Luxury Accommodation Tuscany, Italy

Filter search results
All Accommodation EUR
  • EUR
  • GBP
  • USD

Terracotta Blush Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms8 guests
Immersed in the rolling hills of the Tuscan countryside, just a short drive from Cortona, this villa makes an ideal home for families. With a panoramic swimming pool, large terrace, and sweeping views...
From €616 Nightly
More details

The Old Watchtower Tuscany, Italy

Self-Catering
7 bedrooms7 bathrooms14 guests
Explore Tuscany in a true, romantic fashion at this countryside home. Stone walls, beamed ceilings, traditional furniture, and a grand fireplace come together to create a cosy and warm atmosphere, wel...
From €1,060 Nightly
More details

Fig Trees in Tuscany Tuscany, Italy

Self-Catering
4 bedrooms3 bathrooms8 guests
Tucked away amid olive groves in the Tuscan hills, this stunning villa ticks every box. It’s in Palaia, within easy reach of all of Tuscany’s most popular sights and cities, including Florence, Pisa a...
From €1,833 Nightly
More details

The Palaia Oasis Tuscany, Italy

Self-Catering
8 bedrooms6 bathrooms16 guests
Located within the rural Tuscan countryside in the commune of Palaia – this impressive 15th-century villa is well-equipped for families and large groups. While the striking interiors won’t be to every...
From €2,017 Nightly
More details

Beautiful Country Tuscany, Italy

Self-Catering
2 bedrooms1 bathrooms4 guests
Sitting in the middle of rolling Tuscan hills, this home might look like a single villa from the outside, but it's actually two self-contained apartments, each with its own living room, kitchen and ba...
From €485 Nightly
More details

Tuscan Hill Hideaway Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
Located on a hilltop in Tuscany, this former farm shed is surrounded by olive groves and rows of vines. While it may not be the most luxurious home in our collection – some areas feel a little dated –...
From €589 Nightly
More details

Gemini's Dream Tuscany, Italy

Self-Catering
8 bedrooms7 bathrooms16 guests
This villa in the Tuscan hills would suit a big group who like to gather together outside for long, lazy lunches and sessions by the private pool, but appreciate a little extra privacy when it comes t...
From €1,453 Nightly
More details

Enchanted Olive Grove Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms5 guests
This home is a charming family apartment set in a beautiful farmhouse, perched on the hill of San Jacopo. Outside facilities are shared with other apartments in the house – these include a large pool,...
From €617 Nightly
More details

Palaia Paradise Tuscany, Italy

Self-Catering
6 bedrooms6 bathrooms14 guests
Perfect for family gatherings, this home is nestled between Florence and Pisa, just outside the village of Palaia. Surrounded by green hills and rolling Tuscan countryside, you'll be treated to fantas...
From €1,995 Nightly
More details

Paolo's View Tuscany, Italy

Self-Catering
10 bedrooms12 bathrooms22 guests
Take a step back in time at this 18th-century Tuscan home. A slew of character features await inside, such as vaulted brick ceilings, terracotta floors, antique furniture and traditional paintings har...
From €1,701 Nightly
More details

Fresh Ink Tuscany, Italy

Self-Catering
3 bedrooms4 bathrooms6 guests
This centuries-old home is beguiling with its mellow stone walls and hidden water well. There’s an internal lift too, making this home ideal for those with limited mobility. We love the grapevine-drap...
From €716 Nightly
More details

The Tuscany Groove Tuscany, Italy

Self-Catering
3 bedrooms2 bathrooms4 guests
Rustic and cosy, this typically Tuscan home sits in a peaceful spot within walking distance of Pergine Valdarno, as well as being ideally located for dreamy day trips to Siena, Florence and Arezzo. Ou...
From €666 Nightly
More details

Stonehill Vines Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
This grand stone villa looks the perfect part in a region known for its Renaissance history and castles. Located on a gentle hillside slope, this 16th century home sings of rural Tuscany. With its two...
From €732 Nightly
More details

Wild Roses Tuscany, Italy

Self-Catering
5 bedrooms6 bathrooms10 guests
Tucked away in the Tuscan countryside, this idyllic villa promises plenty of rest, relaxation and rustic charm. Famous for its rolling hills, acres of vineyards and quaint, historic hamlets, there's n...
From €1,655 Nightly
More details

Chianti Classico Tuscany, Italy

Self-Catering
6 bedrooms7 bathrooms12 guests
High up in the hills of Chianti sits this magnificent eighteenth-century residence, flanked by olive groves, rose gardens and lemon trees. The sublime archway structures harken back to the traditional...
From €1,681 Nightly
More details

By The Hearthside Tuscany, Italy

Self-Catering
6 bedrooms4 bathrooms12 guests
We immediately fell in love with the view from the swimming pool at this villa tucked into the Chianti hills. Nothing but green hills as far as the eye can see. The grounds are kept blissfully private...
From €1,098 Nightly
More details

