List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear
  • Pienza Clear

Location

Pienza

  • Show all locations
  • Monticchiello (4)

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: DVD player (26)

26 of 26 Results

Sort by: Default

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

from £167 / night

£1166 - £2123 / week

View

(3) Excellent 5/5 

1 / 31

Holiday lodge in Pienza

Province of Siena / Pienza

Lodge / 3 Bedrooms / sleeps 8

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

Excellent 5/5 

Add to shortlist

from £167 / night

£1166 - £2123 / week

View

Modern and tastefully decorated cottages with an infinity swimming pool where you can totally relaxed surrounded by the typical tuscany landscape: a fantastic view. Perfect for families, couples or groups of friends to enjoy cultural, art, good wine and italian food.  …see more

from £155 / night

£1080 - £1727 / week

View

(1) Excellent 5/5 

1 / 57

Pienza holiday villa rental

Province of Siena / Pienza

Villa / 3 Bedrooms / sleeps 6

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

Excellent 5/5 

Add to shortlist

from £155 / night

£1080 - £1727 / week

View

I CIPRESSINI - Pienza - Val d'Orcia - casolare con piscina, con 3 camere 3 bagni, posti letto 6+2, a 500 mt da Pienza, in paese a piedi in 15 minuti. VRBO : 445398ha altre informazioni e reviews clienti.  …see more

from £287 / night

£2004 - £4677 / week

View

1 / 24

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

Villa / 6 Bedrooms / sleeps 13

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

Add to shortlist

from £287 / night

£2004 - £4677 / week

View

Luxury Villa near Pienza, ideal for large families or friend's group.  …see more

Featured properties

from £86 / night

£599 - £1103 / week

View

(2) Excellent 5/5 

1 / 23

Holiday apartment in Pienza

Province of Siena / Pienza

Apartment / 4 Bedrooms / sleeps 8

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

Excellent 5/5 

Add to shortlist

from £86 / night

£599 - £1103 / week

View

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

from £370 / night

£2590 - £4144 / week

View

1 / 24

Monticchiello holiday villa rental

Pienza / Monticchiello

Villa / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £370 / night

£2590 - £4144 / week

View

Is a typical Tuscan “farm” from the 1800's located in the heart of Tuscany, in the municipality of Pienza in the province of Siena, and in the Val d'Orcia Natural Park nominated by UNESCO as a human patrimony. At 500mt above sea level it has a unique view  …see more

from £453 / night

£3166 - £5108 / week

View

1 / 24

Holiday apartment with indoor pool in Pienza

Province of Siena / Pienza

Apartment / 8 Bedrooms / sleeps 15

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

Add to shortlist

from £453 / night

£3166 - £5108 / week

View

This lovely 18th century villa with swimming-pool in Val d'Orcia is located near Pienza, surrounded by the gently rolling hills of this magnificent countryside  …see more

from £457 / night

£3198 - £4321 / week

View

1 / 24

Holiday villa with swimming pool in Monticchiello

Pienza / Monticchiello

Villa / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £457 / night

£3198 - £4321 / week

View

An ancient farm dating back to 1846, that today is the Villa La Fonte, a little jewel, to discover during your vacation. As the result of a careful reconstruction it is now an attractive and comfortable family home. The Villa La Fonte is surrounded by a large garden  …see more

from £211 / night

£1471 - £2059 / week

View

1 / 24

Holiday farmhouse with swimming pool in Pienza

Province of Siena / Pienza

Farmhouse / 4 Bedrooms / sleeps 11

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Add to shortlist

from £211 / night

£1471 - £2059 / week

View

The farmholiday borders on a nature park in the Val d'Orcia, at Castelluccio di Pienza. Its location offers a panoramic view of two natural reserves: Pietraporciana and Lucciolabella. From the pool, nestled in an olive grove, guests enjoy a marvelous view.  …see more

