Pienza Apartments & Villas - 33 Rentals Available
33 Vacation rentals
Inviting Tuscan Farmhouse with Incredible Views and Privacy - Casale Pienza
Pienza House
- 6 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$663
from $663 / night
Charming Apartment on a Large Estate in Monticchiello - Villa Edera - Il Ramo
Monticchiello Apartment
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$337
from $337 / night
Charming Farmhouse on a Large Estate in Monticchiello - Villa Edera
Monticchiello House
- 5 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$832
from $832 / night
Tuscan Farmhouse with a Private Pool Near Spas - Villa Vigna
Monticchiello Farmhouse
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$552
from $552 / night
7 bedroom Apartment in Pienza, Val D orcia, Tuscany, Italy : ref 2386181
Pienza Apartment
- 7 bedrooms 7
- 5 bathrooms
- Sleeps 15 15
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$298
from $298 / night
enchantment
Pienza House
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1006
from $1006 / night
Sophisticated 1bdr in the center of Pienza, near Siena
Pienza Apartment
- 1 bedroom 1
- 1 bathroom
- Sleeps 4 4
- 1 night min
- Ask about children
- Ask about pets
$106
from $106 / night
Tuscany Villa with Pool within Walking Distance of Town - Villa Monticchiello
Monticchiello Villa
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$600
from $600 / night
Villa in Southern Tuscany with Privacy and Views - Villa Altare
Pienza House
- 7 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1889
from $1889 / night
Cornflower
Pienza House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$587
from $587 / night
Charming Apartment on a Large Estate in Monticchiello - Villa Edera - La Foglia
Monticchiello Apartment
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$273
from $273 / night
Quiet farmhouse
Pienza Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- 7 nights min
- Child friendly
- Ask about pets
$745
from $745 / night
Luxurious and scenic 2bdr in the heart of Val d'Orcia
Pienza Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 1 night min
- Ask about children
- Ask about pets
$153
from $153 / night
Villa Four Seasons
Pienza House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$233
from $233 / night
Classic 1bdr 80m2 in the historic center of Pienza, near Siena
Pienza Apartment
- 1 bedroom 1
- 1 bathroom
- Sleeps 4 4
- 1 night min
- Ask about children
- Ask about pets
$106
from $106 / night
Podere Osteria
Pienza Apartment
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 50 50
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$234
from $234 / night
Nice one Bedroom in the center of Pienza, prov. of Siena
Pienza Apartment
- 1 bedroom 1
- 1 bathroom
- Sleeps 3 3
- 1 night min
- Ask about children
- Ask about pets
$135
from $135 / night
Tuscan Farmhouse with Private Pool and Beautiful Views - Villa Gaia
Monticchiello Farmhouse
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1088
from $1088 / night
I Cipressini 10
Pienza Villa
- 6 bathrooms
- Sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$502
from $502 / night
Country farmhouse
Pienza Villa
- 8 bedrooms 8
- 8 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
- Ask about pets
$982
from $982 / night
Villa Giovanni - Villa in Val d 'Orica with courtyard and pool, stunning views
Pienza Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
$687
from $687 / night
8 bedroom Villa in Siena, Tuscany, Italy : ref 2022479
Monticchiello Villa
- 8 bedrooms 8
- 7 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1296
from $1296 / night
8 bedroom Villa in Pienza, Tuscany, Italy : ref 2266267
Pienza Villa
- 8 bedrooms 8
- 8 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$837
from $837 / night
7 bedroom Villa in Pienza, Tuscany, Italy : ref 2268309
Pienza Villa
- 7 bedrooms 7
- 5 bathrooms
- Sleeps 15 15
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$312
from $312 / night
8 bedroom Apartment in Pienza, Siena e Dintorni, Tuscany, Italy : ref 2096599
Pienza Apartment
- 8 bedrooms 8
- 8 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$856
from $856 / night
6 bedroom Villa in Pienza, Tuscany, Italy : ref 1476001
Pienza Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$571
from $571 / night
Villa Pienza
Pienza Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$604
from $604 / night
6 bedroom Villa in Pienza, Siena Area, Tuscany, Italy : ref 2230411
Pienza Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$884
from $884 / night
6 bedroom Villa in Pienza, Tuscany, Italy : ref 2266246
Pienza Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$570
from $570 / night
7 bedroom Villa in Pienza, Siena, Toscana, Italy : ref 2020515
Pienza Villa
- 7 bedrooms 7
- 5 bathrooms
- Sleeps 13 13
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$298
from $298 / night
Your search has been expanded 5.7 miles to include more rentals
Valente - Ideal for Couples and Families, Beautiful Pool and Beach
Montalcino Villa - 0.1 miles away
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Suitable for children age 5+
- Air conditioning
$1956
from $1956 / night
3 bedroom Apartment in Pienza, Toscana, Italy : ref 2244522
San Quirico d'Orcia Apartment - 2.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$195
from $195 / night
4 bedroom Villa in San Quirico D'orcia, Tuscany, Italy : ref 2266108
Gallina Villa - 3 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$264
from $264 / night
4 bedroom Apartment in Pienza, Val d Orcia, Tuscany, Italy : ref 2294109
