Villas and Vaction Homes in Tuscany

549704 Villas and Vacation Homes in Tuscany

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Tuscany
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Charming Farmhouse With Private Pool Among Vineyards - Tuscany
9.6 51 reviews
Tuscany
07/27 – 08/05
$1335/nighttotal: $12015 (9 )

Charming Farmhouse With Private Pool Among Vineyards

4 2
cottage, Greve in Chianti
Set amid vineyards on the historic Nozzole Chianti Classico estate, this Tuscan villa is located a 10-minute drive from Greve in Chianti, 30 miles from Florence, and 50 miles from Siena.
This 3600 square foot holiday home accommodates up to 12 guests with 4 bedrooms and 4 bathrooms, featuring a fenced garden, a heated private pool, and an on-site wine tasting experience.
La Casetta - Rose Cottage In Tuscany - Tuscany
10 3 reviews
Tuscany
08/01 – 08/31
$184/nighttotal: $5520 (30 )

La Casetta - Rose Cottage In Tuscany

2 2
cottage, Fosdinovo
Located in Fosdinovo, this cottage is a 10-minute drive from the beach and offers convenient access to Pisa (40 min), Cinque Terre (40 min), and Florence (1 hr 20 min).
This 1020 sq ft cottage, perfect for up to 4 guests, boasts a large 2000 sqm garden, air conditioning, a dishwasher, and private parking, with opportunities for scuba diving, snorkeling, and hiking nearby.
Chalet In Marliana Near Center - Tuscany
8.9 49 reviews
Tuscany
09/19 – 09/26
$138/nighttotal: $966 (7 )

Chalet In Marliana Near Center

3 3
chalet, Marliana
This welcoming chalet in Marliana is located 27 miles from Val di Luce and 8.7 miles from Montecatini Train Station, offering convenient regional travel and outdoor cycling opportunities.
This 970 square foot villa features three bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, and barbecue facilities, making it an excellent holiday home for families with outdoor play equipment.
Belvilla By Oyo Farmhouse With Private Terrace - Tuscany
8.2 14 reviews
Tuscany
09/06 – 09/20
$67/nighttotal: $938 (14 )

Belvilla By Oyo Farmhouse With Private Terrace

1 3
house, Bagni di Lucca
Belvilla by OYO Farmhouse is located in Cocciglia, 19 miles from Val di Luce and 31 miles from Montecatini Train Station, with Florence Airport 47 miles away.
This welcoming 1-bedroom holiday home offers 540 square feet of living space, featuring a well-equipped kitchen, a living room with a TV, two bathrooms, a cozy seating area with a fireplace, and a private terrace with outdoor seating.
Oasis In The Maremma: Nature And Relaxation - Tuscany
Tuscany
07/04 – 07/11
$197/nighttotal: $1379 (7 )

Oasis In The Maremma: Nature And Relaxation

1 1
cottage, Grosseto
This cottage in Grosseto offers a welcoming retreat, just a 5-minute drive from the Natural Park of Maremma and 6 minutes from Villa Granducale di Alberese, providing easy access to local attractions.
Enjoy this 1-bedroom, 1-bathroom holiday home for up to 4 guests, featuring a fully equipped kitchen, air conditioning, a hot tub, garden with outdoor furniture, BBQ grill, and onsite parking, making it an ideal villa for your Tuscan getaway.
Il Piazzone - Tuscany
8.7 3 reviews
Tuscany
09/08 – 09/19
$452/nighttotal: $4972 (11 )

Il Piazzone

4 5
house, Monte San Savino
Located in Monte San Savino, this exclusive villa offers convenient access to Tuscan landmarks, with Piazza Grande 17 miles away and Piazza del Campo 24 miles away.
This spacious 3770 square foot holiday home features 4 bedrooms, 4 bathrooms, air conditioning, a fireplace, a fully equipped kitchen with a dishwasher, and outdoor amenities including a terrace, outdoor seating, and a private swimming pool.
180 M² House ∙ 4 Bedrooms ∙ 8 Guests - Tuscany
10 13 reviews
Tuscany
08/01 – 08/08
$454/nighttotal: $3178 (7 )

180 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 8
house, Castellina in Chianti
Located in the central piazza of Castellina in Chianti, directly opposite the Church of San Salvatore and adjacent to the historic Via delle Volte, this restored townhouse offers an authentic Tuscan experience.
This expansive 1940 sq ft villa, accommodating up to 8 guests, features 4 en-suite bedrooms, a well-equipped kitchen, a private garden with countryside views, and is ideally situated for exploring nearby Florence (45 miles), Siena (30 miles), and San Gimignano (40 miles).
Villa Caterina - Tuscany
Tuscany
06/06 – 06/13
$325/nighttotal: $2275 (7 )

