Holiday Rentals in Tuscany

142342 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Tuscany holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Tuscany

Best family friendly Tuscany holiday rentals

Among the 142342 accommodations in Tuscany, here are the 4 best family friendly rentals

Tuscany Nest - Tuscany
9.3 12 reviews
Tuscany
01/08 – 08/08
SG$244/nighttotal: SG$1708 (7 )

Tuscany Nest

1 6
house , Montelupo Fiorentino
This Tuscany Nest in Montelupo Fiorentino offers a family-friendly villa with WiFi and air conditioning, located 26-31 kilometres from Florence's Cathedral of Santa Maria del Fiore and Uffizi Gallery.
This 94 square metre house, suitable for up to 11 guests, features a fully equipped kitchen with a dishwasher, a garden, a spa, and a washing machine, ensuring a comfortable stay with a private entrance and a check-out time between 09:00 AM and 11:00 AM.
Villa Sara Near The Tuscan Cities Of Art And The Beautiful Beaches In Versilia - Tuscany
9.6 62 reviews
Tuscany
05/09 – 12/09
SG$550/nighttotal: SG$3850 (7 )

Villa Sara Near The Tuscan Cities Of Art And The Beautiful Beaches In Versilia

4 7
house , Camaiore
This luxurious villa is situated in Camaiore, just a short distance from the sea and within easy reach of the Museo del Carnevale and La Cittadella del Carnevale. It has received excellent user ratings, making it a popular choice for travellers.
The villa spans 160 square metres and comfortably accommodates up to 10 guests across its 4 bedrooms and 2 bathrooms. Enjoy a range of amenities including a private pool, a water park, a fitness centre, a sauna, a tennis court, and a beautiful garden.
Villa Torre Delle Rose By Geco Vacation Rentals - Tuscany
10 4 reviews
Tuscany
15/08 – 22/08
SG$1586/nighttotal: SG$11102 (7 )

Villa Torre Delle Rose By Geco Vacation Rentals

8 18
farm , Firenzuola
Villa Torre delle Rose, a renovated agricultural estate, is located in the Visignano hills near Firenzuola, 75 kilometres from Florence and 90 kilometres from Bologna, with Bilancino Lake 50 kilometres away and the Santerno River 6 kilometres distant.
This 700 square metre farmhouse, accommodating up to 18 guests across 8 bedrooms and 7 bathrooms, offers a natural swimming pool, a furnished veranda with barbecue and pizza oven, a gym, children's play area, table tennis, soft air field, billiards, and 10 mountain bikes, with optional horseback riding, cook service and cooking classes available.
A Few Minutes From Pisa And Lucca, Beautiful Villa In The Tuscan Countryside. - Tuscany
Tuscany
24/07 – 27/07
SG$260/nighttotal: SG$780 (3 )

A Few Minutes From Pisa And Lucca, Beautiful Villa In The Tuscan Countryside.

2 6
house , San Giuliano Terme
This villa in San Giuliano Terme is situated 18 minutes' drive from Pisa's Leaning Tower and 66 minutes' drive from Marina di Pisa Beach, with local attractions including the Orto Botanico di Pisa and Piccolo Mondo nearby.
Spanning 97 square meters and accommodating up to six guests, this property offers two bedrooms, one bathroom, a fully equipped kitchenette with a fridge, microwave, and dishwasher, a garden, terrace, and on-site parking.