from £73 / night

£511 - £548 / week

View

1 / 23

Holiday home with swimming pool in Pienza

Province of Siena / Pienza

House / 1 Bedroom / sleeps 3

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £73 / night

£511 - £548 / week

View

country house nel cuore di Toscana " La Natura , La cultura, il mare , il Monte Amiata, il Lago Trasimeno e le acque termali " orario di arrivo ore 16,00 orario di partenza ore 10,00  …see more

from £457 / night

£3198 - £4216 / week

View

1 / 20

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

Villa / 6 Bedrooms / sleeps 12

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

Add to shortlist

from £457 / night

£3198 - £4216 / week

View

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

from £129 / night

£900 - £1403 / week

View

1 / 24

Holiday apartment with shared pool in Monticchiello

Pienza / Monticchiello

Apartment / 3 Bedrooms / sleeps 7

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £129 / night

£900 - £1403 / week

View

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

from £497 / night

£3479 - £4027 / week

View

1 / 24

Holiday villa letting

Pienza / Monticchiello

Villa / 6 Bedrooms / sleeps 12

  • Not suitable for children
  • Car not necessary
  • No pets allowed

Add to shortlist

from £497 / night

£3479 - £4027 / week

View

Villa Biancellaandnbsp;dwells on an impressive 150 hectare agricultural estate in Monticchiello, Val d'Orcia. andnbsp;It can accommodateandnbsp;larger groupsandnbsp;or families upandnbsp;12 personsandnbsp;and boastsandnbsp;6 fantastic bedrooms and 7 well equipped  …see more

from £173 / night

£1209 - £1738 / week

View

1 / 23

Pienza holiday farmhouse rental

Province of Siena / Pienza

Farmhouse / 5 Bedrooms / sleeps 12

  • Not suitable for children
  • Car advised
  • No pets allowed

Add to shortlist

from £173 / night

£1209 - £1738 / week

View

Farmhouse Casa Orcia - holiday accommodation in Tuscany with swimming pool is for discerning travelers wishing to spend their holidays in Tuscany. This rental farmhouse is wonderful for a family holiday and located between Pienza and S.Quirico.  …see more

from £124 / night

£864 - £1511 / week

View

1 / 24

Pienza holiday villa rental

Province of Siena / Pienza

Villa / 3 Bedrooms / sleeps 6

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £124 / night

£864 - £1511 / week

View

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

from £300 / night

£2097 - £2870 / week

View

1 / 24

Holiday farmhouse with swimming pool in Pienza

Province of Siena / Pienza

Farmhouse / 5 Bedrooms / sleeps 10

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

Add to shortlist

from £300 / night

£2097 - £2870 / week

View

Villa / Farmhouse / Home in Montefollonico with 5 bedrooms sleeps 10  …see more

from £889 / night

£6218 - £12247 / week

View

1 / 24

Holiday villa in Pienza

Province of Siena / Pienza

Villa / 9 Bedrooms / sleeps 19

  • Not suitable for children
  • Car not necessary
  • No pets allowed

Add to shortlist

from £889 / night

£6218 - £12247 / week

View

Villa Esteandnbsp;is a beautiful villa situated on a dramatic hilltop, overlooking the rolling hills of the Val d`Orcia near Contignano in Tuscany. Theandnbsp;first floorandnbsp;may also be reached by an internal staircase. Two stone-paved patios flank the external  …see more

from £297 / night

£2077 - £5398 / week

View

1 / 24

Farmhouse rental in Pienza with swimming pool

Province of Siena / Pienza

Farmhouse / 6 Bedrooms / sleeps 14

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

Add to shortlist

from £297 / night

£2077 - £5398 / week

View

Villa / Farmhouse / Home in Pienza with 6 bedrooms sleeps 14  …see more

from £189 / night

£1319 - £1809 / week

View

1 / 24

Holiday villa rental

Province of Siena / Pienza

Villa / 5 Bedrooms / sleeps 13

  • Not suitable for children
  • Car not necessary
  • No pets allowed

Add to shortlist

from £189 / night

£1319 - £1809 / week

View

Farmhouseandnbsp;Podere Pienzaandnbsp;is a Tuscan vacation rental, in the municipality of Pienza, in the province of Siena, in Tuscany region, in Italy.andnbsp; The farmhouse covers an area ofandnbsp;300 sqmandnbsp;consisting ofandnbsp;2 floors. The farmhouse has  …see more

