Villas and Vaction Homes in Tuscany

549704 Villas and Vacation Homes in Tuscany

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Tuscany
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Best villa offers in Tuscany

La Senesina - Tuscany
9.8 239 reviews
Tuscany
08/10 – 08/13
$249/nighttotal: $747 (3 )

La Senesina

2 5
house, Monteriggioni
La Senesina is located in Monteriggioni, 8.8 miles from the historic Piazza del Campo and 28 miles from Piazza Matteotti.
This welcoming 860 square foot holiday home offers 2 bedrooms, 1 bathroom, free WiFi, a fully equipped kitchen with a dishwasher and microwave, and entertainment options including a flat-screen TV, Wii U, and Xbox One, making it an ideal villa for families.
Luxury Villa Saltwater Pool 35 Min From Cortona - Tuscany
10 103 reviews
Tuscany
06/20 – 06/24
$1063/nighttotal: $4252 (4 )

Luxury Villa Saltwater Pool 35 Min From Cortona

6 9
gîte, Monte San Savino
Perched on a hill with 360-degree views of the Valdichiana valley, this exclusive Tuscan stone villa is less than 10 miles from the A1 Monte San Savino motorway exit and a 30-mile drive from Cortona.
This 2,152 sq ft holiday home accommodates up to 13 guests with 6 air-conditioned ensuite bedrooms, featuring a private salt pool, Jacuzzi, stone BBQ with pizza oven, and entertainment options like table tennis and beach volleyball.
Villa Bellavista Large Private Pool Wifi - Tuscany
9.3 46 reviews
Tuscany
06/20 – 06/24
$384/nighttotal: $1536 (4 )

Villa Bellavista Large Private Pool Wifi

5 9
house, Ortignano Raggiolo
Located in Ortignano Raggiolo near Arezzo, this spacious 2740 sq ft villa offers a tranquil Tuscan escape, situated 25 miles from Piazza Grande and 47 miles from Florence Airport.
This family-friendly holiday home features 5 bedrooms, 3 bathrooms, a well-equipped kitchen with a dishwasher and microwave, a private pool, terrace, garden, and complimentary WiFi, ensuring a comfortable stay with convenient parking.
La Casetta In Peschiera - Tuscany
9.7 76 reviews
Tuscany
06/28 – 07/11
$75/nighttotal: $975 (13 )

La Casetta In Peschiera

1 2
apartment, Arcidosso
Located in the historic center of Santa Fiora, this apartment is adjacent to the Peschiera lake and gardens, offering panoramic views of the Amiata hills and positioning you 18 miles from the Val d'Orcia and 20 miles from the thermal baths of Saturnia.
This welcoming holiday home accommodates up to 4 guests and features a garden with a barbecue and fireplace, a kitchen with a fridge, and a pellet stove for winter stays (fuel fee applies October-April), making it an ideal villa for exploring the region's natural and historical attractions.
La Cupolina - Tuscany
10 1 review
Tuscany
06/26 – 06/28
$538/nighttotal: $1076 (2 )

La Cupolina

6 12
house, Vicchio
La Cupolina, a spacious 6-bedroom villa, is located in Vicchio, approximately 19 miles from BARBERINO DESIGNER OUTLET and 26 miles from Florence landmarks such as the Accademia Gallery and the Cathedral of Santa Maria del Fiore.
This welcoming holiday home boasts 1940 square feet of living space, accommodating up to 23 guests with 5 bathrooms, a well-equipped kitchen, a terrace, and a garden, offering river views and proximity to cycling routes.
57 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Tuscany
9.6 4 reviews
Tuscany
08/10 – 08/23
$126/nighttotal: $1638 (13 )

57 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

1 2
farm, Castiglione d'Orcia
Farm rental for up to 2 guests with an excellent rating of 96% based on 4 reviews. You will be in Castiglione d'Orcia.
Facilities and services: a washing machine, a kitchen and a barbecue. Enjoy free parking with this accommodation in Castiglione d'Orcia!
Casa I Tre Cipressi With Swimming Pool - Tuscany
10 1 review
Tuscany
06/24 – 07/01
$262/nighttotal: $1834 (7 )

Casa I Tre Cipressi With Swimming Pool

1 2
chalet, Capannori
Located in Capannori, this chalet is a 10-minute drive from the historic center of Lucca, offering convenient access to Villa Reale and Villa Mansi.
This welcoming villa boasts 1180 square feet of living space, accommodating up to 6 guests with 1 bedroom, a sofa bed, a private pool open from May to September, and a 600 sqm garden.
Villa Le Cascine With Private Pool. - Tuscany
Tuscany
08/15 – 08/19
$2649/nighttotal: $10596 (4 )

Villa Le Cascine With Private Pool.