Villa Caterina

3 6
house, Capolona
Located in Vecchia, Villa Caterina is 9.4 miles from Piazza Grande, offering a secluded escape in Capolona.
This 1940 square foot villa provides 3 bedrooms, 4 bathrooms, a private pool, a tennis court, and a fully equipped kitchen, perfect for a family-friendly holiday home experience.
Pulcinella Appartamento Tipico Centro Storico - Tuscany
9.4 158 reviews
Tuscany
08/01 – 08/31
$173/nighttotal: $5190 (30 )

Pulcinella Appartamento Tipico Centro Storico

2 2
house, Montepulciano
Located in Montepulciano's historic center, this vacation rental is situated 13 miles from the thermal springs of Bagno Vignoni and 30 miles from Mount Amiata.
This 720 sq ft house offers 2 bedrooms, complimentary WiFi, secure bicycle parking, and a shared lounge, making it an ideal holiday home for exploring the Tuscan countryside.
Valleverde 28+2, Emma Villas - Tuscany
Tuscany
07/18 – 07/25
$3083/nighttotal: $21581 (7 )

Valleverde 28+2, Emma Villas

14 25
house, San Giovanni Valdarno
Located in the upper Valdarno hills near San Giovanni Valdarno, this sprawling country villa is set on 36 hectares of private woodland, olive groves, and vineyards, offering a peaceful escape with convenient access to Riserva Naturale Regionale Valle dell'Inferno e Bandella, approximately 3 miles away.
This expansive holiday home features 14 bedrooms, 13 bathrooms, and accommodates up to 30 guests across a main building and five independent annexes, boasting a professional kitchen, a private fenced swimming pool, and extensive parking for over 20 cars.
Typical House With Private Pool And A Stunning View - Tuscany
9.8 72 reviews
Tuscany
06/06 – 06/13
$525/nighttotal: $3675 (7 )

Typical House With Private Pool And A Stunning View

4 10
house, Cortona
Offering stunning panoramic views of the Tuscan hills from 1,640 feet altitude, this recently restored ancient rural house is located 5 miles from Cortona town center, surrounded by woods and olive tree terraces perfect for excursions.
This exceptional villa comfortably accommodates up to 8 guests in 4 bedrooms and features a spectacular infinity edge pool with valley views, modern amenities including Wi-Fi and air conditioning, and is conveniently close to cultural sites like the Signorelli Theatre and Museum of the Etruscan Academy.
Villa Marmini - Tuscany
8.0 3 reviews
Tuscany
05/01 – 07/31
$110/nighttotal: $10010 (91 )

Villa Marmini

1 1
farm, Volterra
Villa Marmini is located just 1.5 miles from Volterra, offering a strategic Tuscan countryside base for exploring Pisa, Florence, and Siena, and is situated within a 5-hectare estate featuring independent living solutions with equipped outdoor spaces.
Guests can enjoy a 12x6 meter swimming pool with a solarium, a barbecue, a wood-fired oven, and opportunities for trekking and biking, making this a pet-friendly holiday home ideal for cultural tourism.

Villas and Vacation Homes with Pool in Tuscany

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

Villa Bianca Luxury & Prestige - Tuscany
9.2 5 reviews
Tuscany
05/30 – 06/03
$1000/nighttotal: $4000 (4 )

Villa Bianca Luxury & Prestige

4 5
house, Massarosa
Located in Massarosa, Villa Bianca Luxury & Prestige offers an exclusive escape just 16 miles from iconic Pisa landmarks like the Pisa Cathedral, Piazza dei Miracoli, and the Leaning Tower of Pisa.
This spacious villa boasts 7530 square feet of living space, accommodating up to 17 guests with 4 bedrooms, 4 bathrooms, an indoor pool, a kids pool, a garden, and an outdoor dining area, making it a perfect holiday home with air conditioning and private check-in/check-out.
Amazing Countryside Villa With Private Pool In Tuscany Between Arezzo & Florence - Tuscany
9.8 46 reviews
Tuscany
07/18 – 07/25
$689/nighttotal: $4823 (7 )

