List your home
Apply filters
£ to

20 Holiday homes in Pienza

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Siena Province Clear
  • Pienza Clear
  • All suburbs
  • Montepulicano (2)
  • Monticchiello (2)
  • Val d'Orcia (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
Rome
2,420 properties
Florence
947 properties
Trapani
498 properties
Venice, Veneto
481 properties
Amalfi Coast
457 properties
Cortona
428 properties
Lucca
428 properties
Palermo
384 properties
Sorrento, Campania
350 properties
Cefalu
310 properties
San Gimignano
296 properties
Greve in Chianti
267 properties
Taormina
260 properties
Syracuse
250 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  |  
14 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £158 /night

£1103 - £1527 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

Add to shortlist

from £143 /night

£1000 - £1480 / week

View

Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £96 /night

£668 - £840 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This Tuscan 17th century farmhouse with 2 bedrooms, Villa Arpicella, is located very close to Pienza and it enjoys the stunning countryside setting with spectacular wide open views.  …see more

Featured properties

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £215 /night

£1500 - £1872 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Everybody who loves Tuscan tradition, excellent cuisine, biological food and, why not, horse riding and biking, besides a relaxing visit to thermal spas will be enchanted by this area.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £136 /night

£952 - £1600 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
It is the most photographed house in the area, a symbol of the Tuscany countryside, featured on many postcards and calendars simply because it has maintained the charm of the old farmhouse and the surrounding fields, without any new buildings as far as the eye can see.  …see more

15 Photos

Townhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £100 /night

£700 - £900 / week

View

Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches.  …see more

23 Photos

Apartment | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £112 /night

£781 - £1425 / week

View

Key info:

  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Terrace - pool - Wine - Brunello - spa - restaurants - shops - great standard - wine tours - cycling - walking - big jacuzzi on roof terrace - wifi - AC - Sky TV - SMEG Jacuzzi on the roof terrace with beautiful views over Montalcino - home of the famous Brunello wine. Truly a luxorius flat with stunning views from the roof terrace  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £194 /night

£1352 - £1912 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Elegant and affordable villa in Val d'Orcia, near Pienza (Siena). Riding stable, tennis club and thermal baths within a few kilometres. Wide garden, swimming pool, Internet connection, hydromassage.  …see more

24 Photos

Farmhouse | 6 Bedrooms | sleeps 14

3 Nights min stay

Add to shortlist

from £151 /night

£1055 - £1916 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Self-catering farmhouse for groups of 10 or 14 at different prices near Pienza, in Val d'Orcia. Swimming pool, children's playground, barbecue, table-tennis table, mountain bikes. Partly accessible to people with disabilities.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £106 /night

£738 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Caciaiola: pianterreno, camera matrimoniale + camera a due letti singoli, una cucina e un bagno con doccia  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £73 /night

£509 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Appartamento Pagliaio, pianterreno, è composto da una camera matrimoniale, una cucina e un bagno con doccia  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £106 /night

£738 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Granaio, su due piani, camera matrimoniale + camera due letti singoli, una cucina, due bagni, uno con doccia  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £106 /night

£738 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Appartamento Aia, pianterreno, è composto da due camere matrimoniali, una cucina e un bagno con doccia  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £100 /night

£696 - £1001 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £82 /night

£569 - £823 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

9 Photos

Apartment | 3 Bedrooms | sleeps 5

2 Nights min stay

Add to shortlist

from £87 /night

£603 - £891 / week

View

Key info:

  • Nearest beach 98 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

24 Photos

B&B | 2 Bedrooms | sleeps 11

7 Nights min stay

Add to shortlist

from £332 /night

£2324 / week

View

Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
L'agriturismo La Grencaia si trova ai confini settentrionali del Parco Artistico Naturale della Val d'Orcia, in località Castelluccio di Pienza. Qui si incontrano i confini amministrtivi dei tre comuni di Pienza, Montepulciano e Chianciano Terme.  …see more

5 Photos

Farmhouse | 15 Bedrooms | sleeps 33

Min stay varies

Add to shortlist

from £37 /night

£255 - £594 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
tranquillità,pace,armonia con il paesaggio,e la possibilità di fare tanto sport  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

Add to shortlist

from £613 /night

£4290 - £5720 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
An ancient farmhouse dating back to 1846 that lies in an agricultural farm that extends over a surface of 150 hectares. Every year our olive grove produces a tasty oil that can be tasted and purchased during your stay.  …see more

23 Photos

B&B | 10 Bedrooms | sleeps 20

Very Good 4/5 

Min stay varies

Add to shortlist

from £60 /night

£416 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
L'agriturismo offre una posizione centrale per la visita della Toscana e dell'Umbria. Disponibile Piscina panoramica e ristorante con piatti tipici toscani.  …see more