Vacation Rentals in Tuscany

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Tuscany holiday rentals
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198221 Holiday rentals and Airbnb in Tuscany

Best family friendly Tuscany holiday rentals

Among the 198221 accommodations in Tuscany, here are the 4 best family friendly rentals

Podere La Chiusella B&b - Tuscany
8.6 329 reviews

Podere La Chiusella B&b

house, Rapolano Terme
Podere La Chiusella B&B, a historic building conversion in Rapolano Terme, is situated 27km from Piazza del Campo in Siena and 47km from Piazza Grande in Arezzo.
This self-catering property offers guests a seasonal outdoor swimming pool, jacuzzi, barbecue facilities, and bike rentals for exploring nearby cycling and hiking trails, alongside features for disabled guests.
Podere Il Leccione - Tuscany
9.6 91 reviews

Podere Il Leccione

house, Palaia
Podere Il Leccione, a holiday home near Palaia, is situated a 5-minute drive (8km) from the town, 60km from Florence, and 43km from Pisa, offering easy access to major Tuscan attractions.
This 200 square metre property boasts four bedrooms, a private swimming pool and garden, fully equipped kitchen, free Wi-Fi, and parking; perfect for families seeking a relaxing Tuscan getaway.
Villa Park Pool Exclusively Vacation Private Parties Groups Up To 35 Seats - Tuscany
9.0 4 reviews

Villa Park Pool Exclusively Vacation Private Parties Groups Up To 35 Seats

farm, Sansepolcro
This large family-friendly farmhouse near Sansepolcro, Italy, boasts a tranquil riverfront location, within 5km of the Monti Rognosi Nature Reserve and 10km from the Ravagni Oil Mill and Aboca Museum.
This 450 square metre property sleeps 35 guests across 12 bedrooms and 7 bathrooms, offering a swimming pool, tennis court, garden, terrace, parking, and Wi-Fi, plus barbecue facilities and a limo service.
Borgo Caiano Country Inn - Tuscany
9.5 103 reviews

Borgo Caiano Country Inn

farm, Castel San Niccolò
Il Borgo Caiano farmhouse, near Caiano in the Casentino Forests National Park, is 13km from Poppi and 40km from Florence.
This family-friendly property offers self-catering apartments with kitchenettes, a swimming pool, BBQ area, playground, and bowling green, plus free parking and EV charging.

Top cities

Best pet friendly Tuscany holiday rentals

Among the 198221 accommodations in Tuscany, here are the 4 best pet friendly rentals

Casa Zita Dei Fiori - Tuscany
9.7 13 reviews

Casa Zita Dei Fiori

house, Pescaglia
Casa Zita dei fiori, a recently renovated property in Pescaglia, is situated 34km from Pisa and 14km from Lucca's Piazza dell'Anfiteatro.
This 130 square metre house sleeps nine guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, private garden, parking, and air conditioning.
Agriturismo Bellavista - Tuscany
9.2 186 reviews

Agriturismo Bellavista

farm, Radicondoli
Agriturismo Bellavista, in Radicondoli, Tuscany, offers a tranquil escape approximately 48 kilometres from Siena's Piazza del Campo and 42 kilometres from the Palazzo Chigi-Saracini.
This family-friendly property features a swimming pool (seasonal, open June 1st to September 30th), private open-air baths, a restaurant, free Wi-Fi, and parking, plus accessibility features for disabled guests.
Villa Cicogna, Private Villa With Exclusive Use Pool - Tuscany
9.6 18 reviews

Villa Cicogna, Private Villa With Exclusive Use Pool

house, Terranuova Bracciolini
Villa Cicogna, in Terranuova Bracciolini, is conveniently located approximately 29 kilometres from Piazza Grande and 31 kilometres from The Mall Luxury Outlet.
This 200 square metre property boasts five bedrooms, three bathrooms, two living rooms, accommodating up to sixteen guests, and features a private swimming pool, garden, terrace, free Wi-Fi, and parking; continental and Italian breakfast options with packed lunches are available.
La Villa Del Cedro -Perfetta Per Gruppi E Famiglie - Tuscany
9.6 58 reviews

La Villa Del Cedro -Perfetta Per Gruppi E Famiglie

house, Civitella in Val di Chiana
Villa Del Cedro, located in Ciggiano, Civitella in Val di Chiana, offers easy access to Tuscan towns such as Cortona, Montepulciano, Florence, Siena, and Arezzo.
This 240 square metre property comprises two self-contained apartments, sleeping up to 14 guests, and boasts a 4000 square metre garden, a fitness centre, jacuzzi, and parking; horse riding is available nearby.

