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Italy Rentals with Pools

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24,692 villas in Italy with pools

Molino di Carpenosa

Agaggio Inferiore villa

5 bedrooms / 3 bathrooms / sleeps 14

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Price per night from

$617

Cà di Castagna (Chestnut House)

Pontremoli house

5 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$460

Villa Andrea

Camaiore villa

7 bedrooms / 7 bathrooms / sleeps 15

Responds fast! avg. 2 hours 28 minutes

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Price per night from

$903

Delightful Trullo With Free Wifi And Private Pool

San Michele Salentino cottage

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$291

Porto Rotondo, Bilocale, Ladunia

Porto Rotondo apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$217

Villa Dei Colori - Novoli

Novoli villa

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$7,299

Villa La Mucchia Cortona (Suite 2)

Cortona villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 19 minutes

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Price per night from

$188

Fabulous Bed and Breakfast Near Lucca, Pisa, Pistoia and Florence

Altopascio b&b

6 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$712

Bellissimo trilocale a 300 mt dal mare

Olbia apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 28 minutes

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Price per night from

$131

VIlla Badia - Gorgeous Luxury Country Villa

Sambuca villa

6 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$1,808

Responds fast! avg. 1 hour 25 minutes

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Price per night from

$290

Villa Oriana

Conca dei Marini villa

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 2 hours 28 minutes

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Price per night from

$994

Apartment with 2 bedrooms, Terrace and view Vesuvius, near Pompeii Ruins, Naples

Pompeii apartment

1 bedroom / 1 bathroom / sleeps 7

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Price per night from

$174

Chianti relax in the En-suite

Tavarnelle Val di Pesa villa

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$96

VILLA ANTICO TABACCAIO PERFECT FOR GROUPS AND FAMILY REUNION! SPECIAL PRICE 2019

Panicale villa

7 bedrooms / 5 bathrooms / sleeps 16

“Umbrian Heaven” We spent a lovely week this past June at Antico Tabaccaio with family. The villa is extremely spacious. The first floor living room, dining room, and kitchen are enormous, as are a number of the many bedrooms. And, those that are smaller are still quite large. There is also a very spacious second living room area on the second floor. The house has been beautifully renovated, combining its centuries old Umbrian charm with modern amenities, including plentiful bathrooms. The countryside surrounding the house consists of beautiful fields of some wheat-type grain and huge swaths of sunflowers (which, unfortunately for us, were not yet open during our early-season stay there). Panicale is a lovely, classic Umbrian hill town, with several nice and delicious restaurants and piazza with a few cafes with outdoor tables from which you can take in the slow-paced scene. There are a number of food shops where you can get fresh bread, vegetables, cheese, meat, etc. It is a 5 minute drive from the house. It's possible to walk, but it is a good 40 minute, uphill climb. Katia, the villa's owner, lives nearby and enough cannot be said about her hospitality and warmth. She truly welcomes you as family. Her gracious and warm welcome goes a long way toward making you feel at home at the house -- and in Panicale in general. Her family has lived there for generations, she knows everyone, and can help you navigate any issue, arrange a reservation for you at a restaurant in town -- or a home-cooked Umbrian meal at the villa by Nonna Rosanna, who arrived at the house with all the makings for a festive dinner. Topping it off was the chance to help her roll and form the homemade ravioli that was just one part of the meal. It was finished with her amazing homemade tiramisu! The swimming pool was a lovely amenity. The outdoor table and seating area next to the tobacco house was the setting for a candle lit dinner one night that felt straight out of a movie set in the Italian countryside. There are lots of other interesting nearby towns to visit. Day-trips to Perugia, Siena, and Montelpuciano are all within reach. All in all, a beautifully maintained home, in a magical setting, with a host about whom one can't say enough. Fantastico! We hope to return one day!

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Price per night from

$517

Villa Bianca

Cannigione villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 36 minutes

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Price per night from

$367

Castello Di Montalto - 4 bedroom Villa in Chianti

Castelnuovo Berardenga castle

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$367

Restored Farmhouse w/Pool among Chianti vineyards

San Casciano in Val di Pesa house

6 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$564

Country House at Antico Podere in Montepulciano, Tuscany

Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$174

Country House Maremma Nel Tufo

Pitigliano apartment

2 bedrooms / 1 bathroom / sleeps 9

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Price per night from

$160

Luxury Villa Tuscany pool, tennis court private

Forcoli villa

7 bedrooms / 8 bathrooms / sleeps 14

“Perfection in Tuscany” We spent a perfect week at this property, which combines the charm of a classic Tuscan villa with all the amenities of a luxurious modern home. The spacious, beautifully furnished villa and the adjoining guest house accommodated three families – a total of 15 people – in utmost comfort, with ample room for everyone to be occupied in their own preferred activities. We all enjoyed the villa’s private tennis courts and large swimming pool – dazzling under the Tuscan sun by day and beautifully lit at night – and the secluded grounds offered plenty of opportunities to wander off and find a favorite spot to just relax and take in the breathtaking views of the surrounding countryside and neighboring mountaintop villages (a visit to Palaia being highly recommended) as well as the spectacular sunsets. We would then all regroup for meals together, which were a pleasure to prepare in the huge, exceptionally equipped kitchen and most often consumed around the massive table in the garden. Our only complaint about the truly memorable week we spent at this extraordinary property was that it passed far too quickly.