Top cities

Best pet friendly Tuscany holiday rentals

Among the 142342 accommodations in Tuscany, here are the 4 best pet friendly rentals

New Camping Le Tamerici - Tuscany
8.3 1623 reviews
Tuscany
13/07 – 19/07
SG$439/nighttotal: SG$2634 (6 )

New Camping Le Tamerici

3 4
glamping , Cecina
This mobile home is situated in Marina di Cecina, a short 10-minute walk from the beach and 1.9 miles from Cecina Train Station. The accommodation is highly rated by previous guests, with very good scores for cleanliness, location, and overall experience.
The mobile home comes with a fully equipped kitchen, a private patio, and air conditioning for a comfortable stay. Guests can enjoy a range of on-site amenities including a restaurant, bar, swimming pool, tennis court, and children's playground.
L'aia Dì Trippa All'aria Mugello - Tuscany
9.7 37 reviews
Tuscany
31/07 – 15/08
SG$283/nighttotal: SG$4245 (15 )

L'aia Dì Trippa All'aria Mugello

2 2
house , Borgo San Lorenzo
B&B L'aia di Trippa all'Aria is located in Borgo San Lorenzo, Tuscany, approximately 35km from Florence and 22km from Barberino Designer Outlet.
This 130 square metre property offers two bedrooms, one bathroom, a garden, parking, and free Wi-Fi; guests can enjoy a well-equipped kitchen, packed lunches for excursions, and a private patio with mountain views.
Relais Riserva Di Fizzano - Tuscany
9.2 822 reviews
Tuscany
27/06 – 28/06
SG$400/nightfor 1 night

Relais Riserva Di Fizzano

1 4
apartment , Castellina in Chianti
This apartment is situated in the Chianti region of Tuscany, just 19 km from Siena and 28 km from Florence, surrounded by vineyards and olive groves, offering a peaceful escape into the Tuscan countryside. It has excellent ratings for location, cleanliness, and user experience.
The apartment features a traditional design with tiled floors, wooden ceilings, and large fireplaces, creating a charming and cosy atmosphere. Guests can enjoy a range of amenities including a swimming pool, a restaurant, a bar, and a garden, as well as activities like bike rentals, allowing them to explore the surrounding area at their own pace.
Timeless Beauty In Chianti | 20 Min Da Firenze Ac - Tuscany
9.8 187 reviews
Tuscany
10/08 – 17/08
SG$440/nighttotal: SG$3080 (7 )

Timeless Beauty In Chianti | 20 Min Da Firenze Ac

1 7
apartment , San Casciano in Val di Pesa
This first-floor apartment, part of a restored farmhouse in the Chianti countryside near San Casciano in Val di Pesa, is 7km from a fishing lake and restaurant.
The two-bedroom property, sleeping up to nine guests, boasts a fully equipped kitchen, a modern bathroom, extensive gardens, a fire pit, olive grove, and pergola; nearby activities include wine tours, bicycle hire, cooking classes, and a Murano glass jewellery atelier.

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 142342 accommodations in Tuscany, here are the 4 best rentals with a pool

Agriturismo Podere Padolecchie - Azienda Agricola Passerini - Tuscany
8.7 56 reviews
Tuscany
06/08 – 08/08
SG$132/nighttotal: SG$264 (2 )

Agriturismo Podere Padolecchie - Azienda Agricola Passerini

1 2
farm , Torrita di Siena
Agriturismo Podere Padolecchie, near Torrita di Siena, offers a rural retreat 19 kilometres from Montepulciano Terme and 43 kilometres from Piazza Grande.
This one-bedroom, one-bathroom property features a swimming pool, garden, free parking, and a daily continental breakfast including local produce, alongside amenities such as Wi-Fi and a kitchen equipped with a fridge, freezer, and microwave.
Ca' Meneghetti - Tuscany
9.4 7 reviews
Tuscany
20/07 – 27/07
SG$380/nighttotal: SG$2660 (7 )

Ca' Meneghetti

3 8
house , Massarosa
Ca' Meneghetti, located in Massaciuccoli, Massarosa, is situated 16km from Pisa Cathedral and the Piazza dei Miracoli, offering easy access to Pisa's iconic landmarks.
This 200 square metre villa boasts three bedrooms, two living rooms, a private pool, and a fully equipped kitchen, comfortably accommodating families or groups and providing ample space for relaxation.
Casa Con Piscina Camino E Biliardo - Tuscany
8.5 2 reviews
Tuscany
14/08 – 16/08
SG$1231/nighttotal: SG$2462 (2 )