Frequently asked questions about holiday rentals in Tuscany

  • What are the must-see sights in Tuscany, Italy?

    Tuscany boasts countless iconic sights. Florence, naturally, is a must, with the Duomo, Uffizi Gallery, and Ponte Vecchio being essential visits. Siena's Piazza del Campo, a breathtaking medieval public space, is another highlight. San Gimignano, with its medieval towers, offers a charming escape, while Pisa's Leaning Tower is undeniably famous, though arguably more of a photo opportunity than an extended stay. The rolling hills of the Chianti region, dotted with vineyards and cypress trees, are also a key part of the Tuscan experience.
  • What are the best Airbnb and holiday rentals in Tuscany?

  • Are there unique natural phenomena in Tuscany, Italy?

    While Tuscany isn't known for dramatic, singular natural phenomena like geysers, its beauty lies in its gentler aspects. The rolling hills of the Tuscan countryside, the cypress-lined roads, and the stunning coastline are all naturally occurring features which are unique to the region. The thermal baths of Saturnia, with their naturally heated waterfalls, are a particularly noteworthy example.
  • What are the most popular Airbnbs in Tuscany?

  • What essentials should you bring along for a trip to Tuscany, Italy?

    Comfortable walking shoes are a must, as you'll be doing a lot of exploring on foot. Sunscreen and a hat are vital, especially during the summer months. Layers are also advisable, as the weather can change unexpectedly. A reusable water bottle is crucial for staying hydrated, and a phrasebook or translation app can greatly enhance your interactions with locals. Don't forget an adapter for your electronics.
  • What are the best holiday rentals with a pool in Tuscany?

  • What famous events or festivals are happening in Tuscany, Italy?

    The Palio di Siena, a historic horse race held twice a year in Piazza del Campo, is world-renowned. Numerous smaller, local festivals celebrating wine, food and saints occur throughout the year in various towns and villages. Specific dates vary, so checking local event listings closer to your travel dates is advisable.
  • What are the best rentals for families and kids in Tuscany?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Tuscany, Italy?

    A daily budget of €100-€200 per person is a reasonable estimate, depending on your accommodation choices and spending habits. This could cover mid-range accommodation, meals at trattorias, local transport, and entry fees to some attractions. Luxury travel will, of course, be significantly more expensive.
  • What are the best rentals or Airbnbs with a jacuzzi in Tuscany?

    The best holiday rentals or Airbnb with a jacuzzi in Tuscany are Silencieux Oltrarno, Castel di Pugna and Casa Martellucci.

  • Where can you find the best restaurants serving local dishes in Tuscany, Italy, and what are the must-try specialties?

    Many trattorias throughout Tuscany offer authentic experiences. Florence's Trattoria Mario is a popular choice, known for its traditional Florentine cuisine. In Siena, Osteria Le Logge is highly regarded. Must-try dishes include Bistecca alla Fiorentina (Florentine steak), pasta dishes with wild boar ragu, ribollita (Tuscan bread soup), and cantucci biscuits with Vin Santo (sweet dessert wine).
  • What are some less-famous attractions in Tuscany, Italy that are worth a visit?

    The charming hilltop town of Montepulciano, known for its Vino Nobile wine, is often overlooked. The medieval fortress of Montalcino, also a wine region, offers stunning views. The Val d'Orcia, a UNESCO World Heritage Site, provides breathtaking landscapes perfect for cycling or hiking. These areas offer a quieter, more authentic Tuscan experience.
  • What are the best activities for engaging with locals and understanding their culture in Tuscany, Italy?

    Taking a cooking class is a fantastic way to learn about Tuscan cuisine and interact with locals. Visiting a local winery for a tasting and tour offers insights into winemaking traditions. Attending a smaller, local festival provides opportunities to experience the region's culture firsthand. Simply chatting with shopkeepers and baristas in smaller towns can lead to interesting conversations.
  • What unique natural landscapes and terrain features can travellers explore in Tuscany, Italy?

    Tuscany's diverse landscapes include the rolling hills of Chianti, the dramatic coastline of the Maremma region, and the volcanic landscape around Monte Amiata. The diverse terrain offers opportunities for hiking, cycling, and exploring charming villages nestled amongst vineyards and olive groves.
  • How many days are ideal for a trip to Tuscany, Italy, and what are some itinerary suggestions?

