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Villas with Pools

  • Tuscany 1 bed apartment with swimming pool

    Casa Pera (2) is a beautiful 1 bedroom ground floor apartment set within a small and perfectly kept Tuscan village and situated atop a hill with stunning views over the Chianti countryside. The apartment enjoys a private outside area with table, chairs and parasol offering guests complete privacy. Guests staying here also enjoy use of a shared infinity swimming pool, the perfect place to relax and enjoy the sunshine.

    • 1 Bedroom
    • Sleeps 4
    • Apartment

    From € 130 Per Night

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  • Tuscany 1 bedroom apartment with communal pool

    This is a beautiful 1 bedroom apartment set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. The apartment has been renovated to an extremely high standard providing holidaymakers with all the mod cons they could possibly want. Outside, there is a private garden with table, chairs and parasol. Guests staying here also enjoy use of a shared infinity swimming pool, the perfect place to relax and enjoy the sunshine.

    • 1 Bedroom
    • Sleeps 3
    • Apartment

    From € 130 Per Night

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  • Tuscany 2 bedroom apartment with pool

    Appartamento Pera (4) is a first floor, 2 bedroom apartment set within a Tuscan medieval village and situated on top of a hill with stunning views over the Chianti vineyards. The property is tastefully furnished and has been completely renovated to an extremely high standard providing holidaymakers with all the mod cons they could possibly need. Guests staying here enjoy use of a shared infinity swimming pool surrounded by luxury loungers. There is also a BBQ for guests to use.

    • 2 Bedroom
    • Sleeps 5
    • Apartment

    From € 175 Per Night

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  • Tuscany 2 bedroom apartment, BBQ, 2 swimming pools

    Apartment Cappero is a modern and contemporary 2 bedroom, 2 bathroom apartment in a stunning location just 5 miles from San Gimignano. Guests can relax on the beautiful terraced lawns with their panoramic view over the Volterra hills. There are two large swimming pools as well as a children's wooden play area. The apartment can be rented with others in the development to accommodate larger groups of visitors.

    • 2 Bedroom
    • Sleeps 6
    • Apartment

    From € 200 Per Night

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  • Tuscany 2 bedroom, 2 bathroom apartment with pool

    Apartment Zenzero is a spacious and contemporary 2 bedroom, 2 bathroom apartment set over three floors. It is situated in a stunning location just 5 miles from San Gimignano. Guests can relax on the beautiful terraced lawns with their panoramic view over the Tuscan hills. There are two large swimming pools as well as a children's play area. The apartment can be rented with others in the development to accommodate larger groups of visitors.

    • 2 Bedroom
    • Sleeps 6
    • Apartment

    From € 225 Per Night

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  • Tuscany 3 bedroom villa with pool

    This is a beautifully restored barn situated close to Corazzano. It can accommodate 6 people, has 3 bedrooms and 3 bathrooms and a private pool and outdoor area.

    • 3 Bedroom
    • Sleeps 6
    • Villa

    From £ 185 Per Night

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  • Tuscany 4 bedroom house with pool

    This is a 4 bedroom villa in Tuscany, situated in the heart of the Val d'Orcia and enjoying its own private pool. Comfortably sleeping up to 10 guests, it's also an ideal location for those wishing to explore the wider Tuscan area during your stay.

    • 4 Bedroom
    • Sleeps 10
    • Villa

    From £ 230 Per Night

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  • Tuscany 5 bedroom villa with pool, jacuzzi & gym

    Villa Cristine is a stunning 5 bedroom villa in Tuscany. Situated on a hilltop just outside Arezzo, the property enjoys breathtaking 360 degree views over Arezzo itself and the surrounding Tuscan valleys. Guests have plenty of on site facilities to enjoy including private swimming pool, jacuzzi, fitness terrace and table tennis table as well as access to a private tennis club.

    • 5 Bedroom
    • Sleeps 12
    • Villa

    From £ 885 Per Night

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  • Tuscany 7 bedroom villa with pool

    This is a beautifully restored 7 bedroom villa with private pool sleeping up to 14 guests. With plenty of additional services available on request, it is a base where you can truly put your feet up and enjoy what is effectively hotel style services at a self catering holiday villa.

    • 7 Bedroom
    • Sleeps 14
    • Villa

    From € 840 Per Night

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  • Tuscany 7 bedroom villa with pool, spa and gym

    This is a large 7 bedroom villa sleeping up to a maximum of 16 guests. Dating back to 1899, the villa is steeped in history. The property is set off a quiet country road. Cypress trees line the entrance to the property and the setting is quiet and peaceful, with views over the vineyards and ancient woodlands that surround the villa.

    • 7 Bedroom
    • Sleeps 14
    • Villa

    From € 1000 Per Night

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  • Tuscany 8 bedroom villa with gym, spa and pool

    This is a large 8 bedroom villa sleeping up to a maximum of 16 guests. The setting is quiet and peaceful, with 180 degree views over the Cabernet Sauvignon vineyards and rolling hills towards Siena and Rapolano.

    • 8 Bedroom
    • Sleeps 16
    • Villa

    From € 1000 Per Night

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  • Tuscany 9 bed villa with indoor and outdoor pool

    Villa Michelangelo is a lovely 9 bedroom villa in Tuscany boasting both an indoor and outdoor swimming pool. Decorated in a mix of Venetian and Tuscan styles reflecting the fact that the owner lives near Venice, it's a great option for large groups and is also well suited for those looking for a base from which to celebrate a special occasion.