from £472 / night

£3298 - £6218 / week

View

1 / 24

Holiday villa in Pienza

Province of Siena / Pienza

Villa / 5 Bedrooms / sleeps 10

  • Not suitable for children
  • Car not necessary
  • No pets allowed

Add to shortlist

from £472 / night

£3298 - £6218 / week

View

A charming 300 years old villa in Val d`Orcia with views over the sienese crete located in the lush Tuscan countryside. andnbsp; Main Featuresandnbsp;asandnbsp;Sleeps 10 in 3 double and two twin,andnbsp;All ensuite accommodations. Small but veryandnbsp;well equipped  …see more

from £231 / night

£1615 - £3239 / week

View

1 / 24

Villa letting in Pienza

Province of Siena / Pienza

Villa / 4 Bedrooms / sleeps 8

  • Not suitable for children
  • Car not necessary
  • Pets welcome

Add to shortlist

from £231 / night

£1615 - £3239 / week

View

Villa Orcia is a typical Tuscan Farmhouse that was fully restored by the present owners in 2008 maintaining the traditional Tuscan look. The villa is located in the Orcia Valley, known for its gentle hills and Medieval towers. Than Villa has 2 units, 100 sqmt each  …see more

from £539 / night

£3769 - £6972 / week

View

1 / 24

Holiday villa rental

Province of Siena / Pienza

Villa / 6 Bedrooms / sleeps 11

  • Not suitable for children
  • Car not necessary
  • No pets allowed

Add to shortlist

from £539 / night

£3769 - £6972 / week

View

Situated amidstandnbsp;30 acres of woods and an orchard, theandnbsp;charming 5 bedroom Villa Edmondoandnbsp;offers you a wonderful blend of rustic Tuscan style and modern comfort encircled by the magnificent landscape of Tuscany.andnbsp; The comfortably furnished  …see more

from £889 / night

£6218 - £12247 / week

View

1 / 24

Holiday villa in Pienza

Province of Siena / Pienza

Villa / 8 Bedrooms / sleeps 19

  • Not suitable for children
  • Car not necessary
  • No pets allowed

Add to shortlist

from £889 / night

£6218 - £12247 / week

View

Theandnbsp;Villa Meravigliaandnbsp;is just andnbsp;marvellous villa. The villa sleeps up toandnbsp;12andnbsp;inandnbsp;1 twin and 5 double bedroomsandnbsp;all with en suite bathroom. The Villa hasandnbsp;4 living roomsandnbsp;2 of which have fireplaces .  …see more

from £398 / night

£2785 - £4670 / week

View

1 / 20

Holiday farmhouse rental

Province of Siena / Pienza

Farmhouse / 6 Bedrooms / sleeps 13

  • Nearest beach 44 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £398 / night

£2785 - £4670 / week

View

Wonderful Tuscan villa with pool.  …see more

from £298 / night

£2082 - £2849 / week

View

1 / 24

Villa rental in Pienza with swimming pool

Province of Siena / Pienza

Villa / 5 Bedrooms / sleeps 10

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

Add to shortlist

from £298 / night

£2082 - £2849 / week

View

Set in Tuscany Italy, this grand villa is the perfect place for your holidays. The villa features: a swimming Pool, air Conditioning, an internet Connection, a pet friendly space .  …see more

from £297 / night

£2077 - £5398 / week

View

1 / 24

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

Villa / 6 Bedrooms / sleeps 14

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

Add to shortlist

from £297 / night

£2077 - £5398 / week

View

Set in Tuscany Italy, this charming villa is the ideal place for your holidays. The villa offers: a swimming Pool, air Conditioning, an internet Connection .  …see more

from £90 / night

£630 - £810 / week

View

1 / 15

Holiday townhouse in Pienza

Province of Siena / Pienza

Townhouse / 2 Bedrooms / sleeps 5

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • No pets allowed

Add to shortlist

from £90 / night

£630 - £810 / week

View

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
first last

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