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4,202 houses

Casa il Mandorlo private garden - pool

Gaiole in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Match: Rental types Heated pool Iron Kettle Secure parking

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Price per night from

$136

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Villa Vescovo

Fratta Todina villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$2,424

Santa Maria della Concezione -VILLA CYPRESS-

Castel Giorgio house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

4 of 5 match: Iron, Rental types, Heated pool, Kettle, Secure parking

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Price per night from

$369

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

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$1,022

Ferienwohnung, Solis Occasum

Canino condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$136

Ferienhaus, Villa Serenitas

Canino condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$198

Ferienwohnung, Solis Ortus

Canino condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$136

Villa Mondello in Tuscany, great view on the hills

Castel San Niccolo villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$439

Tenuta I Terzi d Ombrone

Poggi del Sasso villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$3,234

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!!

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$738

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.

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$2,372

Stunning Country Farmhouse with Pool, 4 double en-suite bedrooms, sleeps 8, wifi

Monte Santa Maria Tiberina farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$503

Papaveri family holiday apartment in the heart of Italy

San Giovanni del Pantano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$331

Exclusive Villa in countryside 8pers., heatable pool, Umbria/Tuscany, historic

Citta della Pieve villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$615

Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!!

Montepulciano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 58 minutes

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$1,033

Lake-View Villa. Contemporary style, Trasimeno lake. Between Umbria and Tuscany

Lisciano Niccone villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$548

Villa Pergine

Pergine Valdarno house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Kettle, Rental types, Heated pool, Iron, Secure parking

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Price per night from

$565

Casa Chiara

Umbertide house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 5 match: Kettle, Rental types, Heated pool, Iron, Secure parking

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Price per night from

$344

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!

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$1,230

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$528

Il Casale, Casa Nova

Spedalicchio villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 17

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$861

CASALE LAVANDA, A/C, heatable pool, stylish interiors, EV charger, Gym

Avigliano Umbro villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$591

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$908

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$908

DeiMori LaMassa private villa heated pool

Castel San Niccolo villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$539

Wonderful Views, 16m x 6m Saline heated private pool, comfy areas for relaxation

Citta di Castello villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$276

Luxury stay in San Giovanni del Pantano, Umbria, Italy

San Giovanni del Pantano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$1,582

Old Oak Farm

Poppi villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$440

Villa Rovicciano, sleeps 16+4. Family reunions, cooking service, heatable pool

Castel Ritaldi villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

4 of 5 match: Rental types, Heated pool, Iron, Kettle, Secure parking

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Price per night from

$1,476

Canonica a Cerreto

Pianella apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Rental types, Iron, Heated pool, Kettle, Secure parking

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Price per night from

$185

Feriendomizil mit Aussichtspool mit Blick auf Assisi.

Limigiano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Heated pool, Rental types, Iron, Kettle, Secure parking

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Price per night from

$185

L'Olivo Gina, Minnie's Cottage: Your home in Tuscany, the land of Brunello

Montalcino house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

4 of 5 match: Heated pool, Rental types, Iron, Kettle, Secure parking

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Price per night from

$173

Casa Del Vescovo Restored Mountain Retreat - 12th century house.

Sansepolcro house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

4 of 5 match: Heated pool, Rental types, Iron, Kettle, Secure parking

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Price per night from

$299

Nonna Nesti

Montecchio house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Heated pool, Rental types, Iron, Kettle, Secure parking

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Price per night from

$86

House in the heart of Tuscany with A/C and pool!

Lucignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Heated pool, Rental types, Iron, Kettle, Secure parking

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Price per night from

$194

Beautiful family home Lake Trasimeno / Tuscany border

Petrignano house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Heated pool, Rental types, Iron, Kettle, Secure parking

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Price per night from

$308

Responds fast! avg. 3 hours 10 minutes

4 of 5 match: Heated pool, Rental types, Iron, Kettle, Secure parking

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Price per night from

$308

Casa Oliveto

Castelmuzio house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 5 match: Heated pool, Rental types, Iron, Kettle, Secure parking

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Price per night from

$702

Viewing 38 of 4,202
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