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Pienza Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
189 rentals in Pienza.
Villa I Cipressini Tuscany Private luxury heated pool spa gym Pienza Siena, vacation rental in Pienza
Villa I Cipressini Tuscany Private luxury heated pool spa gym Pienza Siena, vacation rental in Pienza
Villa I Cipressini Tuscany Private luxury heated pool spa gym Pienza Siena, vacation rental in Pienza

Villa I Cipressini Tuscany Private luxury heated pool spa gym Pienza Siena

Rental Home
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Villa in Monticchiello, your heaven in Tuscany, vacation rental in Pienza
Luxury Villa in Monticchiello, your heaven in Tuscany, vacation rental in Pienza
Luxury Villa in Monticchiello, your heaven in Tuscany, vacation rental in Pienza

Luxury Villa in Monticchiello, your heaven in Tuscany

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Villa PoliFlora, vacation rental in Pienza
Villa PoliFlora, vacation rental in Pienza
Villa PoliFlora, vacation rental in Pienza

Villa PoliFlora

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Poggio ai Gelsi, vacation rental in Pienza
Poggio ai Gelsi, vacation rental in Pienza
Poggio ai Gelsi, vacation rental in Pienza

Poggio ai Gelsi

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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House with private pool  with beautiful view Val d 'Orcia, vacation rental in Pienza
House with private pool  with beautiful view Val d 'Orcia, vacation rental in Pienza
House with private pool  with beautiful view Val d 'Orcia, vacation rental in Pienza

House with private pool with beautiful view Val d 'Orcia

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Luxury Tuscan villa, heated pool, spectacular views, underfloor cooling, vacation rental in Pienza
Luxury Tuscan villa, heated pool, spectacular views, underfloor cooling, vacation rental in Pienza
Luxury Tuscan villa, heated pool, spectacular views, underfloor cooling, vacation rental in Pienza

Luxury Tuscan villa, heated pool, spectacular views, underfloor cooling

Rental Home
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia, vacation rental in Pienza
Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia, vacation rental in Pienza
Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia, vacation rental in Pienza

Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia

Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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La Torre di Carlo, vacation rental in Pienza
La Torre di Carlo, vacation rental in Pienza
La Torre di Carlo, vacation rental in Pienza

La Torre di Carlo

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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 LA CORTE ANTICA APPARTAMENTO LA LOGGIA, vacation rental in Pienza
 LA CORTE ANTICA APPARTAMENTO LA LOGGIA, vacation rental in Pienza
 LA CORTE ANTICA APPARTAMENTO LA LOGGIA, vacation rental in Pienza

LA CORTE ANTICA APPARTAMENTO LA LOGGIA

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany, vacation rental in Pienza
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany, vacation rental in Pienza
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany, vacation rental in Pienza

Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany

Rental Home
9 bedrooms
11 bathrooms
Sleeps 20
Match: Sleeps
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Villa PoliFlora is a modern apartment in Monticchiello of Pienza in Tuscany., vacation rental in Pienza
Villa PoliFlora is a modern apartment in Monticchiello of Pienza in Tuscany., vacation rental in Pienza
Villa PoliFlora is a modern apartment in Monticchiello of Pienza in Tuscany., vacation rental in Pienza

Villa PoliFlora is a modern apartment in Monticchiello of Pienza in Tuscany.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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IL TUO PEZZO DI PARADISO: PURO RELAX E VISTA MOZZAFIATO, vacation rental in Pienza
IL TUO PEZZO DI PARADISO: PURO RELAX E VISTA MOZZAFIATO, vacation rental in Pienza
IL TUO PEZZO DI PARADISO: PURO RELAX E VISTA MOZZAFIATO, vacation rental in Pienza

IL TUO PEZZO DI PARADISO: PURO RELAX E VISTA MOZZAFIATO

Rental Home
4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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Anna Vittoria's home, vacation rental in Pienza
Anna Vittoria's home, vacation rental in Pienza
Anna Vittoria's home, vacation rental in Pienza