The Fruits of Chianti Tuscany, Italy

Self-Catering
3 bedrooms4 bathrooms6 guests
Nestled within the iconic green hills of Tuscany, close to the charming hilltop town of Radda, this beautifully restored farmhouse has everything you need for a good time – delicious food, great wine...
From €1,380 Nightly
More details

The Olive Tint Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms8 guests
Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a...
From €1,163 Nightly
More details

Chianti Memories Tuscany, Italy

Self-Catering
5 bedrooms6 bathrooms10 guests
With rolling Chianti hills all around, this traditional villa couldn't feel more Tuscan if it tried. Comprised of a main house and three en-suite bedroom cottages, it's perfect for a large family geta...
From €859 Nightly
More details

The Rosso Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms8 guests
Perched on the slopes of the Chianti hills, this stone villa effortlessly blends traditional Tuscan farmhouse charm with modern comforts. Since children under six aren’t permitted here, this villa is...
From €955 Nightly
More details

A Guide to the Hills Tuscany, Italy

Self-Catering
5 bedrooms4 bathrooms9 guests
Overlooking the Chianti hills, this home is the ideal setting for a restorative Tuscan getaway. Spread across two floors (connected by external stairs), there are two kitchens, family-friendly rooms a...
From €925 Nightly
More details

The Chianti Hill Tuscany, Italy

Self-Catering
3 bedrooms2 bathrooms5 guests
Peace and placidity await you at this authentically Tuscan bungalow. It sits in a serene countryside spot in Radda in Chianti, just a short stroll from some lovely shops and restaurants in the heart o...
From €453 Nightly
More details

The Ode to Beauty Tuscany, Italy

Self-Catering
7 bedrooms7 bathrooms14 guests
This traditional Tuscan home opens its doors to the natural beauty of the Chianti region. Nestled amid the trees, the private garden lends itself perfectly to lazy days by the pool. You’ll also find p...
From €1,128 Nightly
More details

Chianti Calm Tuscany, Italy

Self-Catering
5 bedrooms3 bathrooms10 guests
You’ll find this restored farmhouse in the heart of Chianti, surrounded by vineyards and olive groves. Spread across a main house and a separate cottage, this place is perfect for a group of ten to ge...
From €727 Nightly
More details

Cicerone Tuscany, Italy

Self-Catering
1 bedrooms1 bathrooms12 guests
Ceperano is a charming Tuscan farmhouse that has been restored to a high standard and can accommodate up to 14 guests. The property is situated in the heart of the Chianti region, surrounded by olive...
From €711 Nightly
More details

Chianti Sangria Tuscany, Italy

Self-Catering
5 bedrooms6 bathrooms10 guests
At this rustic villa, rolling vineyards are on your doorstep. We mean that quite literally – the owners are local winemakers, and they offer tastings in the medieval tower-turned-wine bar. They'll als...
From €4,550 Nightly
More details

The Grapes of May Tuscany, Italy

Self-Catering
8 bedrooms4 bathrooms16 guests
Nestled in the idyllic landscape of woods and olive groves between Florence and Siena, this gorgeous Tuscan villa boasts views like no other and a private pool available in summer. With bedrooms sprea...
From €1,095 Nightly
More details

Il Mugnaio Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Located just a ten-minute drive from the town of Castel del Piano in Tuscany, this renovated farmhouse villa is full of historic charm. Boasting many of its original early twentieth-century features,...
From €917 Nightly
More details

Shadow Blooms Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
Tucked away in the Tuscan countryside just outside Castel del Piano, this rural villa is perfectly placed for exploring. This region is known for natural hot springs and idyllic spa towns like Saturni...
From €532 Nightly
More details

The Grapes of Montenero Tuscany, Italy

Self-Catering
5 bedrooms5 bathrooms8 guests
A stay at this Tuscan country villa offers rustic charm and comfort. Just 3km away from the picturesque town of Montenero, guests can explore the rich history and local restaurants before retreating t...
From €961 Nightly
More details

La Vita Nuova Tuscany, Italy

Self-Catering
2 bedrooms1 bathrooms4 guests
Situated in the unspoilt Tuscan countryside, this traditional villa suits a small family or a couple of friends. The home is situated in a resort of individual cottages with a shared pool, so it may n...
From €282 Nightly
More details

Valley View Villa Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
This home is part of a development of independently-owned cottages in the countryside that borders the Pescinello natural park. It’s a tranquil place to stay, ideal for those seeking an Italian stay t...
From €371 Nightly
More details

The Rustic Tuscan Tuscany, Italy

Self-Catering
2 bedrooms1 bathrooms4 guests
Located on a peaceful villa complex that's nestled away in the Tuscan countryside, this place offers a warm and welcoming home-from-home for your stay in this gorgeous region of Italy. The home featur...
From €290 Nightly
More details