    • 9 Bedroom
    • Sleeps 16
    • Villa

    From € 680 Per Night

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  • Tuscany apartment with pool & play area

    Apartment Ginepro is a modern and contemporary 2 bedroom apartment in a lovely location just 5 miles from the popular Tuscan town of San Gimignano. Guests can relax on the beautiful terraced lawns with their panoramic view over the Volterra hills. There are two large swimming pools as well as a children's wooden play area. The apartment can be rented with others in the development to accommodate larger groups of visitors.

    • 2 Bedroom
    • Sleeps 6
    • Apartment

    From € 200 Per Night

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  • Tuscany apt with communal pool, BBQ, play area

    Apartment Pepe Rosa is a contemporary 2 bedroom apartment in a great location just 5 miles from San Gimignano. Guests can relax and enjoy the view over the Volterra hills. There are two large swimming pools as well as a wooden play area for children. The apartment can be rented with others in the development to accommodate larger groups of visitors.

    • 2 Bedroom
    • Sleeps 6
    • Apartment

    From € 180 Per Night

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  • Tuscany villa near restaurants

    Villa Rose is a traditional villa in Tuscany, built in the Liberty style of the period and dating back to the 19th century. Beautifully furnished with period antiques, the villa has a real elegance to it, accentuated by the decoration, paintings and vaulted ceilings.

    • 5 Bedroom
    • Sleeps 13
    • Apartment

    From € 625 Per Night

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  • Tuscany villa with infinity pool

    This is a large, family friendly villa in Tuscany sleeping up to 19 guests across 7 bedrooms. Furnished with an eclectic mix of antiques, the interior is beautifully presented whilst outside there is a wonderful infinity pool and attractive grounds to explore. At the end of a road, there is no passing traffic making it wonderfully peaceful and quiet.

    • 7 Bedroom
    • Sleeps 16
    • Villa

    From € 560 Per Night

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  • Tuscany villa with pool and solarium. Sleeps 8

    This beautiful villa with private pool and solarium is situated a short distance away from Castiglion Fiorentino. It can accommodate 8 people and has 3 bedrooms and 3 bathrooms.

    • 3 Bedroom
    • Sleeps 8
    • Villa

    From £ 225 Per Night

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  • Tuscany villa with spa

    This is a stunning 5 bedroom contemporary villa sleeping up to 13 guests, set in spacious gardens and boasting not just its own swimming pool but also an indoor spa area with heated hydromassage pool, sauna, Turkish bath and relaxation beds. it's the perfect setting for a luxurious holiday in Tuscany whilst being well placed to explore the very best that the area has to offer.

    • 5 Bedroom
    • Sleeps 13
    • Villa

    From € 425 Per Night

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  • Unique Masseria in Puglia with private pool

    Masseria Majestic is a rather grand masseria divided into 5 separate apartments, 2 bedroom suites and boasting a separate annex. In total the property can comfortably sleep between 16 and 20 guests.

    • 8 Bedroom
    • Sleeps 16
    • Villa

    From € 720 Per Night

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  • Val d'Orcia villa with pool

    This is a six bedroom villa set on the top of a hillside in the beautiful Val d'Orcia and enjoying the most incredible 360 degree views over the nearby village of Pienza. Immaculately restored by the owners, the property is a charming mix of styles creating a warm and welcoming base for a holiday in Tuscany.

    • 6 Bedroom
    • Sleeps 12
    • Villa

    From € 785 Per Night

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  • Villa Alba Piemonte

    This spacious country villa was completely restored in 2020 to create an extremely family friendly villa in Italy sleeping up to 16 guests.

    • 8 Bedroom
    • Sleeps 16
    • Villa

    From € 650 Per Night

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  • Villa Borgo: Stunning luxury Tuscany villa

    Villa Borgo is a stunning luxury villa in Tuscany, set within immaculately kept grounds and enjoying wonderful views over the valley, surrounding olive groves and woods of hazelnut trees. This is a truly peaceful spot in which to enjoy a holiday in this beautiful part of Italy. The large private swimming pool (6m x 12m) is the perfect spot from which to relax, take in the views, and enjoy a glass of wine!

    • 9 Bedroom
    • Sleeps 20
    • Villa

    From € 1030 Per Night

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  • Villa Castiglioni

    Villa Castiglioni is a stunning Tuscany villa in the Chianti region, an area famous for its food, wine and exceptional rural landscape. It has been beautifully furnished and the owners have even installed your very own wine bar within the Medieval tower. As well as this, you have your own gym and wellness area, four stunning bedrooms and a private pool.

    • 4 Bedroom
    • Sleeps 10
    • Villa

    From € 1285 Per Night

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  • Villa Collina: Stunning 5 bedroom villa with pool

    Villa Collina is a stylish, modern 5 bedroom detached villa, comfortably sleeping up to 16 guests and enjoying a lovely private pool and garden. It is the perfect setting for a family get together or celebration or even an intimate parties or wedding.

    • 5 Bedroom
    • Sleeps 16
    • Villa

    From € 800 Per Night

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