Anna Vittoria's home

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Podere Castelletto, vacation rental in Pienza
Podere Castelletto, vacation rental in Pienza
Podere Castelletto, vacation rental in Pienza

Podere Castelletto

Rental Home
8 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Apartment in Monticchiello with 2 bedrooms sleeps 4, vacation rental in Pienza
Apartment in Monticchiello with 2 bedrooms sleeps 4, vacation rental in Pienza
Apartment in Monticchiello with 2 bedrooms sleeps 4, vacation rental in Pienza

Apartment in Monticchiello with 2 bedrooms sleeps 4

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Secluded luxury villa with stunning view on Val d'Orcia, Pienza and Montalcino, vacation rental in Pienza
Secluded luxury villa with stunning view on Val d'Orcia, Pienza and Montalcino, vacation rental in Pienza
Secluded luxury villa with stunning view on Val d'Orcia, Pienza and Montalcino, vacation rental in Pienza

Secluded luxury villa with stunning view on Val d'Orcia, Pienza and Montalcino

Rental Home
5 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
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Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner, vacation rental in Pienza
Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner, vacation rental in Pienza
Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner, vacation rental in Pienza

Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Holiday House pienza, vacation rental in Pienza
Holiday House pienza, vacation rental in Pienza
Holiday House pienza, vacation rental in Pienza

Holiday House pienza

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Casale Reggello Tuscany Vacation Rental, vacation rental in Pienza
Casale Reggello Tuscany Vacation Rental, vacation rental in Pienza
Casale Reggello Tuscany Vacation Rental, vacation rental in Pienza

Casale Reggello Tuscany Vacation Rental

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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House / Villa - Pienza, vacation rental in Pienza
House / Villa - Pienza, vacation rental in Pienza
House / Villa - Pienza, vacation rental in Pienza

House / Villa - Pienza

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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The FLAT FIELD farmhouse in Val d'Orcia, vacation rental in Pienza
The FLAT FIELD farmhouse in Val d'Orcia, vacation rental in Pienza
The FLAT FIELD farmhouse in Val d'Orcia, vacation rental in Pienza

The FLAT FIELD farmhouse in Val d'Orcia

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Il Torrino, vacation rental in Pienza
Il Torrino, vacation rental in Pienza
Il Torrino, vacation rental in Pienza

Il Torrino

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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VILLA IL GELSO, vacation rental in Pienza
VILLA IL GELSO, vacation rental in Pienza
VILLA IL GELSO, vacation rental in Pienza

VILLA IL GELSO

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Poggio ai Gelsi, Lodge Ulivo, vacation rental in Pienza
Poggio ai Gelsi, Lodge Ulivo, vacation rental in Pienza
Poggio ai Gelsi, Lodge Ulivo, vacation rental in Pienza

Poggio ai Gelsi, Lodge Ulivo

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Lovely apartment with WIFI, pool, TV, panoramic view and parking, close to, vacation rental in Pienza
Lovely apartment with WIFI, pool, TV, panoramic view and parking, close to, vacation rental in Pienza
Lovely apartment with WIFI, pool, TV, panoramic view and parking, close to, vacation rental in Pienza

Lovely apartment with WIFI, pool, TV, panoramic view and parking, close to

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Pienza A - Holiday rental with swimming pool in Val d'Orcia, Tuscany, vacation rental in Pienza
Pienza A - Holiday rental with swimming pool in Val d'Orcia, Tuscany, vacation rental in Pienza
Pienza A - Holiday rental with swimming pool in Val d'Orcia, Tuscany, vacation rental in Pienza

Pienza A - Holiday rental with swimming pool in Val d'Orcia, Tuscany

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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The House Annavittoria / garden in the village of Monticchiello, vacation rental in Pienza
The House Annavittoria / garden in the village of Monticchiello, vacation rental in Pienza
The House Annavittoria / garden in the village of Monticchiello, vacation rental in Pienza

