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5 Holiday apartments & homes for a holiday with pool in Pienza

Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Farmhouse with private pool 8+2beds
Pienza

Farmhouse with private pool 8+2beds

10 guests
150 m2
4 bedrooms
3 reviews

Rustic country house in the province of Siena, panoramic location, 500 m² garden, 150 m² living space, 4 bedrooms, 4 bathrooms, pool, WIFI, satellite TV, fireplace, bicycles

Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Belvilla by OYO Tarugi
Pienza
Belvilla by OYO Tarugi
4 guests
80 m2
2 bedrooms
32 reviews

Ground floor: (Large kitchen(TV, oven, freezer), bedroom(double bed, children's bed), bedroom(bunk bed), bathroom(shower, washbasin, toilet, bidet)

Free cancellation
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Belvilla by OYO Villa Dezi
Pienza
Belvilla by OYO Villa Dezi
8 guests
130 m2
4 bedrooms
269 reviews

Ground floor: (Bedroom with bathroom(single folding bed, double bed, shower, washbasin, toilet, bidet), carport, BBQ, children's bed) On the 1st floor: (Living room(TV(satellite))

Free cancellation
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Belvilla by OYO Mulino
Pienza
Belvilla by OYO Mulino
3 guests
40 m2
1 bedroom
39 reviews

Ground floor: (Large kitchen(TV, oven, freezer, heating), bedroom(single bed, bunk bed), bathroom(shower, washbasin, toilet, bidet)) terrace(private)

Free cancellation
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Belvilla by OYO Granaio
Pienza
Belvilla by OYO Granaio
6 guests
110 m2
2 bedrooms
28 reviews

On the 1st floor: (Large kitchen(TV, fireplace, oven, freezer, heating), bedroom(single sofa bed, double bed), bedroom(single bed, double bed)

Free cancellation

Accommodations near Pienza

These accommodations match your search but are located outside of the destination area.

Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
Private holiday home with pool (7 + 1)
San Giovanni d'Asso

Private holiday home with pool (7 + 1)

8 guests
100 m2
4 bedrooms
3 reviews

Rustic stone house in the Crete Senesi in a panoramic position, fenced garden with private pool, barbecue, fireplace, satTV, covered parking

Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Farmhouse with pool for 17 persons
Val d'Orcia

Farmhouse with pool for 17 persons

17 guests
400 m2
6 bedrooms

Charming country house in Val d'Orcia (Siena), 6500 m² garden with pool and playground, barbecue, pizza oven, table tennis, satellite TV, WIFI, bicycles

Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Casa Murlo
Torrita di Siena

Casa Murlo

4 guests
75 m2
1 bedroom (+1)
1 review
Free cancellation
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Raffaele
Chianciano Terme

Raffaele

10 guests
160 m2
4 bedrooms

It is located only 13 km from Montepulciano. You will find a Coop supermarket, tennis courts, banks, petrol stations, restaurants and the post office within 6-7 km from the house.

Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Agriturismo San Gregorio - Lola
Pistoia

Agriturismo San Gregorio - Lola

4 guests
52 m2
2 bedrooms

An agriturismo where everyone finds what they're looking for: peace and relaxation, a natural paradise for children, or a culinary experience amid the vineyards of Tuscany.

12%
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Villa Alari
Top advertisement
Cetona

Villa Alari

14 guests
450 m2
5 bedrooms

Villa for 14 people with private pool and hot tub. Located on a 40-hectare farmstead, with vineyards, olive groves, and private forest.

-12% discount 04/22/2025 - 04/30/2025

Free cancellation
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Castel del Piano

Le Bandite

10 guests
150 m2
4 bedrooms
1 review

Affordable Tuscan natural stone vacation home for 8-12 persons with a private pool in a wonderful secluded location. BOOK NOW FOR 2026!

Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Sasso Villa
Lucignano

Sasso Villa

9 guests
250 m2
5 bedrooms

Situated among the hills of Tuscany, only 1,5 km from the medieval town of Lucignano, between Siena and Arezzo.

Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Villa and pool for sole use
Lucignano

Villa and pool for sole use

13 guests
220 m2
6 bedrooms

Detached Tuscan Villa in Lucignano near Arezzo, sole use, panoramic, air conditioning, large garden, barbecue, private pool, parking, fireplace, satellite TV, WIFI, accessible

Il Villino di Cortona
Il Villino di Cortona
Il Villino di Cortona
Il Villino di Cortona
Il Villino di Cortona
Cortona

Il Villino di Cortona

4 guests
90 m2
2 bedrooms

Il Villino di Cortona - Holiday house in Tuscany

Free cancellation
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Arcidosso

Chiesina

23 guests
630 m2
10 bedrooms

Former convent consists of three apartments and a house. It can accommodate up to 20 people. Park 7ha with pool (10x5mt) and tennis court. Supermarkets, bars, restaurants only 4km.

Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Montenero d'Orcia

Villa Silvia

14 guests
260 m2
6 bedrooms

The big cottage is located in one of the most beautiful northern areas of Maremma. The place is not far from Mount Amiata, only about 45 km from the sea and 17 km from Montalcino.

Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Casale Cortona
Cortona

Casale Cortona

24 guests
780 m2
12 bedrooms

Beautiful country estate in Cortona for larger groups (up to 29 people), large fenced garden with pool (7x14m), table tennis, small football field, pool table, WIFI

5%
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
TUSCANY HOUSE WITH POOL
Top advertisement
Cortona

TUSCANY HOUSE WITH POOL

6 guests
135 m2
3 bedrooms

HOUSE WITH PRIVATE POOL, LARGE FENCED GARDEN, BARBECUE, INTERNET WI-FI, SMART TV. AVAILABLE JUNE-JULY-AUGUST-SEPTEMBER 2025

-5% discount 05/24/2025 - 06/07/2025

Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Countryhouse for 22 pax with pool
Marciano della Chiana

Countryhouse for 22 pax with pool

23 guests
420 m2
9 bedrooms

Detached elegant country house with cottage in Val di Chiana, panoramic position, 20,000m² garden, private pool, fireplace, WIFI, DVD / CD player, satellite TV, grill, playground (swing u slide)

Guest Reviews of Vacation Rentals in Pienza

These accommodations are rated the best by vacationers

4.3

Belvilla by OYO Villa Dezi

Pienza

View French

We had a great time at Villa Dezi. The house was clean and well-equipped, with enough space for everyone. It is ideally located near Pienza, which makes it easy to visit the historic center and discover the local cuisine. Overall, an excellent choice for a family stay.


from 150€ night
4.2

Belvilla by OYO Granaio

Pienza

View Spanish

Wonderful apartment in a tranquil farm setting, It is very peaceful and offers stunning views, The spacious apartment includes two bedrooms and a fully equipped kitchen, There is a lovely pizzeria in the nearby village.


from 39€ night
4.1

Belvilla by OYO Mulino

Pienza

Kind a strange, except quick check in we didn't meet the hosts and they live in the same building. Durimg our stay there was no internet connection, host didn't solved the problem durimg whole stay, quite important as mobile network range inside the apartment is really bad.


from 20€ night

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