Villas and Holiday Homes in Tuscany

767642 Villas and Holiday Homes in Tuscany

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • hometogo
  • sykescottages
  • expedia
  • belvilla
  • villanovo
  • interhome
Tuscany
Search for your holiday home
Price per night
Accommodation type
Rating

Best villa offers in Tuscany

Villas and holiday homes with private pool in Tuscany

Perched above rolling hills and vineyards, some of our villas with pool in Tuscany feature infinity pools or heated options set in private gardens.

Casa Bella Vista - Tuscany
No reviews

Casa Bella Vista

house, Magliano in Toscana
Holiday house to rent. Your accommodation will be located in Magliano in Toscana.
Facilities and services: a fridge, free parking and air conditioning. This house in Magliano in Toscana has a swimming pool!
Casa Ginestra - Tuscany
9.7 36 reviews

Casa Ginestra

house, Gaiole in Chianti
Located in Gaiole in Chianti, a district celebrated for its vineyards and proximity to historic castles and wineries, this villa offers a distinctive stay within 'Casa Il Colle'.
This spacious holiday home accommodates up to 8 guests across 4 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a fridge, freezer, and dishwasher, a swimming pool, a garden, and parking, with an office space providing panoramic valley views.
Torretta - Luxury Rustico With Pool And Air Conditioning Ev Wallbox - Tuscany
9.9 88 reviews

Torretta - Luxury Rustico With Pool And Air Conditioning Ev Wallbox

house, Camaiore
Casa Torretta, a welcoming villa rental, is located within an ancient olive grove near Camaiore, just 3 minutes by car from the town centre and conveniently positioned for exploring Viareggio Beach and Forte dei Marmi Beach.
This 130 square meter holiday home offers a unique outdoor space with a holistic area for yoga and pilates, a natural theatre, a shared, year-round swimming pool purified without industrial chlorine, and private parking with electric car charging, making it an excellent choice for families or small groups.
Cabin ∙ 2 Bedrooms ∙ 4 Guests - Tuscany
8.7 3 reviews

Cabin ∙ 2 Bedrooms ∙ 4 Guests

cabin, Grosseto
Cabin for 4 people with an excellent rating of 87% based on 3 reviews. You will be located in Grosseto.
Services and facilities include a tennis court, a fridge and a restaurant. Take advantage of the air conditioning in this accommodation in Grosseto.

Luxury villas and holiday homes in Tuscany

The finest luxury villas in Tuscany promise an exceptional stay amid rolling hills, Renaissance art and world-class wine.

Villa Loretino I Ultimate Luxury In Florence - Tuscany
No reviews

Villa Loretino I Ultimate Luxury In Florence

house, Carmignano
Villa Loretino I is situated in Comeana, 19 kilometers from Florence's Fortezza da Basso and Santa Maria Novella, with Florence Airport also 18 kilometers away.
This expansive 1150 square meter villa rental boasts 8 bedrooms and 8 bathrooms, accommodating up to 31 guests with features including a private swimming pool, jacuzzi, spa, and a pool table for entertainment.
Lovely Home In Arezzo - Tuscany
10 1 review

Lovely Home In Arezzo

house, Arezzo
Located in Arezzo, this luxury villa is situated 10.6 kilometres from Piazza Grande, offering a private and expansive retreat.
This spacious holiday home, accommodating up to 17 guests across 5 bedrooms and 6 bathrooms, boasts a private swimming pool, air conditioning, a fully equipped kitchen with a dishwasher, and complimentary Wi-Fi.
La Capanna Di Elfo Luxury Villa View - Tuscany
10 134 reviews

La Capanna Di Elfo Luxury Villa View

house, Siena
Located 8.5 kilometers from Siena's historic centre, this spacious villa offers a tranquil retreat with Piazza del Campo 5.7 miles away and key attractions like Palazzo Chigi-Saracini and the National Museum of Etruscan Archaeology within 3.8 miles.
This welcoming holiday home boasts a generous 180 square meters of living space, featuring 4 bedrooms, a living room, a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, and a garden, alongside complimentary WiFi and private parking, with accessibility features for disabled guests and a children's playground.
Podere Boscherini - Tuscany
10 2 reviews

