We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Pienza Vacation Rentals with Hot Tubs

Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
24 rentals 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, vacation rental in Pienza

House with private pool with beautiful view Val d 'Orcia

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
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, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
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, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
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, Hot Tub
More info
Check in
Check out
As seen on
HolidayLettings.com logo
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, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
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, Hot Tub
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Affiliated with FlipKey
Luxury villa Pienza, salt water heated swimming pool, airconditioning, yoga room, vacation rental in Pienza
Luxury villa Pienza, salt water heated swimming pool, airconditioning, yoga room, vacation rental in Pienza
Luxury villa Pienza, salt water heated swimming pool, airconditioning, yoga room, vacation rental in Pienza

Luxury villa Pienza, salt water heated swimming pool, airconditioning, yoga room

Rental Home
6 bedrooms
6 bathrooms
Sleeps 13
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Villa with Pool in Monticchiello,Aircon,Garden,Barbecue,Table Tennis,sleeps 14, vacation rental in Pienza
Villa with Pool in Monticchiello,Aircon,Garden,Barbecue,Table Tennis,sleeps 14, vacation rental in Pienza
Villa with Pool in Monticchiello,Aircon,Garden,Barbecue,Table Tennis,sleeps 14, vacation rental in Pienza

Villa with Pool in Monticchiello,Aircon,Garden,Barbecue,Table Tennis,sleeps 14

Rental Home
7 bedrooms
9 bathrooms
Sleeps 14
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
HolidayLettings.com logo
luxury villa few steps from Pienza, outdoor-indoor swimming pool,air-conditoned, vacation rental in Pienza
luxury villa few steps from Pienza, outdoor-indoor swimming pool,air-conditoned, vacation rental in Pienza
luxury villa few steps from Pienza, outdoor-indoor swimming pool,air-conditoned, vacation rental in Pienza

luxury villa few steps from Pienza, outdoor-indoor swimming pool,air-conditoned

Condo/Apartment
8 bedrooms
10 bathrooms
Sleeps 14
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Cozy cottage with external whirlpool in the Pienza countryside, vacation rental in Pienza
Cozy cottage with external whirlpool in the Pienza countryside, vacation rental in Pienza
Cozy cottage with external whirlpool in the Pienza countryside, vacation rental in Pienza

Cozy cottage with external whirlpool in the Pienza countryside

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
Villa Circe, vacation rental in Pienza
Villa Circe, vacation rental in Pienza
Villa Circe, vacation rental in Pienza

Villa Circe

Rental Home
8 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
Villa Loriana, vacation rental in Pienza
Villa Loriana, vacation rental in Pienza
Villa Loriana, vacation rental in Pienza

Villa Loriana

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
Villa Irmina, fully refundable with voucher*: A characteristic and welcoming, vacation rental in Pienza
Villa Irmina, fully refundable with voucher*: A characteristic and welcoming, vacation rental in Pienza
Villa Irmina, fully refundable with voucher*: A characteristic and welcoming, vacation rental in Pienza

Villa Irmina, fully refundable with voucher*: A characteristic and welcoming

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
My Rental Homes - Villa Pienza with private pool and garden. Wonderful view, vacation rental in Pienza
My Rental Homes - Villa Pienza with private pool and garden. Wonderful view, vacation rental in Pienza
My Rental Homes - Villa Pienza with private pool and garden. Wonderful view, vacation rental in Pienza

My Rental Homes - Villa Pienza with private pool and garden. Wonderful view

Rental Home
8 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
My Rental Homes - Podere il Sogno with private pool and large garden, vacation rental in Pienza
My Rental Homes - Podere il Sogno with private pool and large garden, vacation rental in Pienza
My Rental Homes - Podere il Sogno with private pool and large garden, vacation rental in Pienza

My Rental Homes - Podere il Sogno with private pool and large garden

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
Villa for 14 People with private pool, vacation rental in Pienza
Villa for 14 People with private pool, vacation rental in Pienza
Villa for 14 People with private pool, vacation rental in Pienza

