Vacation Rentals & Villas in Tuscany

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333 villas

Holiday House Le Corniole

Civitella in Val di Chiana villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$246

Podere Sant'Egidio

Castel Focognano villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 23

Match: Heated pool

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Price per night from

$791

Pangea Villa 8 - Heated pool when open

Seggiano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$984

VILLA DIAMANTE Luxury 5 Stars villa Heated Pool, free WiFi close to Beach Clubs

Forte Dei Marmi villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$5,230

FARM DOMINUS DOMENICO

Pietraia farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$105

RELAIS CAMPIGLIONI

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Heated pool

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Price per night from

$111

Mulino del XVII secolo

Buggiano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Heated pool

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Price per night from

$136

Villa Arianna - 3 bdr-villa over the Trasimeno Lake!

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$1,022

Romantic Cottage in Tuscany

Radicofani cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 11 minutes

Match: Heated pool

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Price per night from

$111

Villa LA VALIANA (Montepulciano)

Montepulciano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Paradise in Tuscany!” This lovely villa has it all and is the kind of place that makes you want to stay and 'while away' the afternoon among its many outdoor spaces: whether it's dining in the gazebo overlooking the vineyard, watching as the evening sun sets over the gently rolling hills, relaxing in a chaise by the glistening pool, enjoying a café crème or glass of wine on the patio surrounded by roses, lemon trees and pots of flowers, or gazing beyond at Cortona high on a hill or Trasimeno Lake in the valley below, you will come to know this is a very special place. La Valiana is centrally located for explorations to nearby villages and wineries, Cortona, lovely Pienza (a favorite), Montepulciano or easy day trips to Montalcino, Orvieto, Siena, Arezzo, Florence, Chianti and beyond. It is comfortable and beautifully decorated in classic, Tuscan style with fine architectural details such as wrought iron arched windows, doors and Travertine marble floors. You will be well taken care of and looked after by Cecelia and her Family who are the most gracious hosts - they are dedicated to making your stay a wonderful, memorable one, making themselves available should you need any assistance. Their warm hospitality and attention to detail will make you feel special and, at once, a part of the family. If you opt to have a meal prepared and waiting for your arrival after a long day of travel or touring, it will not disappoint and, quite possibly, could be one of the best meals in all of Tuscany, especially when enjoyed under the stars. You will want for nothing - except perhaps to extend your stay, or at the very least, come back again! You can be sure we will be back!!

Match: Heated pool

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Price per night from

$738

Luxury apartment on Picturesque Tuscan estate

Quota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$320

Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.

Gaiole in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

“Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura, the cleaning lady, is a doll. The cooking class with Barbara is so much fun! Elena and Monica's (the personal chefs) meals are delicious. The villa is beautifully decorated and so comfortable. We all had the best vacation! We will definitely recommend the villa to family and friends. It was the best trip we've ever been on! We would like to thank the team at Le Pratola for making our vacation to Tuscany so special.

Match: Heated pool

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Price per night from

$2,371

Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

Match: Heated pool

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Price per night from

$1,229

“picturesque villa with gorgeous views” We were a large group of 9 adults 2 toddlers and a baby from The Netherlands and we spent a great week in this beautiful house located on top of a hill overlooking the Tuscan hills. The home owners Celia and Enzo are the kindest people there are. The house is very big, clean and well maintained. The pool is a great asset to this place with plenty of chairs. The little village of Benabbio is a short walk away from the house. In the morning I walked along a shepard's path amidst the olive trees to collect the bread I had ordered the day before. For other groceries you can go to Bagni di Lucca which lies directly down the hill. There are a lot of interesting places to visit. I liked Lucca best. We also went to the beach 2 times. It is more than an hour's drive but well worth the visit. All in all, a great week for all of us, and I can recommend this place to any company.

Match: Heated pool

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Price per night from

$246

Fagnana

Palaia villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Heated pool

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Price per night from

$1,405

Canonica a Cerreto

Pianella apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Heated pool

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Price per night from

$185

VILLA LUNA ROSSA 8PAX pool/SPA, Free WiFi, BBQ, near to Beaches and 5 Terre

Podenzana villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$522

Villa Piazza, private solar heated pool, walk to all facilities! WIFI

San Romano in Garfagnana villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$376

Villa Valle

Forcoli villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 13

Match: Heated pool

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Price per night from

$1,408

Casa il Mandorlo private garden - pool

Gaiole in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Match: Heated pool

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Price per night from

$136

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$1,757

Farmhouse immersed in the nature

Volterra farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$861

Farmhouse immersed in the woodland

Volterra house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$799

Villa Colle Tuscan Poolside House with Jacuzzi

Volterra house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Heated pool

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Price per night from

$369

LA CASA DI CHIANNI "La Pieve" appartamento 1

Chianni apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Heated pool

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Price per night from

$209

la lodola

Crete Senesi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Heated pool

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Price per night from

$148

Argillosacountryhouse villa uphill in Tuscany Maremma South Region

Marsiliana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$1,352

Boscatello

Castiglion Fiorentino b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Heated pool

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Price per night from

$99

Apartment Agriturismo Casagrande Pratofranco

Pontremoli apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$283

Apartment Agriturismo Pratofranco "Jewel"

Pontremoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Heated pool

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Price per night from

$197

Villa Pedone: Luxury Tuscan Villa for Rent

Lucca villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

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Price per night from

$921

romantic house in chianti inside a medioeval tower

Strada in Chianti apartment

  • 6 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Heated pool

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Price per night from

$148

Podere Casellina, Florence area with swimming pool

Reggello farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Heated pool

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Price per night from

$101

Salve Regina

Chiesanuova barn

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$405

VILLA FLORENCE CASA SERENA

Montespertoli villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$521

Le Ginestre

Scansano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$369

Sasso Simoncello

Sestino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Heated pool

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Price per night from

$148

Typical Tuscan farmhouse with view over Florence

Bagno a Ripoli townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Match: Heated pool

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Price per night from

$185

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