The House Annavittoria / garden in the village of Monticchiello

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Pienza B - Vacation Rental with swimming pool in Val d'Orcia, Tuscany, vacation rental in Pienza
Pienza B - Vacation Rental with swimming pool in Val d'Orcia, Tuscany, vacation rental in Pienza
Pienza B - Vacation Rental with swimming pool in Val d'Orcia, Tuscany, vacation rental in Pienza

Pienza B - Vacation Rental with swimming pool in Val d'Orcia, Tuscany

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Nice apartment for 6 people with WIFI, pool, panoramic view and parking, close, vacation rental in Pienza
Nice apartment for 6 people with WIFI, pool, panoramic view and parking, close, vacation rental in Pienza
Nice apartment for 6 people with WIFI, pool, panoramic view and parking, close, vacation rental in Pienza

Nice apartment for 6 people with WIFI, pool, panoramic view and parking, close

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Poggio ai Gelsi, Mulberry Lodge, vacation rental in Pienza
Poggio ai Gelsi, Mulberry Lodge, vacation rental in Pienza
Poggio ai Gelsi, Mulberry Lodge, vacation rental in Pienza

Poggio ai Gelsi, Mulberry Lodge

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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NOBLE HOUSE IN THE FARM Pianoia, vacation rental in Pienza
NOBLE HOUSE IN THE FARM Pianoia, vacation rental in Pienza
NOBLE HOUSE IN THE FARM Pianoia, vacation rental in Pienza

NOBLE HOUSE IN THE FARM Pianoia

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Source Val'd'Orcia Sienese farmhouse with pool and air conditioning, vacation rental in Pienza
Source Val'd'Orcia Sienese farmhouse with pool and air conditioning, vacation rental in Pienza
Source Val'd'Orcia Sienese farmhouse with pool and air conditioning, vacation rental in Pienza

Source Val'd'Orcia Sienese farmhouse with pool and air conditioning

Condo/Apartment
3 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Villa Four Seasons, vacation rental in Pienza
Villa Four Seasons, vacation rental in Pienza
Villa Four Seasons, vacation rental in Pienza

Villa Four Seasons

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Collosodo farmhouse  with private pool, vacation rental in Pienza
Collosodo farmhouse  with private pool, vacation rental in Pienza
Collosodo farmhouse  with private pool, vacation rental in Pienza

Collosodo farmhouse with private pool

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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podere RIGOPESCI casa per vacanza, vacation rental in Pienza
podere RIGOPESCI casa per vacanza, vacation rental in Pienza
podere RIGOPESCI casa per vacanza, vacation rental in Pienza

podere RIGOPESCI casa per vacanza

Private Room
1 bedroom
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Farmhouse In Tuscany,val D'orcia With Two Large Independent Apartments, vacation rental in Pienza
Luxury Farmhouse In Tuscany,val D'orcia With Two Large Independent Apartments, vacation rental in Pienza
Luxury Farmhouse In Tuscany,val D'orcia With Two Large Independent Apartments, vacation rental in Pienza

Luxury Farmhouse In Tuscany,val D'orcia With Two Large Independent Apartments

Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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PienzaLettings Casa Olivieri - Apartment in the historic center of Pienza, vacation rental in Pienza
PienzaLettings Casa Olivieri - Apartment in the historic center of Pienza, vacation rental in Pienza
PienzaLettings Casa Olivieri - Apartment in the historic center of Pienza, vacation rental in Pienza

PienzaLettings Casa Olivieri - Apartment in the historic center of Pienza

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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"Il Focolare" Superior Apartment in Monticchiello, vacation rental in Pienza
"Il Focolare" Superior Apartment in Monticchiello, vacation rental in Pienza
"Il Focolare" Superior Apartment in Monticchiello, vacation rental in Pienza

"Il Focolare" Superior Apartment in Monticchiello

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Apartment in Monticchiello with 3 bedrooms sleeps 6, vacation rental in Pienza
Apartment in Monticchiello with 3 bedrooms sleeps 6, vacation rental in Pienza
Apartment in Monticchiello with 3 bedrooms sleeps 6, vacation rental in Pienza

