Holiday home Tuscany

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19 accommodations
Tuscany
Private outdoor pool
Toscane, Montelupo Fiorentino
17
2
Toscane, Montelupo Fiorentino
  • Two private swimming pools, one with a hot tub for exclusive use
  • Panoramic area, with beautiful sunsets
  • Near Montelupo Fiorentino and the highway

Cozy, centrally located detached villa and cottage with panoramic views over the Tuscan hilly landscape where you can enjoy spectacular sunsets. The villa has two private swimming pools, one of which has a hot tub!

from 2,712.00 per person
from Total 5,424.00
Sat Oct 31, 2026 - 
Sat Nov 7, 2026
Private outdoor pool
Toscane, San Casciano dei Bagni
12
1
Toscane, San Casciano dei Bagni
  • Large enclosed garden
  • Private outdoor pool
  • Covered patio with BBQ

In the middle of the beautiful Tuscan nature, close to natural hot springs, lies this stylish villa for 12 people. This elegant holiday home features a large enclosed garden, a private swimming pool and a covered patio with barbecue – perfect for relaxing days and atmospheric evenings in the open air. Located in San Casciano dei Bagni, a village in the province of Siena, this villa combines tranquility with proximity to amenities.

from 2,702.50 per person
from Total 5,405.00
Sat Oct 10, 2026 - 
Wed Oct 14, 2026
Private outdoor pool
Toscane, Castiglion Fiorentino
11
1
Toscane, Castiglion Fiorentino
  • Private pool
  • Outbuilding with covered terrace
  • Panoramic views

Luxury air-conditioned villa for 11 people in Castiglion Fiorentino, Tuscany, Italy. Enjoy the panoramic view by the private pool. Next to the swimming pool there is a small practical outbuilding with covered terrace for outdoor dining. Villa Castiglion Fiorentino is close to beautiful towns in Tuscany and Umbria.

from 1,031.00 per person
from Total 2,062.00
Sat Oct 3, 2026 - 
Tue Oct 6, 2026
Whirlpool/HottubPrivate outdoor pool
Toscane, Foiano della Chiana
14
Toscane, Foiano della Chiana
  • Wellness centre with sauna and mini whirlpool
  • Playground and mini football and volleyball court
  • Private infinity pool
  • Gym

This luxury villa for 14 people is located in the beautiful Tuscan Foiano della Chiana, in the heart of Valdichiana, in the province of Arezzo, Italy. Surrounded by a majestic park of 3000 m², this group accommodation offers an idyllic setting for a relaxing holiday. Enjoy the infinity pool, the spacious garden with playground and sports fields, and a private wellness center with sauna, Turkish bath and mini-whirlpool. The villa is fully powered by renewable energy sources and combines sustainability with luxury.

from 4,596.50 per person
from Total 9,193.00
Sat Oct 31, 2026 - 
Sat Nov 7, 2026
Private outdoor pool
Toscane, Cortona
13
Toscane, Cortona
  • Pergola
  • Private pool
  • Stone barbecue

This luxury Villa in Cortona (province of Arezzo, Tuscany region) for 13 people offers a beautiful view over the Tuscan hilly landscape. Enjoy a private pool, a pergola with large table and chairs and a stone barbecue. The villa is surrounded by a rich flower garden and is close to Tuscan and Umbrian towns.

from 395.00 per person
from Total 790.00
Sat Nov 7, 2026 - 
Sun Nov 8, 2026
Private outdoor pool
Toscane, Sassetta
15
2
Toscane, Sassetta
  • Private pool
  • Wooded area
  • Barbecue

This villa in Sassetta for 15 people consists of four separate apartments but have a large shared living room. The villa is located in a wooded area and has a private swimming pool.

from 1,206.00 per person
from Total 2,412.00
Thu Oct 1, 2026 - 
Mon Oct 5, 2026
Whirlpool/HottubPrivate outdoor pool
Toscane, Cortona
12
1
Toscane, Cortona
  • Outdoor spa
  • Private pool
  • Panoramic views

Enjoy luxury and tranquility in this villa for 12 people in Cortona, Tuscany. Villa Cortona features 5 bedrooms and as many bathrooms, an outdoor spa, a private pool and panoramic views. The large, enclosed garden offers several relaxation areas with comfortable garden furniture and a barbecue, ideal for atmospheric summer evenings.

from 847.50 per person
from Total 1,695.00
Sat Jan 9, 2027 - 
Wed Jan 13, 2027
Whirlpool/HottubPrivate outdoor pool
Toscane, Peccioli
13
1
Toscane, Peccioli
  • Pergola with garden furniture
  • Private outdoor pool with whirlpool section
  • Panoramic views over vineyards and rolling hills

Experience an unforgettable stay in this beautiful villa in Peccioli, Tuscany, located in the center of the medieval village of Fabbrica. This spacious villa sleeps 13 people and features a private pool with whirlpool section, two pergolas with outdoor furniture and panoramic views over the vineyards and rolling hills.

from 1,710.00 per person
from Total 3,420.00
Sat Jan 9, 2027 - 
Wed Jan 13, 2027
Whirlpool/HottubPrivate outdoor poolPrivate indoor pool
Toscane, Castiglion Fiorentino
18
Toscane, Castiglion Fiorentino
  • Wellness area including hot tub, sauna and indoor pool
  • Private outdoor pool
  • Bedrooms with ensuite bathroom