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Price per night from

$2,170

Pretty self catering apartment / private terrace:

San Gimignano apartment

1 bedroom / 1 bathroom / sleeps 2

“The perfect Tuscany setting with the perfect host.” I can not say enough good things about our stay at La Fonte and Maria's efforts to make us feel right at home. Whatever we needed be it directions, day trip suggestions or finding a local dining spot Maria was right there for us. The apartment came equipped with whatever we needed and the bed was quite comfortable -- a must. The views from the chaise lounges and sunsets were to die for and sip wine too. We also found it easy to do our shopping in Certaldo, a mere 10 minutes away. We would go back in a heartbeat.

Responds fast! avg. 2 hours 20 minutes

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Price per night from

$168

Luxury Courtyard Mono - Racale

Racale villa

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$59

Casa Oliveto

Castelmuzio house

5 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$826

Villa Medioevo & Design

Todi villa

6 bedrooms / 7 bathrooms / sleeps 14

Responds fast! avg. 2 hours 28 minutes

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Price per night from

$1,127

Stunning lake views and swimming pool

Argegno apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 38 minutes

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Price per night from

$144

apartments in villa near to Assisi 830

Assisi apartment

6 bedrooms / 4 bathrooms / sleeps 18

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Price per night from

$59

apartments in castle near to Todi 808

Todi apartment

2 bedrooms / 6 bathrooms / sleeps 20

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Price per night from

$107

September SPECIALS, private villa, gargen, pool, WIFI

San Romano in Garfagnana villa

5 bedrooms / 3 bathrooms / sleeps 11

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Price per night from

$618

Residence-B&B Casprini da Omero - Apartment 3+1

Greve in Chianti house

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$140

Casa Vialba - Lavender House - Sleeps 8-10

Montone house

4 bedrooms / 4 bathrooms / sleeps 8

“Wow! What a gem!” Wow! What a gem! As soon as we arrived we knew this would be something special. The accommodation is superb and the setting idyllic. Eight of us stayed at Lavender House and having four teenage girls the luxury of having four bathrooms was bliss! The owners, Julie and Carlo, have the expertise of being on hand when advice and assistance is required but seem to disappear when rest, relaxation and a siesta beckons. We cannot praise Casa Vialba highly enough. We will be back!

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Price per night from

$682

Romantic and cosy apartment among beautiful vineyards

Montaione apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$145

Beachfront apartments with pool.

Porto Cervo apartment

3 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$517

Ophelia

Mascalucia b&b

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$144

Villette in residence with swimming pool

Altavilla Milicia house

2 bedrooms / 2 bathrooms / sleeps 5

“Wonderful experience” "During our stay at this house we could enjoy of the peaceful and nice landscape where it is located. The pool (extermely cleaned) and the large porch with a secondary kitchen make it possible to live outdoor taking pleasure of the sun and the nature. It is remarkable to note the kindness of the owners. You feell like at home and know that if something is wrong they will always be there to kindly help you. Difficult to find something similar...and don´t loose the opportunity to try the fruits from the fruit trees around including the tomatoes ¡¡¡ excellent¡¡"

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Price per night from

$131

La Stalla, Borgo della Madonnina, Lucca, Tuscany, Italy

Pescaglia cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 7 minutes

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Price per night from

$146

Cascina Rosa Camilla *** I-15071 CARPENETO AL

Carpeneto b&b

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$152

"La Tana" - 2BR /1BA ground floor apartment with large terrace

Castellina In Chianti farmhouse

2 bedrooms / 1 bathroom / sleeps 4

“Location, location, location!” The complete Chianti valley, rustica experience of staying in comfortable stone cottages surrounded by beautiful gardens - the irises were blooming while we were there - plenty of space for kids to run and play while the parents kick back and relax around the pool or on their terraces. Ulrike is a very generous host, full of information and stories about her beloved Toscana. Her dinners are well worth the experience to get to know your fellow travellers as well as part taking in genuine cucina and always great music playing in the background. Every Tuscan tourist high spot is within 1 or 2 hours drive away and if you enjoy driving, you will enjoy the journey as much as the destination. Castellina is a beautiful village and worth many visits to enjoy local produce including the famous Chianti Classico and the best gelato in Italy. Whether you are travelling as a family, group of friends, couple or as an individual this is a great place to stay- even dogs are welcomed as long as they remember Ulrike's dogs are in charge!

Responds fast! avg. 1 hour 48 minutes

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Price per night from

$175

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