Sort by
map
All filters (1)

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

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

from 244 / night
5.0
prices from 244€ per night
View
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Authentic pool house
Pienza
Authentic pool house
6 guests
110 m2
2 bedrooms

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

Free cancellation
from 38 / night
4.2
prices from 38€ per night
View
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Peaceful Pienza Garden Escape
Pienza
Peaceful Pienza Garden Escape
3 guests
40 m2
1 bedroom

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

Free cancellation
from 21 / night
4.2
prices from 21€ per night
View
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Spacious house in Pienza
Pienza
Spacious house in Pienza
4 guests
80 m2
2 bedrooms

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

Free cancellation
from 27 / night
4.2
prices from 28€ per night
View
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Modern Vacation Home
Pienza
Modern Vacation Home
8 guests
130 m2
4 bedrooms

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
from 136 / night
4.8
prices from 136€ per night
View

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

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

from 158 / night
4.4
prices from 158€ per night
View
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.

from 316 / night
prices from 316€ per night
View
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.

from 175 / night
prices from 176€ per night
View
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
ALTORI
Seggiano

ALTORI

4 guests
90 m2
2 bedrooms

Casa Tramonto in Seggiano: 90 m² living space, 4 rooms, pool, terrace, 4 people – Experience Tuscany!

Free cancellation

Sustainable

from 92 / night
prices from 93€ per night
View
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
CASA AMIATA
Seggiano

CASA AMIATA

4 guests
80 m2
2 bedrooms

CASA AMIATA in Seggiano: 80 m² holiday home with 2 rooms for up to 4 people in the Grosseto area.

Sustainable

from 196 / night
prices from 196€ per night
View
15%
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
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.

Free cancellation

15% Promotion 11/16/2026 - 03/24/2027

from 585 / night
prices from 586€ per night
View
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

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

from 126 / night
4.8
prices from 126€ per night
View
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.

from 538 / night
prices from 539€ per night
View
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

from 285 / night
prices from 286€ per night
View
15%
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Villa Loft Borgo Syrah
Top advertisement
Mercatale di Cortona

Villa Loft Borgo Syrah

6 guests
174 m2
3 bedrooms

Villa Loft in Borgo Syrah | Pool, spa & private garden with views of the Tuscan hills

Free cancellation

15% Last-Minute 05/17/2026 - 05/24/2026

from 177 / night
5.0
prices from 177€ per night
View
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
from 128 / night
prices from 129€ per night
View
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.

from 424 / night
prices from 424€ per night
View
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.

from 250 / night
prices from 251€ per night
View
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

from 780 / night
prices from 781€ per night
View
35%
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 SWIMMING POOL, LARGE ENCLOSED GARDEN, BARBECUE, INTERNET WI-FI, SMART TV.

35% Promotion 06/13/2026 - 06/20/2026

from 143 / night
prices from 143€ per night
View

Guest reviews of our holiday apartments in Pienza

4.2

Peaceful Pienza Garden Escape

Pienza

View French

A beautiful place, in the heart of Tuscany, A relaxing and revitalizing stay! The pool is truly an asset, The hosts are very friendly and welcoming, The kitchen of the accommodation is very well equipped.


from 21€ night
4.2

Spacious house in Pienza

Pienza

This place is pretty spacious and has everything you need, The rooms were clean and the beds comfy, The owner was really nice and helped us with local tips, We hiked in the nearby forest and it was so beautiful, A great value for money overall!


from 28€ night
4.2

Authentic pool house

Pienza

The property was incredibly roomy and ideal for five guests, featuring two complete bathrooms which was fantastic, Although it was somewhat distant from the closest town, the stunning vistas of the nearby countryside made it worthwhile


from 38€ night

Popular regions and locations for your holiday homes with pool in Pienza

Rent out now on Ferienhausmiete.de

Are you still looking for the right holidaymakers for your holiday home or apartment?