Holiday Rentals in Tuscany

198221 available vacation rental offers

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Tuscany holiday rentals
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Best Holiday rentals and Airbnb offers in Tuscany

Best family friendly Tuscany holiday rentals

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

Agriturismo Villani Poderi Nesti & Cupoli - Tuscany
9.4 423 reviews

Agriturismo Villani Poderi Nesti & Cupoli

farm, Lastra a Signa
Agriturismo Villani Poderi Nesti & Cupoli is situated in the Tuscan countryside, 1.6km from Lastra a Signa train station, offering easy access to Florence and Livorno.
This one-bedroom, one-bathroom farmhouse provides guests with a swimming pool (open mid-May to mid-October), a terrace, free Wi-Fi, and on-site wine and olive oil tasting and sales, alongside a generous buffet breakfast.
2 Bedroom Amazing Home In Orentano - Tuscany
9.6 25 reviews

2 Bedroom Amazing Home In Orentano

house, Castelfranco di Sotto
This 2-bedroom property in Orentano, Castelfranco di Sotto, is located 32 kilometres from Pisa Cathedral and the Leaning Tower of Pisa, and 34 kilometres from Pisa International Airport.
This family-friendly accommodation offers 70 square metres of living space with air conditioning, a fully equipped kitchen, two bathrooms, complimentary WiFi, and a garden, situated 21 kilometres from Montecatini Train Station with on-site parking.
La Casa Delle Rondini - Tuscany
9.8 167 reviews

La Casa Delle Rondini

house, Montelupo Fiorentino
La Casa delle Rondini is a three-bedroom house in Montelupo Fiorentino, conveniently located approximately 24-27 kilometres from Florence's major attractions including the Fortezza da Basso and the Uffizi Gallery.
This 70 square metre property offers a garden, private parking, and amenities such as a fully equipped kitchen, air conditioning, and Wi-Fi, sleeping up to six guests comfortably.
Borgo Chiantina - Tuscany
No reviews

Borgo Chiantina

gîte, Cortona
Gîte rental. This accommodation is based in Cortona.
Services and facilities include a garden, a kitchen and a swimming pool. Enjoy free parking with this accommodation in Cortona!

Top cities

Best pet friendly Tuscany holiday rentals

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

Agriturismo Tenuta La Fratta - Tuscany
9.3 111 reviews

Agriturismo Tenuta La Fratta

house, Bagni di Lucca
Tenuta La Fratta Agriturismo is situated on a hilltop amidst vineyards and gardens, about 24 kilometres from the historic walled city of Lucca and a 30-minute drive from the A11 Autostrada Firenze-Mare motorway. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment comes equipped with a kitchen and bathroom, providing guests with the comfort and privacy of a home away from home. Guests can enjoy the refreshing outdoor pool, relax on the terrace or in the garden, and take advantage of the barbecue facilities.
Noi 2 Vacanze - Il Nido Di Gina - Tuscany
9.4 64 reviews

Noi 2 Vacanze - Il Nido Di Gina

house, Radicofani
This one-bedroom holiday home in Contignano, Val d'Orcia, is ideally located for exploring nearby attractions such as Bagno Vignoni (18km), Montepulciano Terme (21km), and Bagni San Filippo (14km).
The 45-square-metre property features a private pool, garden, and parking, sleeping up to two guests and offering a fully equipped kitchen and excellent user reviews.
Podere La Fornace - Tuscany
9.4 54 reviews

Podere La Fornace

house, Gavorrano
Podere La Fornace, situated in Ravi near Gavorrano, is a short drive (approximately 31km) from Punta Ala Golf Club and 48km from Piombino railway station, offering easy access to the Maremma Regional Park (50km away).
This family-friendly villa boasts a private pool, tennis court, spa, and fully equipped kitchen, alongside free Wi-Fi, private parking, and outdoor barbecue facilities, perfect for relaxing Tuscan holidays.
Borgo Rosia Holiday House - Tuscany
9.4 49 reviews

Borgo Rosia Holiday House

apartment, Sovicille
Borgo Rosia Holiday House, a self-catering apartment in Rosia, Sovicille, offers convenient access to Siena's Piazza del Campo (18km) and cultural attractions like Palazzo Chigi-Saracini and the National Museum of Etruscan Archaeology (14km).
This pet-friendly apartment features a fully equipped kitchen, private parking, a tennis court, and provides bed linen and towels; bicycle rental and a shuttle service are also available.

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 topping the list. Siena's Piazza del Campo is breathtaking, and the leaning tower of Pisa is undeniably a classic photo opportunity. San Gimignano, with its medieval towers, offers a charming glimpse into the past. Don't forget the rolling hills of the Chianti region, perfect for wine tasting.
  • What are the best Airbnb and vacation rentals in Tuscany?

