Villas Montescudaio

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198 villas

TUSCANY FOREVER PRIVATE VILLA ACQUAVIVA

Montescudaio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$307

TUSCANY FOREVER PRIVATE VILLA BERTI Montescudaio

Montescudaio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$343

The Doves (6 + 2). Farmhouse Fattoria La Prugnola

Montescudaio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$136

Luxury Villa Tramontalba with Infinity pool & EV-charging, Fully-airconditioned.

Montescudaio villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$550

Great rentals within 20 miles that match your search

Lajatico Domus - Lajatico, Toscana

Lajatico villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$307

Villa Il Montino 6, Emma Villas

Casale Marittimo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,099

VILLA CON PISCINA PRIVATA

Villamagna villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$184

Villa Bel Panorama 8, Emma Villas

San Gimignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$738

VILLA PAMELA

Sassetta villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$583

FABULOUS 12BD/12BA VILLA W/BEAUTIFUL-POOL AT BOLGHERI ESSENCE OF TUSCANY

Bolgheri villa

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 23

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Price per night from

$1,412

Villa San Giuseppe 12, Emma Villas

La California villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$1,074

Da Graziella alla Vecchia Osteria

Gambassi Terme villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$418

Villa Binetti 7, Emma Villas

San Gimignano villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$460

Villa Linchiano

Palagio villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 7 minutes

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Price per night from

$427

Villetta con giardino esclusivo a mt. 30 dal mare

Castiglioncello villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$138

Villa Allegra - Homelike Villas

Marina di Bibbona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$550

Villa Pandora- Homelike Villas

Marina di Bibbona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$501

Tuscan Villa 5mins from beach, sleeps 8, ev point

Venturina Terme villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$359

Villa Gioconda- Homelike Villas

Marina di Bibbona villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 14

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Price per night from

$1,875

Villa Irene- Homelike Villas

Montelopio villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

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Price per night from

$742

Villa Astro - Homelike Villas

Fabbrica villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

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Price per night from

$704

The White House on the sea

Rosignano Solvay villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$243

Villa Velari In Volterra With Private Pool, Ac - Villa Velari

Ulignano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$169

Villa singola immersa nel verde delle colline toscane con piscina privata

Monteverdi Marittimo villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$146

Villa Belvedere

Palagio villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 7 minutes

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Price per night from

$379

Quercianella Lovely Villa near the Sea W/Parking!

Quercianella villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$117

Villa d' epoca

Casciana Terme villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$175

Beach front Villa Tombolino

Marina di Bibbona villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$2,099

Villa in Tuscany

Campiglia Marittima villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$307

Villa Alexandra 2000m. garden to 2 km from the sea

Donoratico villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$147

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$123

Villa Belvedere

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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Price per night from

$587

Villa Pisana

Palaia villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,455

Tuscany Villa with pool - Villa le Capanne holday in private villas

Siena villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Fantastic Hosts for this unique countryside Villa” Our trip to Italy still fresh in our minds so we wanted to write to tell others about our lovely experience at Villa le Capanne. We stayed with another couple for one week, make trips to Florence, Voltera, Pisa and more. Gina and Franco met us and welcomed us with enough goodies to keep us well taken care of until we could shop. Each day, a new treat appeared and they were all yummy-Gina is a fantastic baker and cook. The villa was spotless and just as described. Let me just say that the location is a bit of a challenge, but worth it for the views. Sitting around the pool and gazebo was very relaxing. You may need to allow extra time to get to the main roads for day trips but if you are prepared, it is not a problem. We had some great fun at the local restaurant, pizza on the weekend and then dinner on another night. The little village, Montecastelli Pisano was charming and we walked on a quiet street and found a violin maker who played us one of his own compositions-unique experience! Great hosts in a lovely setting!

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$114

Apartment Spiga, 3 Bedroom apartment in the Heart of Tuscany Hills

Volterra villa

  • 5 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful!” My family and I just returned from a very relaxing week at La fonte and would definitely go back again. My parents, my husband, and my two boys stayed in the Spiga apartment. The weather was perfect, and we spent most of our days playing in the pool and taking bike rides from the house. We were greeted with some fresh eggs, pasta, fresh tomato sauce, and some of the best olive oil I have ever tasted (or smelled!). Katia and her family were all very nice and helpful. We went to Volterra and San Gimignano a few times and had gelato just about every night :) The boys were so happy at the house that we didn't travel more than that. We also lucked out and had the entire place to ourselves for the week we were there. We would highly recommend this place!

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Price per night from

$86

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

$1,837

Zeiro Farm

Capannoli villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$196

Villa Mimosa, Relax in Nature

Casciana Alta villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 20

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Price per night from

$473

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villas in Montescudaio

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