Apartment in Monticchiello with 3 bedrooms sleeps 6

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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The house in the village - Angelica apartment - Vald'Orcia, vacation rental in Pienza
The house in the village - Angelica apartment - Vald'Orcia, vacation rental in Pienza
The house in the village - Angelica apartment - Vald'Orcia, vacation rental in Pienza

The house in the village - Angelica apartment - Vald'Orcia

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Villa Pienza, vacation rental in Pienza
Villa Pienza, vacation rental in Pienza
Villa Pienza, vacation rental in Pienza

Villa Pienza

Rental Home
8 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps
More info
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Villa Pienza, Val d'Orcia luxury accommodation with pool and A/C for 12 persons!, vacation rental in Pienza
Villa Pienza, Val d'Orcia luxury accommodation with pool and A/C for 12 persons!, vacation rental in Pienza
Villa Pienza, Val d'Orcia luxury accommodation with pool and A/C for 12 persons!, vacation rental in Pienza

Villa Pienza, Val d'Orcia luxury accommodation with pool and A/C for 12 persons!

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Villa Campriano - Villa + Annex, vacation rental in Pienza
Villa Campriano - Villa + Annex, vacation rental in Pienza
Villa Campriano - Villa + Annex, vacation rental in Pienza

Villa Campriano - Villa + Annex

Rental Home
7 bedrooms
6 bathrooms
Sleeps 11
Match: Sleeps
More info
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Podere Isabella, the pearl of Val d'Orcia, vacation rental in Pienza
Podere Isabella, the pearl of Val d'Orcia, vacation rental in Pienza
Podere Isabella, the pearl of Val d'Orcia, vacation rental in Pienza

Podere Isabella, the pearl of Val d'Orcia

Rental Home
9 bedrooms
9 bathrooms
Sleeps 20
Match: Sleeps
More info
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LA CORTE ANTICA MONOLOCALE IL ROCCHETTO , vacation rental in Pienza
LA CORTE ANTICA MONOLOCALE IL ROCCHETTO , vacation rental in Pienza
LA CORTE ANTICA MONOLOCALE IL ROCCHETTO , vacation rental in Pienza

LA CORTE ANTICA MONOLOCALE IL ROCCHETTO

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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THE ANCIENT COURT THE CHIASSINO APARTMENT, vacation rental in Pienza
THE ANCIENT COURT THE CHIASSINO APARTMENT, vacation rental in Pienza
THE ANCIENT COURT THE CHIASSINO APARTMENT, vacation rental in Pienza

THE ANCIENT COURT THE CHIASSINO APARTMENT

Rental Home
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Private cottage enveloped by olive groves in the Val d'Orcia area near Pienza!, vacation rental in Pienza
Private cottage enveloped by olive groves in the Val d'Orcia area near Pienza!, vacation rental in Pienza
Private cottage enveloped by olive groves in the Val d'Orcia area near Pienza!, vacation rental in Pienza

Private cottage enveloped by olive groves in the Val d'Orcia area near Pienza!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Villa delle Fontane Amazing place for your holiday, vacation rental in Pienza
Villa delle Fontane Amazing place for your holiday, vacation rental in Pienza
Villa delle Fontane Amazing place for your holiday, vacation rental in Pienza

Villa delle Fontane Amazing place for your holiday

Rental Home
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
More info
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Appartamento nel cuore del centro storico di Pienza, vacation rental in Pienza
Appartamento nel cuore del centro storico di Pienza, vacation rental in Pienza
Appartamento nel cuore del centro storico di Pienza, vacation rental in Pienza

Appartamento nel cuore del centro storico di Pienza

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Stunning Villa near Pienza,swimming pool,garden,barbecue,children play-ground, vacation rental in Pienza
Stunning Villa near Pienza,swimming pool,garden,barbecue,children play-ground, vacation rental in Pienza
Stunning Villa near Pienza,swimming pool,garden,barbecue,children play-ground, vacation rental in Pienza

Stunning Villa near Pienza,swimming pool,garden,barbecue,children play-ground

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Showing results 1-50 of 189
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