17 16
apartment, Montaione
Set in the rolling hills of Montaione, this secluded Tuscan villa offers authentic panoramas and privacy for your exclusive holiday home escape.
This 500m² villa accommodates up to 29 guests in 17 bedrooms, featuring a private swimming pool (seasonal), air conditioning, and a fully equipped kitchen, perfect for large groups, retreats, and special events.
Donagrande - Tuscany
Tuscany
08/29 – 09/05
$526/nighttotal: $3682 (7 )

Donagrande

3 2
house, Camaiore
Located in Camaiore, this newly built villa offers convenient access to Tuscany's art cities and fashion centers, with the sandy beach just 6 miles away.
This welcoming 1400 sq ft holiday home accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a private swimming pool, a covered terrace with barbecue, air conditioning, WiFi, and ample parking.
70 M² House ∙ 2 Bedrooms ∙ 6 Guests - Tuscany
10 2 reviews
Tuscany
07/23 – 07/30
$117/nighttotal: $819 (7 )

70 M² House ∙ 2 Bedrooms ∙ 6 Guests

2 5
house, Gallicano
Discover this authentic stone house in the mountain village of Cardoso, nestled within the Garfagnana region, offering convenient access to hiking trails and within driving distance of Lucca and the Tuscan coast.
This welcoming villa features 750 square feet of living space, accommodating up to 6 guests with 2 bedrooms and 1 bathroom, and boasts a large panoramic terrace perfect for al fresco dining.
50 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests - Tuscany
10 5 reviews
Tuscany
06/27 – 07/02
$205/nighttotal: $1025 (5 )

50 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests

1 4
farm, Piombino
Farm for up to 4 guests with an excellent rating of 100% based on 5 reviews. You will stay in Piombino.
Facilities and services: a swimming pool, a kitchen and a washing machine. This accommodation in Piombino also has air conditioning!
67 M² Farmhouse ∙ 2 Bedrooms ∙ 6 Guests - Tuscany
9.4 10 reviews
Tuscany
08/16 – 08/29
$264/nighttotal: $3432 (13 )

67 M² Farmhouse ∙ 2 Bedrooms ∙ 6 Guests

2 4
farm, Gambassi Terme
Farm listing for 6 people with an excellent rating of 94% based on 10 reviews. Your accommodation will be located in Gambassi Terme.
Facilities and services: a swimming pool, a kitchen and a barbecue. Take advantage of the garden in this accommodation in Gambassi Terme.

Villas and Vacation Homes with Pool in Tuscany

Among the 549704 villas in Tuscany here are the 8 best villas with pool

Villa Cortonese - Fifteen Bedroom Villa, Sleeps 34 - Tuscany
Tuscany
08/14 – 08/16
$6139/nighttotal: $12278 (2 )

Villa Cortonese - Fifteen Bedroom Villa, Sleeps 34

16 30
house, Cortona
This historic 17th-century Tuscan villa, featured in 'Under the Tuscan Sun,' is located on the scenic slopes of Cortona, placing it within Italy's artistic "golden triangle" and a short drive from Florence, Arezzo, Siena, and Perugia.
With 15 uniquely designed rooms and a guest capacity of 34, this expansive 8-hectare estate offers a luxurious retreat featuring a swimming pool, extensive parkland, and optional golf facilities, ideal for a memorable holiday home experience.
Villa Rosa - Tuscany
8.5 2 reviews
Tuscany
09/12 – 09/19
$342/nighttotal: $2394 (7 )

Villa Rosa

4 2
house, Poppi
Villa Rosa is a welcoming holiday home located in Poppi, 23 miles from Piazza Grande and 31 miles from The Mall Luxury Outlet.
This spacious 2150 square foot villa offers 4 bedrooms, 3 bathrooms, a private pool, a tennis court, and complimentary WiFi, perfect for a family getaway.
Casa Guardiano - Tuscan Countryside House - Tuscany
9.5 53 reviews
Tuscany
06/28 – 06/30
$176/nighttotal: $352 (2 )

Casa Guardiano - Tuscan Countryside House

1 2
apartment, Civitella in Val di Chiana
This apartment is located on a private old farm atop a hill near Civitella in Val di Chiana, Tuscany, offering convenient access to Florence (1 hour drive), Siena (1 hour drive), and Arezzo (30 minute drive).
Guests can enjoy an infinity pool with a view (May-September), a private garden, Wi-Fi, air conditioning, and can bring their pets to this 2-guest capacity holiday home.
Al Canaiolo By Interhome - Tuscany
Tuscany
06/19 – 06/23
$337/nighttotal: $1348 (4 )