    Seven to ten days allows for a good exploration of Tuscany. A possible itinerary could include three days in Florence, two days exploring the Chianti region, one day in Siena, and one day on the coast. A longer trip allows for more in-depth exploration of smaller towns and villages.

Nearby regions

Best Tuscany holiday rentals with a pool

Among the 198221 accommodations in Tuscany, here are the 4 best rentals with a pool

Il Verreno - Tuscany
9.5 461 reviews

Il Verreno

resort, Bucine
Il Verreno is a resort located in Bucine, a peaceful countryside town just 30 miles from Florence, 16 miles from Siena, and 14 miles from Arezzo. It has excellent ratings for location, cleanliness, and overall user experience.
The resort offers a range of amenities, including a swimming pool, sauna, spa, and fitness centre. Guests can also enjoy the on-site restaurant, bar, and garden, as well as children's play areas.
Villa Lorena By Posarellivillas - Tuscany
9.6 96 reviews

Villa Lorena By Posarellivillas

house, Capolona
Villa Lorena, in Pieve San Giovanni, offers a spacious six-bedroom property a short drive from Piazza Grande and Castello di Meleto.
This self-catering villa sleeps a large group, boasting a private pool, patio with barbecue, four bathrooms, a fireplace, free Wi-Fi and parking, and is close to Tuscan hiking trails.
Castellare Di Tonda - Tuscany
8.3 763 reviews

Castellare Di Tonda

resort, Montaione
The Castellare Di Tonda Tuscany Country Resort & Spa is situated in the Tuscan countryside, a short drive from Florence and the Tuscan coast, offering a peaceful escape surrounded by rolling hills and vineyards. The resort has received very good ratings for its cleanliness, location and overall experience.
The resort comprises a collection of charming farm buildings, each offering spacious apartments with panoramic views. Guests can enjoy a range of amenities, including a swimming pool, spa, restaurant, and tennis court, as well as a working farm and horse-riding stables.
Bella Toscana Relax - Tuscany
9.5 12 reviews

Bella Toscana Relax

house, Monsummano Terme
This holiday villa in Monsummano Terme offers splendid mountain views and is situated within walking distance of public transport.
Accommodating up to 12 guests across 5 bedrooms, this spacious 2-storey property boasts a shared fenced swimming pool (seasonal), garden, BBQ area, ping-pong table, and a gym, with an electric vehicle charging station available for an additional charge.

Neighborhoods and points of interest in Tuscany

Best Tuscany holiday rentals with parking

Il Rustico - Tuscany
9.2 11 reviews

Il Rustico

house, Sansepolcro
Il Rustico, a house in Sansepolcro, is located 37 kilometres from Piazza Grande and 69 kilometres from Perugia San Francesco d'Assisi Airport.
This family-friendly property offers accommodation for up to 15 guests with 2 bedrooms, a kitchen equipped with a fridge and dishwasher, complimentary WiFi, a garden, and a tennis court, with parking provided.
Beatiful Renovated Tuscan Farmhouses - Tuscany
9.6 96 reviews

Beatiful Renovated Tuscan Farmhouses

apartment, Civitella in Val di Chiana
This Tuscan farmhouse apartment in Civitella in Val di Chiana offers easy access to Siena (approx. 40km), Florence (approx. 70km), and Cortona (approx. 20km), ideal for exploring Tuscany's major cities.
The ground-floor property features a spacious living room with a double sofa bed, a well-equipped kitchen including a dishwasher, a private swimming pool, a garden, and parking, comfortably accommodating families or couples.
Villa Del Parco In Tuscany - Tuscany
8.8 186 reviews

Villa Del Parco In Tuscany

resort, Lamporecchio
Villa Del Parco Resort is situated in San Baronto, 21 kilometres from Montecatini Train Station, in the heart of the Tuscan countryside, close to Lamporecchio, a town known for its history and beautiful landscapes. The resort has received very good ratings for location and user experience and excellent ratings for cleanliness.
The villa offers 10 bedrooms, 5 living rooms, and 10 bathrooms, providing ample space for large families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, spa, restaurant, bar, fitness centre, tennis court, and a garden.
Green&love Apartment - Tuscany
9.9 251 reviews

Green&love Apartment

apartment, Peccioli
Green&Love Apartment is a family-friendly dwelling located in Peccioli, Tuscany, approximately 43km from Pisa Cathedral and the Piazza dei Miracoli.
This 70 square metre flat features two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, private parking, air conditioning, and a terrace with mountain views; it sleeps up to four guests and offers free Wi-Fi.
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