Gallina Apartment - 3 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$253
from $253 / night
Villa Ilaria
Gallina House - 3.2 miles away
- 7 bathrooms
- Sleeps 19 19
- Min stay varies
- Ask about children
- Ask about pets
Inquire for Rates
Pricing unknown
5 bedroom Villa in Montefollonico, Tuscany, Italy : ref 2266268
Petroio Villa - 3.5 miles away
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$545
from $545 / night
Valente, Sleeps 12
San Quirico d'Orcia Villa - 3.9 miles away
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Ask about children
- Ask about pets
$1436
from $1436 / night
Villa Ranuncolo, Sleeps 19
Montalcino Villa - 3.9 miles away
- 9 bedrooms 9
- 10 bathrooms
- Sleeps 19 19
- 7 nights min
- Ask about children
- Ask about pets
$1780
from $1780 / night
Farmhouse with Private Pool and Beautiful Views in Southern Tuscany - Villa
San Quirico d'Orcia Farmhouse - 4 miles away
- 8 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$823
from $823 / night
1213 The residence, Sleeps 8
Castelmuzio Villa - 4.4 miles away
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$502
from $502 / night
Villa Albert
Castiglione D'Orcia House - 4.4 miles away
- 8 bedrooms 8
- 8 bathrooms
- Sleeps 19 19
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$383
from $383 / night
Casa Leone
Castelmuzio Villa - 4.5 miles away
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Private garden
$587
from $587 / night
Villa Leone
Castelmuzio Villa - 4.5 miles away
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Private garden
$504
from $504 / night
Villa Oliveto - Tuscany
Castelmuzio Villa - 4.5 miles away
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 10 10
- 7 nights min
- Child friendly
$467
from $467 / night
Casa Oliveto
Castelmuzio Villa - 4.5 miles away
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Child friendly
$545
from $545 / night
Casa Oliveto
Castelmuzio Villa - 4.5 miles away
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Nearest beach 161 mi
- Swimming pool
- Child friendly
$587
from $587 / night
Sophisticated Villa in a Village in Southern Tuscany - Residenza Orcia
Castelmuzio Villa - 4.5 miles away
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$572
from $572 / night
magnificent
Trequanda House - 4.5 miles away
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$503
from $503 / night
Villa Le Crete
Castelmuzio Villa - 4.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Nearest beach 161 mi
- Swimming pool
- Child friendly
$212
from $212 / night
4 bedroom Villa in Castiglione d'Orcia, Siena, Italy : ref 2014116
Gallina Villa - 5.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$97
from $97 / night
Casal d'Asso
San Giovanni d'Asso House - 5.4 miles away
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 50 50
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$551
from $551 / night
4 bedroom Villa in San Giovanni d Asso, Val d Orcia, Tuscany, Italy : ref
San Giovanni d'Asso Villa - 5.4 miles away
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$596
from $596 / night
Private villa with pool with 7 bedrooms just 900 meters from Montepulciano
Montepulciano Villa - 5.4 miles away
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 16 16
- 7 nights min
- Nearest beach 115 mi
- Swimming pool
- Child friendly
$733
from $733 / night
Many flowers
Montepulciano House - 5.4 miles away
- Sleeps 7 7
- Min stay varies
- Ask about children
- Ask about pets
Inquire for Rates
Pricing unknown
5 bedroom Villa in Siena, Near Montepulciano, Siena, Italy : ref 2259037
Montepulciano Villa - 5.4 miles away
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 9 9
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$561
from $561 / night
Inquire for Rates
Pricing unknown
Tenuta Senese
Montepulciano Villa - 5.4 miles away
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 9 9
- 7 nights min
- Ask about children
$411
from $411 / night
7 bedroom Villa in Montepulciano, Val D orcia, Tuscany, Italy : ref 2387244
Montepulciano Villa - 5.5 miles away
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$794
from $794 / night
Villa Ardita
Bivio di San Biagio House - 5.5 miles away
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$733
from $733 / night
Villa Ardene
Montepulciano Villa - 5.5 miles away
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 50 50
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$733
from $733 / night
Villa Valardegna - Rustic villa with private pool near Montepulciano
Montepulciano Villa - 5.5 miles away
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
- Air conditioning
$729
from $729 / night
Villa Leopoldo C
Montisi House - 5.5 miles away
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$151
from $151 / night
Villa Leopoldo A
Montisi House - 5.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$218
from $218 / night
Villa Leopoldo D
Montisi House - 5.5 miles away
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$151
from $151 / night
Villa Leopoldo B
Montisi House - 5.5 miles away
- 1 bedroom 1
- 1 bathroom
- Sleeps 3 3
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$151
from $151 / night
4 bedroom Villa in Castiglione d Orcia, Siena, Italy : ref 2237170
Castiglione D'Orcia Villa - 5.6 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$170
from $170 / night
Casa Caterina - Beautiful 2bdr w/terrace overlooking Val d'Orcia
Castiglione D'Orcia Apartment - 5.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 3 nights min
- Ask about children
- Ask about pets
$129
from $129 / night
1
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.