Al Canaiolo By Interhome

1 4
apartment, Greve in Chianti
Secluded in the Tuscan countryside, this 5-room semi-detached house offers a peaceful retreat just 13 miles from Greve in Chianti and 17 miles from Florence, perfect for exploring the region's towns and culture.
This welcoming villa boasts a private 500 m2 garden with a seasonal swimming pool, air conditioning, WiFi, and accommodates up to 8 guests, with on-site parking for 2 cars and proximity to a golf course.
100 M² Farmhouse ∙ 1 Bedroom ∙ 12 Guests - Tuscany
9.0 1 review
Tuscany
07/06 – 07/13
$162/nighttotal: $1134 (7 )

100 M² Farmhouse ∙ 1 Bedroom ∙ 12 Guests

1 3
farm, Fosdinovo
Farm for 12 people with an excellent rating of 90% based on 1 reviews. You will be based in Fosdinovo.
Facilities and services: a washing machine, event friendly rooms and a barbecue. This is a family-friendly accommodation!
Podere Simonetta - A5 - Tuscany
Tuscany
06/26 – 07/05
$136/nighttotal: $1224 (9 )

Podere Simonetta - A5

1 2
house, Cecina
Podere Simonetta - A5 in Cecina is located 22 miles from Livorno Port and 5.5 miles from Acqua Village, offering a secluded retreat with a private entrance.
This welcoming 650 square foot villa accommodates up to 7 guests in a 1-bedroom layout, featuring a kitchen, Wi-Fi, a terrace with garden views, and a year-round outdoor pool, making it an ideal holiday home for exploring the area.
55 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests - Tuscany
Tuscany
09/21 – 09/30
$84/nighttotal: $756 (9 )

55 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests

1 2
farm, Pomarance
Located in the picturesque countryside of Pomarance, this Tuscan farmhouse offers easy access to local culinary traditions and natural trails, providing a tranquil retreat for exploring the beautiful Tuscan landscapes.
This 590 sq ft villa features 1 bedroom and 1 bathroom, accommodating up to 4 guests with amenities like a shared swimming pool, a fully equipped kitchen, complimentary WiFi, and a private garden, making it an ideal holiday home for a relaxing Tuscan experience.
Beautiful  Villa For 12 Guests With Private Pool, A/c, Hot Tub, Wifi, Tv And Patio - Tuscany
Tuscany
08/23 – 08/29
$567/nighttotal: $3402 (6 )

Beautiful Villa For 12 Guests With Private Pool, A/c, Hot Tub, Wifi, Tv And Patio

6 12
house, Greve in Chianti
Perched in Lamole, this Greve in Chianti villa offers breathtaking panoramic views of the Chianti countryside and is conveniently located 35 miles from Florence and 43 miles from Siena.
This expansive holiday home, spanning 3120 square feet, accommodates up to 12 guests across six bedrooms and six bathrooms, featuring three independent apartments, a seasonal swimming pool, hot tub, and bicycles for exploring the scenic surroundings.

Frequently Asked Questions about Tuscany

  • What are the must-see attractions that I should visit in Tuscany, Italy?

    For a first-time visitor to Tuscany, Italy, the Uffizi Gallery in Florence is essential for its Renaissance art, including Botticelli's 'The Birth of Venus.' The Leaning Tower of Pisa is another iconic landmark. Siena's Piazza del Campo, a shell-shaped medieval square, is a remarkable sight. Don't miss the historic center of San Gimignano with its medieval towers.
  • How much does it typically cost to stay in a villa in Tuscany, Italy?

    The cost of a villa rental in Tuscany, Italy, varies significantly. During peak season, from June to August, expect prices to range from $3,000 to $10,000 per week for a moderately sized villa. Off-season rates, like in October or April, can be considerably lower, perhaps $1,500 to $5,000 per week. Larger properties or those with premium amenities will naturally command higher prices.
  • What are the best towns, villages, or areas to rent a villa in Tuscany, Italy?

    For a classic Tuscan villa experience, consider the Chianti region, known for its vineyards and wine estates. The Val d'Orcia offers breathtaking landscapes, with towns like Pienza and Montalcino being popular choices. For proximity to Florence, look at areas in the Mugello valley. If you prefer a more rustic feel and are interested in exploring medieval towns, consider the area around San Gimignano or Volterra.
  • When is the best time to book a villa in Tuscany, Italy, and how far in advance should I plan?

    It's best to book a villa in Tuscany, Italy, at least six to nine months in advance, especially if you're planning to travel during the popular spring (April-May) and fall (September-October) seasons. Summer months, particularly July and August, are the busiest and require booking even earlier, often a year ahead, to secure desirable properties.
  • What are the must-see festivals or seasonal events in Tuscany, Italy?

    Tuscany, Italy, hosts several noteworthy events. The Giostra del Saracino in Arezzo, a medieval jousting tournament, takes place in June and September. Florence celebrates the Calcio Storico, a historic football match in period costume, in late June. For a taste of local traditions, the Palio di Siena, a bareback horse race, is held on July 2nd and August 16th in Siena's Piazza del Campo.

Villas in Popular Destinations

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