation in Cedda with swimming pool

Apartment / 3 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Pets welcome

Add to shortlist

from £71 / night

£492 - £614 / week

View

The apartment is situated on the first floor and consists of a living room with satellite TV and fireplace, kitchen, one bedroom with a double bed, two bedrooms each with two single beds and a bathroom with toilet.  …see more

from £63 / night

£436 - £545 / week

View

1 / 12

Cedda holiday apartment rental

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £63 / night

£436 - £545 / week

View

1 Double room with a double bed, 1 double room, living room in the little tower, kitchen, bathroom, over two floors.  …see more

from £63 / night

£436 - £545 / week

View

1 / 11

Cedda holiday apartment rental

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden

Add to shortlist

from £63 / night

£436 - £545 / week

View

The apartment is on two floors with an entrance on the ground floor and it consists of a living room with satellite TV, kitchen, one bedroom with a double bed, a bedroom with two single beds and a bathroom with toilet.  …see more

from £63 / night

£436 - £545 / week

View

1 / 11

Cedda holiday apartment rental

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £63 / night

£436 - £545 / week

View

1 double room with a double bed, 1 double room, living room with double sofa bed, kitchen, bathroom. First floor. No heating system. 112 sqm.  …see more

from £62 / night

£433 - £1269 / week

View

1 / 12

Apartment rental in Poggibonsi with indoor pool

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Not suitable for children
  • No pets allowed

Add to shortlist

from £62 / night

£433 - £1269 / week

View

"Fienile", 3-room apartment 70 m2, on the ground floor, simple and rustic furnishings: living/dining room with 1 double sofa bed and TV. 1 double bedroom. 1 room with 2 beds. Kitchenette (dishwasher, micro wave). Patio. Terrace furniture, sitting area. Facilities: children's  …see more

from £44 / night

£306 - £990 / week

View

1 / 30

Poggibonsi holiday apartment rental

Apartment / 1 Bedroom / sleeps 4

  • Swimming pool
  • Not suitable for children
  • No pets allowed

Add to shortlist

from £44 / night

£306 - £990 / week

View

"Colonica", 2-room apartment 60 m2, on the ground floor, comfortable and rustic furnishings: living/dining room with 1 double sofa bed and TV. 1 double bedroom. Kitchenette (dishwasher, micro wave) with dining table. Shower/bidet/WC. Outside terrace with garden table and sun  …see more

from £59 / night

£407 - £1168 / week

View

1 / 30

Poggibonsi holiday apartment rental

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Not suitable for children
  • No pets allowed

Add to shortlist

from £59 / night

£407 - £1168 / week

View

"Fattore", 3-room apartment 70 m2 on 1st floor, comfortable and rustic furnishings: living/dining room with 1 double sofa bed and TV. 1 double bedroom. 1 room with 2 beds. Kitchenette (dishwasher, micro wave) with dining table. Shower/bidet/WC.

Estate in the  …see more

from £40 / night

£279 - £863 / week

View

1 / 32

Poggibonsi holiday apartment rental

Apartment / 1 Bedroom / sleeps 4

  • Swimming pool
  • Not suitable for children
  • No pets allowed

Add to shortlist

from £40 / night

£279 - £863 / week

View

"Granaio", 2-room apartment 50 m2 on 1st floor, comfortable and rustic furnishings: living/dining room with 1 double sofa bed and TV. 1 double bedroom. Kitchenette (dishwasher, micro wave) with dining table. Shower/bidet/WC.

Estate in the middle of the vineyards  …see more

from £44 / night

£306 - £890 / week

View

1 / 32

Poggibonsi holiday apartment rental

Apartment / 1 Bedroom / sleeps 4

  • Swimming pool
  • Not suitable for children
  • No pets allowed

Add to shortlist

from £44 / night

£306 - £890 / week

View

"Stalla", 2-room apartment 50 m2, on the ground floor, comfortable and rustic furnishings: living/dining room with 1 double sofa bed, open fireplace and TV. 1 double bedroom. Kitchenette (oven, dishwasher, micro wave, freezer). Shower/bidet/WC. Patio. Terrace furniture, sitting  …see more

from £77 / night

£534 - £1396 / week

View

1 / 26

Poggibonsi holiday apartment rental

Apartment / 3 Bedrooms / sleeps 8

  • Swimming pool
  • Not suitable for children
  • No pets allowed

Add to shortlist

from £77 / night

£534 - £1396 / week

View

"Casiera", 4-room apartment 98 m2 on 2 levels, on the ground floor: entrance hall. Living/dining room with open fireplace. 1 room with 1 bed, 1 french bed and separate WC. Kitchenette (micro wave). Upper floor: 1 double bedroom. 1 room with 1 bed and 1 french bed. Bath/bidet/WC.  …see more

from £175 / night

£1219 - £2615 / week

View

1 / 67

Holiday home with indoor pool in Poggibonsi

House / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Not suitable for children
  • Pets welcome