Casa Con Piscina Camino E Biliardo

5 14
house , Loro Ciuffenna
This five-bedroom villa in San Giustino Valdarno, approximately 21 kilometres from Piazza Grande and 37 kilometres from The Mall Luxury Outlet, offers ample space for large groups.
The 280-square-metre property boasts four bathrooms, a private pool, a games room with a pool table, table tennis and darts, and parking, sleeping up to 27 guests.
Country And Sea, A Garden In Maremma - Tuscany
9.1 17 reviews
Tuscany
27/07 – 30/07
SG$244/nighttotal: SG$732 (3 )

Country And Sea, A Garden In Maremma

1 2
apartment , Orbetello
This Orbetello Maremma apartment, a 3-guest capacity self-catering property, is situated in a residential complex a 3km drive from Orbetello town and its beaches, offering easy access to Etruscan sites and the Maremma Natural Park.
The one-bedroom, one-bathroom apartment features a private enclosed garden with outdoor shower, covered dining area, air conditioning, private parking, and access to a shared swimming pool (June-mid September) and tennis court; pets are welcome.

Neighborhoods and points of interest in Tuscany

Best Tuscany holiday rentals with parking

Boutique Apartment Family - Tuscany
9.4 52 reviews
Tuscany
17/07 – 19/07
SG$362/nighttotal: SG$724 (2 )

Boutique Apartment Family

2 7
apartment , Chiusi
Boutique Apartment Family is a family-friendly apartment in Chiusi, Tuscany, conveniently located 21 kilometres from Montepulciano Terme and 37 kilometres from Bagno Vignoni.
This 80-square-metre dwelling boasts two bedrooms, one bathroom, sleeps 13 guests, and includes a fully equipped kitchen, private terrace, spa, fitness centre, tennis court, and parking; plus free Wi-Fi and a shuttle service.
Cottage " I Due Pini" - Tuscany
10 43 reviews
Tuscany
05/07 – 12/07
SG$133/nighttotal: SG$931 (7 )

Cottage " I Due Pini"

1 2
cottage , Cortona
This charming lakeside cottage is located just 1.8 kilometres from Lake Trasimeno and 4.7 kilometres from Hannibal's Journey, a historical site near the lake. It has received excellent user ratings, making it a popular choice for travellers.
The cottage has one bedroom, one bathroom, and a floor area of 50 square metres, comfortably accommodating up to four guests. It offers a range of amenities including a fully equipped kitchen, a terrace, a garden, air conditioning, and a spa tub, ensuring a relaxing and enjoyable stay.
Happy Florence Pepi1 - Tuscany
9.3 685 reviews
Tuscany
31/07 – 06/08
SG$279/nighttotal: SG$1674 (6 )

Happy Florence Pepi1

1 4
apartment , Florence
This apartment is conveniently located in the Santa Croce district, just 800 metres from Piazza della Signoria and 650 metres from the Duomo, putting you within easy reach of Florence's most famous landmarks. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment is well-equipped with a fully equipped kitchen, including a fridge, freezer, microwave oven, and washing machine. Guests can enjoy air conditioning, free Wi-Fi, and private parking at an extra charge.
Talpa - Tuscany
Tuscany
08/08 – 22/08
SG$360/nighttotal: SG$5040 (14 )

Talpa

2 4
resort , Riparbella
The Talpa apartment, a self-catering holiday home in the Riparbella countryside, is situated 3km from Riparbella town centre, 15km from the sea, and offers easy access to Volterra (35km), Pisa (65km), and Florence (97km).
This 70 square metre property features two bedrooms, one bathroom, sleeps six guests, and includes a private patio with barbecue, a shared 2,000,000 m² grounds with swimming pool, and on-site amenities such as a reception, bar, and bistro.
©2026 cozycozy.com