    Appartamento Del Campo, Podere Vignola and Poggio Massiccioli are the most popular Airbnb and vacation rentals in Tuscany among travelers.

  • Are there unique natural phenomena in Tuscany, Italy?

    While Tuscany isn't known for dramatic geological events, its landscape itself is a unique phenomenon. The rolling hills of Tuscany, sculpted over centuries, are a stunning example of natural beauty. The thermal baths of Saturnia and Bagno Vignoni offer a chance to experience the region's geothermal activity. The coastal areas, like the Argentario promontory, provide diverse ecosystems and stunning sea views.
  • What are the most popular Airbnbs in Tuscany?

    Among the Airbnbs in Tuscany, La Casa Di Enne, Apartment Of 35 Sq In Villa With Pool and Verde - I Prati In Toscana are the most popular ones.

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

    Comfortable walking shoes are crucial, as you'll be doing a lot of exploring on foot. Pack light, breathable clothing suitable for both warm days and cooler evenings. Don't forget sunscreen, a hat, and sunglasses, especially during the summer months. A reusable water bottle is essential, as well as a phrasebook or translation app for easier communication.
  • What are the best vacation rentals with a pool in Tuscany?

    Podere Vignola, Poggio Massiccioli and Ripostena are the best vacation rentals with a pool in Tuscany.

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

    The Palio di Siena, a thrilling horse race held twice a year in Piazza del Campo, is world-famous. Many smaller towns and villages hold their own festivals throughout the year, often celebrating local saints or harvests. The Maggio Musicale Fiorentino, a classical music festival held in Florence in the spring, is another significant event.
  • What are the best rentals for families and kids in Tuscany?

    The best rentals for families and kids in Tuscany are Appartamento Del Campo, Podere Vignola and Poggio Massiccioli.

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

    A daily budget will vary greatly depending on your travel style. For budget travellers, €80-€120 per day might suffice, covering basic accommodation, affordable meals, and local transport. Mid-range travellers should plan for €150-€250 per day, and luxury travellers could easily spend upwards of €300 per day or more.
  • What are the best rentals or Airbnbs with a jacuzzi in Tuscany?

    The best vacation rentals or Airbnb with a jacuzzi in Tuscany are Silencieux Oltrarno, Casa Martellucci and Stone Rustico With Jacuzzi - Infrared Sauna Escluiva.

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

    Many trattorias throughout Tuscany serve authentic dishes. In Florence, Trattoria Mario is a popular choice. In Siena, Osteria Le Logge is renowned. Must-try dishes include Bistecca alla Fiorentina (Florentine steak), Ribollita (bread soup), and Pappa al Pomodoro (bread and tomato soup). Don't forget the local wines, especially Chianti Classico.
  • What are some less-famous attractions in Tuscany, Italy that are worth a visit?

    The Val d'Orcia, a UNESCO World Heritage site, offers stunning landscapes and charming hilltop towns like Pienza and Montepulciano. The Garfagnana region in the north is less touristy but boasts beautiful mountains and medieval villages. The Etruscan tombs of Populonia offer a fascinating glimpse into ancient history.
  • What are the best activities for engaging with locals and understanding their culture in Tuscany, Italy?

    Take a cooking class and learn to prepare traditional Tuscan dishes. Visit a local winery and participate in a wine tasting, engaging with the winemakers. Attend a local festival or market to experience the vibrant community spirit. Simply striking up conversations with locals in smaller towns and villages can be very rewarding.
  • What unique natural landscapes and terrain features can travellers explore in Tuscany, Italy?

    The rolling hills of the Chianti region, covered in vineyards and olive groves, are iconic. The rugged coastline of the Maremma offers dramatic cliffs and sandy beaches. The mountainous areas of the Garfagnana and Casentino provide opportunities for hiking and exploring forests. The thermal springs around Saturnia showcase the region's geothermal activity.
  • How many days are ideal for a trip to Tuscany, Italy, and what are some itinerary suggestions?

    Seven to ten days is a good amount of time to explore Tuscany at a comfortable pace. A possible itinerary could include three days in Florence, two days exploring Siena and San Gimignano, and two days in the Chianti region, with a final day for a coastal excursion or exploring another area of interest.