Podere Boscherini

house, Riparbella
Secluded on an elevated position 3 kilometres from Riparbella's centre, this rustic cottage, Podere Boscherini, offers panoramic views of the sea and countryside, and is located 14 kilometres from the coast.
This 155 square metre villa, accommodating up to 6 guests, boasts 3 bedrooms, 3 bathrooms, air conditioning, a private swimming pool, and a well-kept garden, providing a welcoming holiday home experience with excellent amenities.

Frequently Asked Questions about Tuscany

  • What are the must-see attractions to visit in Tuscany, Italy?

    For a truly memorable visit to Tuscany, Italy, the Duomo in Florence is a landmark not to be missed, with its iconic dome designed by Brunelleschi. The Leaning Tower of Pisa offers a unique architectural experience. Siena's Piazza del Campo, a shell-shaped medieval square, is captivating. Exploring the Uffizi Gallery in Florence provides a deep dive into Renaissance art. Don't forget to wander through the historic center of San Gimignano, famous for 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, can vary significantly. During peak season, from June to August, expect prices to range from around 1,500 to 5,000 euros per week for a moderately sized villa. Off-season rates, particularly in spring and autumn, can be considerably lower, often starting from 1,000 euros per week. Larger villas with more amenities or those in highly sought-after locations can command much higher prices.
  • What are the best towns, villages, or areas to rent a villa in Tuscany, Italy?

    Many areas in Tuscany, Italy, offer beautiful villa rental opportunities. The Chianti region, situated between Florence and Siena, is renowned for its vineyards and picturesque countryside, making it a popular choice. Areas around towns like San Gimignano and Volterra provide stunning medieval settings. For those seeking proximity to art and history, villas near Florence are convenient. The Val d'Orcia, a UNESCO World Heritage site, offers breathtaking landscapes and is another excellent area for villa stays.
  • When is the best time to book a villa in Tuscany, Italy, and how far in advance should I plan?

    To secure the best villa options in Tuscany, Italy, it's advisable to book well in advance, especially for popular times. For summer travel (June to August), booking 6 to 12 months ahead is recommended. For spring (April to May) and autumn (September to October), which are also wonderful times to visit, aim to book at least 3 to 6 months in advance. Last-minute deals are rare for well-appointed villas.
  • What are the must-see festivals or seasonal events in Tuscany, Italy?

    Tuscany, Italy, hosts several noteworthy festivals. The Scoppio del Carro (Explosion of the Cart) in Florence on Easter Sunday is a centuries-old tradition. In Siena, the Palio di Siena, a historic horse race held twice each summer (usually July 2nd and August 16th) in the Piazza del Campo, is a major event. The Festa delle Candele (Festival of Candles) in various towns during the summer offers a unique, atmospheric experience with streets illuminated by candlelight.

Villas in Popular Destinations

Villas and family holiday home rentals in Tuscany

Looking for a family villa in Tuscany? Spacious living areas and gated pools set in private gardens feature among many properties.

Casa Vacanze Nonna Nesti - Tuscany
9.7 158 reviews

Casa Vacanze Nonna Nesti

house, Cortona
Near Cortona, this villa offers a prime location for gastronomic and cultural tours, with Arezzo and Siena within easy reach, and Lake Trasimeno just a short drive away.
This family-friendly holiday home provides air conditioning, Wi-Fi, a well-equipped kitchen, and an expansive panoramic terrace perfect for al fresco dining and stargazing, accommodating up to six guests across two bedrooms and one bathroom.
Villa Il Pellicano - Tuscany
9.0 22 reviews