Amazing Countryside Villa With Private Pool In Tuscany Between Arezzo & Florence

6 13
house, Pratovecchio
Located in Pratovecchio Stia, this Tuscan villa offers a panoramic countryside setting just a short walk from the medieval village of Stia and close to the Museum of Wool Art and ExpArt.
Accommodating up to 14 guests across 3 floors, this spacious holiday home features two fully equipped kitchens, including one with a wood-fired oven, a large outdoor dining area, and a panoramic swimming pool, with private chef and cooking lessons available.
6 Bedroom Beautiful Home In Bibbona - Tuscany
Tuscany
04/30 – 05/02
$1935/nighttotal: $3870 (2 )

6 Bedroom Beautiful Home In Bibbona

6 2
house, Bibbona
This 6-bedroom villa in Bibbona is located 6 miles from Acqua Village and 31 miles from Piombino Train Station.
Offering a private pool and air-conditioned interiors, this expansive holiday home boasts 5920 square feet, accommodating up to 23 guests with 6 bedrooms, 3 living rooms, and a fully equipped kitchen.
Casa Toscana, Vista E Piscina Da Aprile  A Ottobre - Tuscany
9.4 39 reviews
Tuscany
08/09 – 08/16
$719/nighttotal: $5033 (7 )

Casa Toscana, Vista E Piscina Da Aprile A Ottobre

6 13
apartment, Larciano
Experience breathtaking panoramic views of Larciano Castle from this expansive villa nestled in the tranquil Montalbano hills, just a 5-minute drive from the nearest town and approximately 20 miles from Pistoia and Vinci.
This family-friendly holiday home accommodates up to 15 guests across three floors, featuring 6 bedrooms, 3 bathrooms, air conditioning, a shared swimming pool, a BBQ, and ample parking, with opportunities for scenic walks through olive groves.
La Poetessa - Five Bedroom Castle, Sleeps 10 - Tuscany
Tuscany
07/21 – 07/29
$4154/nighttotal: $33232 (8 )

La Poetessa - Five Bedroom Castle, Sleeps 10

5 6
castle, Florence
La Poetessa, a historic castle, is located in Florence's Le Cure district, offering a rural escape just a short drive from Fiesole's ancient Etruscan walls and Roman baths, and within easy reach of Florence's Uffizi Gallery and Duomo.
This luxurious 5-bedroom villa accommodates up to 10 guests and boasts elegant interiors, a farmhouse-style kitchen with a dishwasher, air conditioning, a swimming pool, a jacuzzi, and expansive gardens, making it an ideal holiday home for exploring Tuscan artistic history.
70 M² House ∙ 3 Bedrooms ∙ 7 Guests - Tuscany
8.0 1 review
Tuscany
06/26 – 07/01
$177/nighttotal: $885 (5 )

70 M² House ∙ 3 Bedrooms ∙ 7 Guests

3 6
house, Cortona
Located in the picturesque Tuscan countryside, this holiday home offers tranquil escape just a short drive from Cortona's historic center, renowned for its ancient Etruscan walls.
This 750 sq ft villa comfortably accommodates up to 7 guests with 3 bedrooms and features a shared pool, garden, barbecue area, and high-speed Wi-Fi, with e-bikes available for rent to explore the surrounding landscape.
A Cozy Nest For A Pair - Tuscany
9.0 4 reviews
Tuscany
07/20 – 07/26
$94/nighttotal: $564 (6 )

A Cozy Nest For A Pair

1 2
apartment, Civitella-Paganico
This welcoming apartment in Civitella Paganico is situated in a rural setting near the river, with Abbey of San Lorenzo al Lanzo and Castello del Belagaio as local points of interest.
Offering a private garden and swimming pool access for up to 6 guests, this 1-bedroom, 1-bathroom accommodation comfortably sleeps 2 and includes a kitchen with a fridge, internet, and parking, making it an ideal holiday home for exploring the area, including Castello Banfi and Cantina di Collemassari.
95 M² House ∙ 3 Bedrooms ∙ 6 Guests - Tuscany
9.2 27 reviews
Tuscany
06/08 – 06/15
$161/nighttotal: $1127 (7 )

95 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 2
house, Cortona
Located in a peaceful district of Cortona, this rustic 3-room house offers easy access to its garden and terraces, with its precise location being IT051017B5IRORWFCE.
This welcoming villa features comfortable furnishings, a fireplace, and multiple exits to the garden, accommodating up to 6 guests with 3 bedrooms and 2 bathrooms, and includes a dishwasher, oven, microwave, WiFi, and seasonal heating.

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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