Nearby regions

Best Tuscany holiday rentals with a pool

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

Agriturismo Macinatico - Tuscany
9.3 94 reviews

Agriturismo Macinatico

farm, San Gimignano
Agriturismo Macinatico is situated in the Tuscan countryside, a 6km drive from the centre of San Gimignano and 6km from Certaldo Train Station. The farm has consistently received excellent reviews for its location, cleanliness and overall experience.
The farm offers a choice of spacious rooms with private bathrooms and self-catering apartments. Guests can enjoy the on-site vineyard, relax by the pool, or use the BBQ facilities, children's playground, and tennis court.
Casa Camporino - Tuscany
9.7 56 reviews

Casa Camporino

house, Poppi
Casa Camporino is located in Poppi, a charming town in the Casentino Valley, just 38km from Arezzo and 56km from Florence. This property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The house offers two bedrooms and one bathroom, comfortably accommodating up to four guests. This charming villa boasts a range of amenities for a relaxing stay, including a private garden with a barbecue and hot tub, a fully equipped kitchen, free Wi-Fi, and parking. Guests can also enjoy activities like cycling, hiking, fishing, golfing, and horse riding in the surrounding area.
Tenuta Di Pomine Certaldo (Fi) Appart. Papavero - Tuscany
9.7 124 reviews

Tenuta Di Pomine Certaldo (Fi) Appart. Papavero

apartment, Certaldo
This two-bedroom apartment is situated in a peaceful residential area of Certaldo, just a short walk from the historic centre and a 10-kilometre drive from the charming village of San Gimignano. Guests have consistently rated the property as excellent for its location, cleanliness, and overall experience.
The apartment is spacious and comfortable, accommodating up to four guests, and features a well-equipped kitchen, two terraces with stunning views, and a private garden. Enjoy the convenience of free Wi-Fi, air conditioning, and a washing machine, as well as the opportunity to relax by the swimming pool.
50 M² Resort ∙ 2 Bedrooms ∙ 4 Guests - Tuscany
10 3 reviews

50 M² Resort ∙ 2 Bedrooms ∙ 4 Guests

resort, Campiglia Marittima
Borgo Casa Di Lappi, near Casalappi in the Maremma region of Tuscany, is situated 630 metres (0.63 km) from Casalappi and 105 km from Pisa.
The 50 m² '50 M² Resort ∙ 2 Bedrooms ∙ 4 Guests' apartment offers two bedrooms, sleeping four, and features a private kitchen, access to a shared swimming pool, extensive gardens with barbecues, and free on-site parking for up to 80 cars.

Neighborhoods and points of interest in Tuscany

Best Tuscany holiday rentals with parking

Casavacanze Baggioro - Tuscany
9.8 21 reviews

Casavacanze Baggioro

house, Capannori
Casavacanze Baggioro, a holiday home in Colle di Compito, Capannori, is situated approximately 27 kilometres from Pisa's Leaning Tower and Cathedral.
This 120 square metre property sleeps up to 15 guests, boasting three bedrooms, two bathrooms (including a jacuzzi), a private pool, garden, and parking, plus amenities such as a fully equipped kitchen, Wi-Fi, and a pool table.
Palazzo Alle Mura - Tuscany
9.6 45 reviews

Palazzo Alle Mura

studio, Poggibonsi
Palazzo Alle Mura is a studio apartment located in Staggia Senese, a short drive from Poggibonsi and close to the historic castle. The property has received excellent ratings for cleanliness and location, making it a popular choice for travellers.
The studio has a living area with a sofa bed and a well-equipped kitchenette with a fridge. Guests can enjoy free Wi-Fi, air conditioning, and free toiletries, as well as access to a shared laundry room.
Dolce Vita Nel Chianti. Piscina E Relax - Tuscany
9.7 351 reviews

Dolce Vita Nel Chianti. Piscina E Relax

apartment, Castellina in Chianti
This charming apartment is located in the Borgo di Tregole, a small village just 5km from Castellina in Chianti, offering a peaceful escape amidst the picturesque Chianti Classico hills. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The two-bedroom apartment comfortably sleeps four guests and is equipped with everything needed for a relaxing stay. Guests can enjoy a private garden, a shared pool, and a jacuzzi, making it perfect for families and groups looking for a memorable Tuscan getaway.
La Casina A Piombino, Appartamento Moderno Vicino Al Mare, Pet Friendly - Tuscany
9.8 63 reviews

La Casina A Piombino, Appartamento Moderno Vicino Al Mare, Pet Friendly

apartment, Piombino
La Casina a Piombino is conveniently located in Piombino, just a short walk from Spiaggia dei Frati and within 3.2km of Calamoresca Beach and Piombino Port. The apartment has excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This one-bedroom flat is 50 square metres in size and can comfortably accommodate up to four guests. The apartment offers a range of amenities, including a fully equipped kitchen with a dishwasher, air conditioning, free Wi-Fi, on-site parking, and a mini-market for added convenience.
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