Villa for 14 People with private pool

Rental Home
7 bedrooms
9 bathrooms
Sleeps 14
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
Holiday house Pienza for 1 - 15 persons with 8 bedrooms - Holiday home, vacation rental in Pienza
Holiday house Pienza for 1 - 15 persons with 8 bedrooms - Holiday home, vacation rental in Pienza
Holiday house Pienza for 1 - 15 persons with 8 bedrooms - Holiday home, vacation rental in Pienza

Holiday house Pienza for 1 - 15 persons with 8 bedrooms - Holiday home

Rental Home
8 bedrooms
10 bathrooms
Sleeps 15
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
Villa Montichiello, vacation rental in Pienza
Villa Montichiello, vacation rental in Pienza
Villa Montichiello, vacation rental in Pienza

Villa Montichiello

Rental Home
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Affiliated with FlipKey
Claudia's apartment with panoramic view, vacation rental in Pienza
Claudia's apartment with panoramic view, vacation rental in Pienza
Claudia's apartment with panoramic view, vacation rental in Pienza

Claudia's apartment with panoramic view

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
Holiday house Pienza for 1 - 14 persons with 7 bedrooms - Holiday house, vacation rental in Pienza
Holiday house Pienza for 1 - 14 persons with 7 bedrooms - Holiday house, vacation rental in Pienza
Holiday house Pienza for 1 - 14 persons with 7 bedrooms - Holiday house, vacation rental in Pienza

Holiday house Pienza for 1 - 14 persons with 7 bedrooms - Holiday house

Rental Home
7 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
Dimora Buonriposo Pienza Country House, vacation rental in Pienza
Dimora Buonriposo Pienza Country House, vacation rental in Pienza
Dimora Buonriposo Pienza Country House, vacation rental in Pienza

Dimora Buonriposo Pienza Country House

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
Vrbo Property, vacation rental in Pienza
Vrbo Property, vacation rental in Pienza
Vrbo Property, vacation rental in Pienza

Vrbo Property

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
Podere Bagnolo 8, Emma Villas, vacation rental in Pienza
Podere Bagnolo 8, Emma Villas, vacation rental in Pienza
Podere Bagnolo 8, Emma Villas, vacation rental in Pienza

Podere Bagnolo 8, Emma Villas

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Affiliated with FlipKey
Vrbo Property, vacation rental in Pienza
Vrbo Property, vacation rental in Pienza
Vrbo Property, vacation rental in Pienza

Vrbo Property

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Hot Tub
More info
Check in
Check out
As seen on
Vrbo.com logo
The following properties match some of your filters:
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
More info
Check in
Check out
As seen on
Vrbo.com logo
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
More info
Check in
Check out
As seen on
HolidayLettings.com logo
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
More info
Check in
Check out
As seen on
HolidayLettings.com logo
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
More info
Check in
Check out
As seen on
Vrbo.com logo
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
More info
Check in
Check out
As seen on
Vrbo.com logo
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
More info
Check in
Check out
As seen on
HolidayLettings.com logo
 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
More info
Check in
Check out
As seen on
HolidayLettings.com logo
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
More info
Check in
Check out
As seen on
Vrbo.com logo
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
More info
Check in
Check out
As seen on
HolidayLettings.com logo
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
Check in
Check out
As seen on
Vrbo.com logo
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
More info
Check in
Check out
As seen on
Vrbo.com logo
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
More info
Check in
Check out
As seen on
HolidayLettings.com logo
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
Check in
Check out
As seen on
Vrbo.com logo
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
More info
Check in
Check out
As seen on
Vrbo.com logo
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
Check in
Check out
As seen on
HolidayLettings.com logo
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
Check in
Check out
Payment Protection
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
Check in
Check out
As seen on
Vrbo.com logo
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
Check in
Check out
As seen on
HolidayLettings.com logo
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
More info
Check in
Check out
As seen on
HolidayLettings.com logo
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
Check in
Check out
Payment Protection
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
Check in
Check out
As seen on
HolidayLettings.com logo
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
Check in
Check out
As seen on
Vrbo.com logo
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
Check in
Check out
As seen on
Vrbo.com logo
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
More info
Check in
Check out
As seen on
Vrbo.com logo
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
Check in
Check out
As seen on
Vrbo.com logo
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
Check in
Check out
As seen on
Vrbo.com logo
Showing results 1-50 of 188