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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.

La Tartaruga
Le Gore

La Tartaruga

Architect-restored villa with a pool, walking distance to a Medieval village

Nestled within an olive grove and the rolling fields of Southern Tuscany, this airy villa with a pool offers exceptional country living coupled with the convenience...

Key activities:

touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports

As from 6460.00 €

8 8 5 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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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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Torre
Tenuta di Murlo

Torre

A luxury country villa in Umbria with heated saltwater pool and amazing views

Torre is an exclusive and luxury villa which has just been rebuilt on the ruins of a medieval tower of the estate Key activities:

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

As from €

8 3 3 Pool Internet Access Perugia: 33 km
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Villa Tombolino
Tombolino Bolgheri

Villa Tombolino

Elegant beachfront villa on the famous Bolgheri coastline

Unspoilt beaches fringed with dunes are backed by hillsides covered in Mediterranean scrub and olive groves, crested by charming hill-top villages. The reclaimed fl...

Key activities:

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

As from €

12 6 6 Pool Internet Access Pisa airport 67 km (under one hour)
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Casa del Prete
La Montecchia

Casa del Prete

Vacation rental with pool on top wine estate near Venice

A couple of steps and a wrought iron gate lead into the garden of the Casa del Prete, putting an agreable distance between the daily activities of the estate and th...

Key activities:

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

As from 651.00 €

4 2 2 Pool Internet Access Venice airport: 60 km
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Belvedere 1
La Foce

Belvedere 1

2 apartments full of rustic charm and a magnificent view

The name of the house means "beautiful view" - rightly so, as the entire Orcia valley and the Amiata mountain are spread out below. Belvedere is divided into two ad...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 1990.00 €

5 3 3 Pool Internet Access Florence: 150 km
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Livietta
Cetona

Livietta

A romantic cottage in Tuscany in walking distance of a village

Situated on the fringes of the splendid hilltop village of Cetona, this carefully restored one-bedroom cottage is the ideal base for a romantic getaway in Tuscany...

Key activities:

touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports

As from 1284.00 €

2 1 1 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Casa di Lilli
Vivo d'Orcia

Casa di Lilli

Charming 1BR cottage south of Siena - Village in walking distance - UNESCO WORLD HERITAGE

Casa di Lilli is a small 2 storeyed house located next to the romanesque church of Vivo d’Orcia. It was fully restored and turned into a charming retreat for two....

Key activities:

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

As from 784.00 €

2 1 1 Pool Internet Access Florence: 150 km
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Castello
Marsiliana

Castello

A large family castle on the Tuscan Coast

From the distance, Marsiliana might look like a castle, but as you reach the top of the hill and drive through the gate the feeling is more that of an informal haml...

Key activities:

visiting the wine estate, beach life, bicling, hiking, tennis (village)

As from 3900.00 €

13 7 4 Pool Internet Access Roma Fiumicino: 120 km
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Castiglione Ugolino
Tenuta di Murlo

Castiglione Ugolino

Newly restored medieval castle in Umbria with infinity pool

The 11th-century Castiglione Ugolino sits within the Murlo estate atop a hill overlooking the rolling hills of Umbria. Completely restored in 2019, the ancient cast...

Key activities:

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

As from €

20 10 10 Pool Internet Access Perugia: 33 km
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