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Holiday Villas with Pool in Italy

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

Casa di Donata
La Foce

Casa di Donata

Elegant villa with pool and tennis overlooking the Orcia valley near Pienza

Donata’s house offers all the special charm, character and seclusion of a private home and garden, with the additional advantage of having the restaurant, tennis,...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from €

10 5 5 Pool Internet Access Florence: 150 km
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Dario 4
Borgo di Pietrafitta

Dario 4

The main farmbuilding of the estate

This farm used to house the sharecroppers who lived on the Borgo di Pietrafitta esta...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1357.00 €

4 2 2 Pool Internet Access Florence 47km
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Castello di Magrano
Magrano

Castello di Magrano

A medieval castle with pool in Umbria for large groups - CLASS LISTED / LANDMARKED BUILDING

The magnificent Castello di Magrano was built in the middle ages (1200 AC), to protect the town of Gubbio against Perugia. The castl...

Key activities:

cultural sightseeing, music festivals, roaming through the countryside, eatign out in small restaurants, country life, hiking and biking, riding, truffle hunting, swimming, fishing

As from 3865.00 €

30 15 13 Pool Internet Access Perugia: 45 km, Rome Ciampino: 215 km
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Chiarentana – Ronda
La Foce

Chiarentana – Ronda

6 generous 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 holiday ...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 768.00 €

6 3 2 Pool Internet Access Florence: 150 km
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Casa di Nando
La Montecchia

Casa di Nando

Charming sunny holiday rental with pool on wine estate in Venetia

Named after the farmer who last lived here, the Casa di Nando is a two-storied house with a private garden, attached to the historical tasting rooms of the estate. ...

Key activities:

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

As from 693.00 €

4 2 1 Pool Internet Access Venice airport: 60 km
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Lieta
Frassanelle

Lieta

Luxury villa with pool on historical estate in northern Italy, near Padua and Venice

The charming cottage Lieta, totally restored in 2004, was originally lived in by farmers working on the property. Standing along the crest of a small hill, the hous...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 1260.00 €

8 4 3 Pool Internet Access Venice: 68 km
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Tempietto
Frassanelle

Tempietto

A 19th century garden folly near Venice - with pool, available for weekly rentals

The romanticism of this house makes it truly exceptional. The playfully charming Tempietto was built in 1822 in pure neoclassical style. It was conceived as a place...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 840.00 €

4 2 2 Pool Internet Access Venice: 68 km
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Subtilia Olivo
Tenuta di Murlo

Subtilia Olivo

2 bedroom apartment with pool and unbeatable views in Umbria

The apartment Olivo is part of Villa Subtilia, an intact XVIth century farmhouse, set on the top of one of the rolling hills of the Key activities:

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

As from 1600.00 €

4 2 2 Pool Internet Access Perugia: 33 km
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Casa di Pietro
Vivo d'Orcia

Casa di Pietro

Charming 2 bedroom cottage with pool near village Montalcino area - CLASS LISTED / LANDMARKED BUILDING

Casa di Pietro is a two storied house with walled in garden on the Vivo d'Orcia estate. It is one of a row of cottages built for the people working on the estate, b...

Key activities:

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

As from 152.00 €

4 2 2 Pool Internet Access Florence: 150 km
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La Capanna
Borgo di Pietrafitta

La Capanna

Converted shed in the heart of the Chianti, near Greve

This agriturismo used to be a simple shed on the edge of the hamlet. It has been turned into a dream haven for two or three people.
A large living room with open p...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1147.00 €

3 2 1 Pool Internet Access Florence 47km
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