Add to shortlist

from £175 / night

£1219 - £2615 / week

View

7-room house, detached, for 10 people, 260 m2 on 2 levels, comfortable and antique furnishings. Living/dining room with satellite-TV, video, hi-fi system, CD player, open fireplace and dining-table. Smoking allowed. Internet (Wireless LAN [WLAN]). 2 single beds. Sleeping room with 1 double  …see more

from £37 / night

£258 - £295 / week

View

1 / 13

Poggibonsi holiday apartment rental

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden

Add to shortlist

from £37 / night

£258 - £295 / week

View

Nel Chianti per relax e per visitare Siena,Firenze,S.Gimignano,Volterra,Pisa,Arezzo ecc.  …see more

from £125 / night

£875 / week

View

1 / 18

Holiday apartment with swimming pool in Poggibonsi

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed

Add to shortlist

from £125 / night

£875 / week

View

Wine testing and oil testing on request, Siena, Chianti, San Gimignano, Expo 2015, pool, tennis Riserva naturale bosco di S Agnese Arriving by car those are the coordinates 43.484388, 11.217959  …see more

from £37 / night

£258 / week

View

1 / 14

Holiday townhouse with indoor pool in Poggibonsi

Townhouse / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £37 / night

£258 / week

View

aperta campagna tra olivi e vigneti vista colline del Chianti  …see more

from £37 / night

£258 / week

View

1 / 15

Holiday apartment rental

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £37 / night

£258 / week

View

aperta campagna tra olivi e vigneti vista colline del Chianti  …see more

from £184 / night

£1287 - £2096 / week

View

(6) Very Good 4.5/5 

1 / 24

Villa letting in Poggibonsi with swimming pool

Villa / 3 Bedrooms / sleeps 8

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Very Good 4.5/5 

Add to shortlist

from £184 / night

£1287 - £2096 / week

View

Charming villa with private pool near San Gimignano. Magnificent views of the rolling Chianti hills. An oasis of peace and tranquillity.  …see more

from £412 / night

£2884 - £4059 / week

View

1 / 24

Poggibonsi holiday villa rental

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £412 / night

£2884 - £4059 / week

View

Villa Michelangelo is a private villa with pool for 10 people located in Chianti, a region of Tuscany, where you will find your perfect vacation in Italy with amenities like air conditioning, cable tv, private swimming pool, walking distance to town.  …see more

from £460 / night

£3214 - £5549 / week

View

1 / 24

Villa rental in Poggibonsi with swimming pool

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £460 / night

£3214 - £5549 / week

View

Gorgeous country manor with swimming pool. Exquisitely decorated to a high standard and ideally located for guests to explore the wonderful region of Tuscany. Air conditioning and internet access are provided.  …see more

from £261 / night

£1825 - £4015 / week

View

1 / 24

Holiday villa with swimming pool in Poggibonsi

Villa / 7 Bedrooms / sleeps 18

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £261 / night

£1825 - £4015 / week

View

This lovely villa sleeps up to 18 people. It affords a kitchen, ample living areas, comfortable bedrooms and bathrooms, and a large garden with swimming pool and outside furniture. It is the perfect place for a tranquil vacation in the countryside.  …see more

from £145 / night

£1011 - £2138 / week

View

1 / 12

Holiday farmhouse with swimming pool in Poggibonsi

Farmhouse / 3 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £145 / night

£1011 - £2138 / week

View

Villa / Farmhouse / Home in Barberino Val D'elsa with 3 bedrooms sleeps 8  …see more

from £107 / night

£743 - £1709 / week

View

1 / 24

Holiday farmhouse rental

Farmhouse / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £107 / night

£743 - £1709 / week

View

Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

from £526 / night

£3677 - £5181 / week

View

1 / 12

Poggibonsi holiday farmhouse rental

Farmhouse / 3 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £526 / night

£3677 - £5181 / week

View

Villa / Farmhouse / Home in Poggibonsi with 3 bedrooms sleeps 8  …see more

from £97 / night

£677 - £1189 / week

View

1 / 24

Holiday apartment with swimming pool in Poggibonsi

Apartment / 3 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £97 / night

£677 - £1189 / week

View

Apartment / Condo in Poggibonsi with 3 bedrooms sleeps 4  …see more

from £470 / night

£3285 - £5671 / week

View

1 / 24

Poggibonsi holiday farmhouse accommodation

Farmhouse / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £470 / night

£3285 - £5671 / week

View

Villa / Farmhouse / Home in Poggibonsi with 6 bedrooms sleeps 12  …see more

from £391 / night

£2734 - £3417 / week

View

1 / 18

Holiday farmhouse in Poggibonsi

Farmhouse / 9 Bedrooms / sleeps 18

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £391 / night

£2734 - £3417 / week

View

Villa / Farmhouse / Home in San Gimignano with 9 bedrooms sleeps 18  …see more
first

Also consider

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