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Holiday Villas in Italy with Private Pool

Below you will find our entire range of holiday villas with private pools in Italy. To narrow down the list, you can select the number of persons and additional amenities (heated pool, child safe pool, near the beach, etc.). Then click the search button.

 

Casa Faraona
San Polo in Rosso

Casa Faraona

Secluded Chianti villa with pool and wheelchair accessibility.

Enjoy an authentic and idyllic rural holiday at this secluded villa with a pool found deep in Chianti. Sitting on the edge of a hamlet, the beautifull...

Key activities:

touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking

As from 3775.00 €

6 3 3 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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Hayez
Palazzo Ca'nova

Hayez

Luxurious 2 bedroom apartment in Venice on the Grand Canal

MINIMUM STAY 3 NIGHTS

Living right in the throbbing, historic heart of the Serenissima, just minutes away from the Piazza San Marco, the Palazzo Ducale, the Punt...

Key activities:

sightseeing, good food, beach life on the Lido, shopping, visiting artisan’s workshops

As from 1800.00 €

4 4 2 Internet Access Venice Marco Polo, 30 min by water taxi
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Casa all’Erta
San Polo in Rosso

Casa all’Erta

A beautifully restored villa in Chianti with a heated pool and views over a Medieval castle

This recently restored farmhouse crowns a hill in Tuscany’s famed Chianti wine region, equidistant from Siena and Florence. It boasts all new amenities, lovely ou...

Key activities:

touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking

As from 8425.00 €

12 6 7 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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Santa Croce
Tenuta di Murlo

Santa Croce

3 bedroom luxury villa with pool and 360° views in Umbria

This three bedroom villa, perched on the very top of Monte Santa Croce, is an example of flawless restoration on an exceptional site. Perhaps Santa Croce’s real n...

Key activities:

Sightseeing, golf, swimming, walks, discover restaurants, wine tasting, fishing, mountain-biking

As from €

6 3 3 Pool Internet Access Perugia: 33 km
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Montecucco
Vivo d'Orcia

Montecucco

Restored farmhouse south of Siena with pool and views onto the vineyards of Montalcino

Villa Montecucco is located at an altitude of 400 metres above sea level, twenty minutes’ drive from the castle estate of Vivo D’Orcia. It benefits from absolut...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from 2954.00 €

8 4 4 Pool Internet Access Florence: 150 km
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Villa Melissa
Fighine

Villa Melissa

19th century luxury villa with pool in Tuscan hamlet between Florence and Rome

Villa Melissa is a large villa set within its own private garden. The beautiful swimming pool with pool house and full changing and shower facilities lies 2 minute ...

Key activities:

cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking

As from 6099.00 €

8 4 4 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
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Casa di Maria
La Montecchia

Casa di Maria

Vacation rental with pool on wine estate near Venice

The two-storied Casa di Maria lies in one of the outhouses of the estate with a wonderful view onto the castle. The small garden belonging to the house - a lawn wit...

Key activities:

Visit the wine estate, cultural sightseeing, golf, tennis, retaurant with a Michelin star, wine producing area

As from 468.00 €

4 2 1 Pool Internet Access Venice airport: 60 km
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Chiarentana – Beco
Chiarentana

Chiarentana – Beco

6 generous holiday apartments built around a magical courtyard

Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.

The 6 apartmen...

Key activities:

Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona

As from 1645.00 €

4 2 2 Pool Internet Access Florence 150km
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Orangerie
Tombolino Bolgheri

Orangerie

A converted orangerie

The orangerie lies in the south looking basement of the Villa Tombolino, next to the orchard of the estate, which has become the Limonaia's private garden.

The m...

Key activities:

direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns

As from 1617.00 €

4 2 2 Internet Access Pisa airport 67 km (under one hour)
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Torretta – Silene
Frassanelle

Torretta – Silene

Stylish holiday rental studio with pool on historical estate near Padua and Venice

The elegant farm buildings of the Frassanelle estate date back to the 17th century. What used...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 700.00 €

2 1 1 Pool Internet Access Venice: 68 km
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