Castle in Green Tuscany, Italy

Self-Catering
6 bedrooms6 bathrooms12 guests
This traditional Italian farmhouse has been carefully restored to create a beautiful villa. Set on the edge of the small village of Tavarnelle in the hills surrounding Florence, there’s definitely a t...
From €1,544 Nightly
More details

Tuscan Trees Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms6 guests
This beautiful home is one of a kind. It allows guests to experience Tuscan life in an authentic way, with everything you might need at your fingertips. The apartment has been converted from the ol...
From €467 Nightly
More details

The Stone Mill Escape Tuscany, Italy

Self-Catering
7 bedrooms6 bathrooms14 guests
This converted mill is charmingly modern, with hints of its history still present – our favourite being the original kitchen which dates back to the 4th century A.D. This stylish villa offers a host o...
From €7,764 Nightly
More details

Love in the Sun Tuscany, Italy

Self-Catering
6 bedrooms7 bathrooms12 guests
Part of a sprawling villa in the Chianti region, surrounded by olive groves and vineyards, this home is the perfect place to relax. Having a car is a must here, especially if you want to visit Florenc...
From €1,955 Nightly
More details

Vines on the Hills Tuscany, Italy

Self-Catering
6 bedrooms6 bathrooms12 guests
If you want a holiday home with history, then look no further. This converted sixteenth-century stone watermill still boasts its original medieval staircase and the millstones where bread and pasta we...
From €1,892 Nightly
More details

The Whispering Hills Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms6 guests
Giving way to sweeping views of the Arezzo hills, this villa's outdoor space is undoubtedly the main draw. With a swimming pool and ample seating for everything from alfresco dining to sunbathing, it'...
From €550 Nightly
More details

Rustic Idyll Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
It's homes like this that give Tuscany its reputation as a blissful place which to retreat for a week or three. The surrounding landscape of vineyards and rolling hillsides is as picturesque as you co...
From €1,089 Nightly
More details

The Alighieri Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
This converted Tuscan home provides a great base to explore one of Italy’s most iconic areas from. Though the interior perhaps lacks a bit of cosiness, it is well-kept and provides you with all you ne...
From €340 Nightly
More details

Casa di Siena Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
Located in the Tuscan countryside, this home in Torrita di Siena offers endless peace, quiet and picturesque scenery. With views stretching to Lake Trasimeno, it's a spot for those keen to reconnect w...
From €449 Nightly
More details

Tuscan Getaway Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Nestled in a Tuscan country estate, this pet-friendly home offers the best of both worlds – a private terrace for alfresco dining and the option to share breakfast with your neighbours at the buffet....
From €490 Nightly
More details

Tuscan Sweet Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
This apartment near Torrita di Siena has lovely views over this little slice of Tuscany from the terrace – perfect for alfresco meals. Or have a stroll through the communal gardens to the shared swimm...
From €314 Nightly
More details

The White Vine Tuscany, Italy

Self-Catering
6 bedrooms6 bathrooms12 guests
Looking for the wow factor? This home fits the bill. Each room effortlessly blends Tuscan tradition with contemporary aesthetics – none more so than the living area, with its brick archways, stone wal...
From €2,001 Nightly
More details

Tuscan White Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Situated on a private resort, this villa drops you in the heart of the Tuscan countryside to indulge in pure rest and relaxation. Set over two floors, there’s plenty of space for guests to spread out,...
From €454 Nightly
More details

The Tuscan Farmhouse Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
This home is part of a resort set between the gorgeous valleys of Val d'Orcia and the Val di Chiana. The decor isn't the most exciting, but you can't beat this picturesque location. An easy drive from...
From €459 Nightly
More details

The Tuscan Vineyard Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Set on a farm, parts of which are more than 200 years old, you’ll find this apartment, which is light and bright thanks to the large arched windows. Outside, as you’d hope for – there are gorgeous vis...
From €454 Nightly
More details

Chianti Beauty Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms8 guests
This Tuscan home is a bit special. It’s situated in the medieval hamlet of Vertine, close to the market towns of Gaiole in Chianti – just 2 kilometres away – and Radda, which is 7 kilometres away. The...
From €1,011 Nightly
More details

Tuscan Dreamland Tuscany, Italy

Self-Catering
6 bedrooms6 bathrooms12 guests
Escape to this Tuscan villa that offers a rural setting and a host of amenities. From here, you can explore the hiking routes through the Riserva Naturale Lucciola Bella, then enjoy a Shiatsu or Ayurv...
From €2,016 Nightly
More details
5-Star properties in Tuscany
Listing 651-700 of 1022 properties
Per Page: 50
  • 10
  • 20
  • 50
Name this collection
Save to a collection
Loading collections
Saved to
View »
Bathroom Guests Rooms More Details angle right bedrooms sleeps capacity