This beautiful villa in Castiglion Fiorentino, Tuscany, Italy, sleeps 18 people and has 9 bedrooms with ensuite bathrooms. Relax in the wellness area with sauna, hot tub and indoor pool or enjoy the private outdoor pool with panoramic views. The villa has a large enclosed garden with outdoor furniture and a barbecue, ideal for outdoor dining and enjoying the Tuscan atmosphere.

from 2,307.00 per person
from Total 4,614.00
Sat Nov 7, 2026 - 
Sat Nov 14, 2026
Private outdoor pool
Toscane, Guardistallo
13
2
Toscane, Guardistallo
  • Heated swimming pool
  • Quiet location with lots of privacy
  • 20 minutes from the sea
In the middle of the hills of Guardistallo at about 20 minutes from the coast lies this villa. Wonderfully secluded; total peace, relaxation and privacy is what this luxury vacation villa has to offer.
from 1,807.50 per person
from Total 3,615.00
Sat Jan 9, 2027 - 
Sat Jan 16, 2027
Private outdoor pool
Toscane, Arezzo
12
Toscane, Arezzo
  • Panoramic views of Tuscan hills
  • Private pool
  • On wine estate

Stay in this beautiful villa for 12 people in Arezzo, Tuscany. The villa consists of 2 apartments and therefore offers privacy and cosiness. The villa is set in the Tuscan hills with panoramic views, a private pool and garden.

from 1,559.00 per person
from Total 3,118.00
Mon Sep 28, 2026 - 
Thu Oct 1, 2026
Private outdoor pool
Toscane, Montecatini Val di Cecina
14
2
Toscane, Montecatini Val di Cecina
  • Swimming pool
  • Quiet location with lots of privacy
  • 20 kilometers from the sea
This spacious holiday villa is located within the boundaries of the municipality of Montecatini Val di Cecina, about 20 km from the coast. It is a former farmhouse, beautifully restored in 2023. The villa enjoys a wonderful, free position, offering a fantastic panoramic view and lots of privacy.
from 3,400.00 per person
from Total 6,800.00
Sat Jan 9, 2027 - 
Sat Jan 16, 2027
Private outdoor pool
Piano di Mommio
15
Piano di Mommio
  • Near Viareggio and the sea
  • Outdoor kitchen with BBQ
  • Private outdoor pool

Villa with annex for 15 people in Piano di Mommio, province of Lucca, region Tuscany near Viareggio. The villa features a private outdoor pool and an outdoor kitchen with barbecue. 10 minutes by car from the sea.

from 1,831.00 per person
from Total 3,662.00
Thu Oct 1, 2026 - 
Tue Oct 6, 2026
Private outdoor pool
Toscane, Rignano sull'Arno
20
1
Toscane, Rignano sull'Arno
  • Wine estate with top-quality
  • Restaurant within walking distance
  • Breathtaking surroundings

The villa, suitable for 20 people, is located in Rignano sull'Arno in Tuscany, Italy. The villa is set on a 200-hectare wine estate with fields, gardens, woods, vineyards and olive groves. The restaurant, within walking distance, serves traditional cuisine.

Whirlpool/HottubPrivate outdoor pool
Toscane, Palaia
21
2
Toscane, Palaia
  • Tuscany
  • 18th century farmhouse
  • Private pool
  • Beautiful garden
  • View over surrounding hills
Discover beautiful historic Tuscany while visiting this wonderful group accommodation. Take a dip in the pool and enjoy the picturesque landscape. Accommodates 21 people.
from 2,700.00 per person
from Total 5,400.00
Sat Sep 26, 2026 - 
Wed Sep 30, 2026

Filteren

Price
shower
Bathrooms
Bedrooms
Location accommodation
Facilities (Outdoor)
Facilities (In)
Suitable for
General data
Accessibility
Keuken
Wellness
  • Private Swimming Pool
  • Hiking and mountain biking trails

Looking for a large holiday home in Tuscany? At Groepen.nl you are guaranteed to find the perfect accommodation in Tuscany for a holiday with your family, friends or relatives. A holiday in this region can be filled in different ways, there is something for everyone. Experience an unforgettable holiday from your holiday home in Tuscany with swimming pool. Discover the historic cities and delicious pastas. from your group accommodation in Tuscany you can go in all directions. After a strenuous day full of impressions, you will return to your accommodation in the afternoon and take a dip in the pool. Enjoy culture, nature, activities and delicious Italian cuisine. The group houses are located in beautiful locations where you can easily get out and about.

Large holiday homes Tuscany

Due to the convenient location of our group accommodations in Tuscany, a visit to cities such as Florence (Florence), Siena, Luca and Pisa is within reasonable distance, but the Mediterranean Sea is also not far away. Scenically speaking, Tuscany is perhaps the most beautiful that Italy has to offer, but Tuscany has much more to offer. Tuscany is a dream journey between rolling hills full of chic cypresses, full vineyards and fields full of nodding poppies. Tuscany introduces you to remnants of ancient Etruscan and Roman civilizations and an authentic Italian culture. Renting a holiday home in Tuscany is popular because it is located in a region where nature, history and Chianti dominate.
Tuscany is a popular destination, especially in the summer months, but this beautiful region is also very popular in spring and autumn.
The starting point is always a holiday home in Tuscany that is available in all shapes and sizes. Families with children, dog lovers, families who would like to have a private pool, beach lovers or lovers of even more luxury will always find a dream home that suits them.

Holiday villa rental Tuscany

During your stay in one of the villas or holiday homes of Groepen.nl you can enjoy Tuscany to the fullest. Imagine sunbathing by your own private pool while enjoying a drink and enjoying the view!
Don’t wait too long, take a quick look at our offer.

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