Villa Il Pellicano

house, San Vincenzo
Recently built Tuscan-style villa, this holiday home is situated on a beautiful estate just 2 kilometres from the centre of San Vincenzo and 2 kilometres from the sea, offering a tranquil escape with easy access to local amenities and attractions.
This spacious 260 square metre villa rental accommodates up to 10 guests across 5 bedrooms, boasting a private saltwater swimming pool, a furnished loggia for outdoor dining, and complimentary WiFi, with tennis courts and a children's playground conveniently located 1 kilometre away.
La Finestra Su Cortona - Tuscany
9.4 42 reviews

La Finestra Su Cortona

house, Cortona
This country house in Cortona offers a tranquil setting approximately 35 kilometers from Piazza Grande and 55 kilometers from Perugia San Francesco d'Assisi Airport.
Boasting four bedrooms and five bathrooms, this villa provides a welcoming retreat with a swimming pool open from May to September, a lush garden, outdoor dining, barbecue facilities, and easy access to hiking and cycling trails.
Taverna - Tuscany
No reviews

Taverna

farm, Greve in Chianti
Fattoria l'Ottavo, an 18th-century country house, is located in the Lucolena in Chianti district, 12 kilometres from Greve in Chianti and 13 kilometres from Figline Valdarno, offering a secluded and sunny elevated position within a 40-hectare property of meadows and vineyards.
This spacious farm holiday accommodation, covering 112 square metres, accommodates up to six guests across three double bedrooms and three bathrooms, featuring a well-equipped kitchen/living room, a shared fenced swimming pool (seasonal, 8x4m), a terrace, garden furniture, barbecue, and on-site restaurant, with opportunities for local experiences including farm product sales and nearby walking paths.

Rental villas and holiday homes with jacuzzi in Tuscany

Fancy a villa with hot tub in Tuscany? Outdoor jacuzzis among rolling hills and vineyards offer a truly unique setting for a relaxing stay.

Panorama Terazza Con Jacuzzi - Tuscany
9.8 13 reviews

Panorama Terazza Con Jacuzzi

house, Chianni
This spacious villa rental in Rivalto, Tuscany, is located 40 kilometres from Livorno Port and 38 kilometres from Pisa International Airport, offering convenient access to the iconic Piazza dei Miracoli and the Leaning Tower of Pisa.
Boasting 185 square metres of living space, this pet-friendly accommodation comfortably accommodates up to 19 guests with five bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a jacuzzi, and a private terrace, alongside complimentary WiFi and on-site parking.
La Vista - Together In Tuscany - Tuscany
9.8 78 reviews

La Vista - Together In Tuscany

house, Cortona
La Vista - Together in Tuscany is located in Cortona, 61 kilometres from Perugia San Francesco d'Assisi Airport and 31 kilometres from Piazza Grande.
This 2-bedroom villa rental offers a welcoming garden setting with a patio, air conditioning, a jacuzzi, and complimentary WiFi, with a well-equipped kitchen and two bathrooms, perfect for a family holiday home.
Villa La Gattaiola Piccola By Interhome - Tuscany
No reviews

Villa La Gattaiola Piccola By Interhome

house, Manciano
Just 6.9 kilometres from the renowned Cascate del Mulino Thermal Springs and 48 kilometres from Mount Amiata, Villa La Gattaiola Piccola is a spacious villa located in Montemerano.
This holiday home offers six bedrooms, four bathrooms, and accommodates up to 23 guests, featuring a private pool, hot tub, terrace, balcony, garden, and free WiFi.
50 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Tuscany
No reviews

50 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Grosseto
Le Gerlette - La Stalla, located in Braccagni, offers a tranquil retreat within easy reach of the Maremma's scenic landscapes, providing a perfect base for exploring the region's natural beauty. This welcoming villa rental boasts 50 square meters of living space with two bedrooms accommodating up to four guests, featuring air conditioning, a Jacuzzi, a swimming pool, and an on-site agritourism restaurant.
copyright © 2026 villapicker.com