Tuscany, Italy Villas & Vacation Rentals

These are the 75 most popular villa rentals in Tuscany, Italy. Narrow your search above.

Indulge in the legendary charm of Villa Feronia. Perfectly positioned in Tuscany, it offers vineyards, pools, and Duomo vistas. Dive into history, luxury, and endless adventures in this enchanting estate!
The Villa
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Feronia

20 Bedrooms
19 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Get ready for a blast from the past at Villa La Gloria. Dating back to 1000AD, this Tuscan treasure has been lovingly restored with modern flair. With stunning hilltop views, ...
Villa La Gloria photo
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Tuscany, Italy
  • Pool
Experience Villa Rovea in the enchanting Val d’Orcia! Tranquil setting, panoramic views, private pool, perfect for groups and foodies. Live the Tuscan dream!
Rovea
Available!

Rovea

10 Bedrooms
8 Bathrooms
Tuscany, Italy
  • Pool
Details
Discover Villa Orfea: a 15th-century villa renovated to modern luxury! With fourteen bedrooms, lush gardens, and a private pool, it's the perfect Tuscan retreat for families and friends. Enjoy historic ...
Orfea photo
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Orfea

12 Bedrooms
10 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Discover Maremma's wonders at Villa Marchesa: a luxurious retreat in Tuscany's captivating landscape. With elegant interiors, a stunning infinity pool, and endless amenities, every moment is an unforgettable adventure!
Marchesa photo
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Marchesa

9 Bedrooms
9 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Step into timeless elegance at Villa Pacifico. With its 13th-century charm, stunning views, and modern amenities, it's the ultimate Tuscan getaway. Dive into the private pool, savour wood-fired pizza, and ...
Senese photo
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Senese

9 Bedrooms
7 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Discover Tuscany's magic at Villa Convento; it's a symphony of modern luxury and historic charm. The veranda overlooks rolling hills, perfect for family fun. Enjoy a private tennis court and ...
Villa Convento photo
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Tuscany, Italy
  • Pool
  • AC
Details
Embark on a Tuscan escapade at Villa Carlotta! Tucked in a private estate, it's a symphony of timeless charm and modern luxury. Breathtaking views, plush en-suite bedrooms, and an outdoor ...
Splendia photo
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Splendia

4 Bedrooms
4 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Indulge in the timeless elegance of Bosco, a lavish retreat steeped in 17th-century charm. Wander through cypress-lined pathways, discover lush gardens bursting with fragrant blooms, and immerse yourself in the ...
Bosco
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Bosco

6 Bedrooms
6 Bathrooms
Tuscany, Italy
  • Pool
Discover Villa Poderosa: a luxurious Tuscan retreat with panoramic views, an indoor pool, and lush gardens. Perfect for groups and wellness getaways year-round!
Swimming Pool
Available!

Poderosa

7 Bedrooms
5 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Discover the magic of Villa Gaiole in Tuscany! This 400-year-old farmhouse seamlessly blends historic charm with modern luxury. With open-plan living, exposed stone, and travertine floors, it's a haven of ...
Villa Gaiole photo
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Tuscany, Italy
  • Pool
  • AC
Details
Embark on an enchanting journey to Casale Del Chianti, where rustic charm meets luxury in the heart of Tuscany's vineyards. Dive into chic suites adorned with Italian elegance, unwind by ...
Casale Del Chianti photo
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Tuscany, Italy
  • Pool
  • AC
Unveil the magic of Tosca Estate in Val D'Orcia! A cinematic journey along Cypress-lined paths leads to a historic blend of farmhouse and renaissance villa. Stunning wine cellar, panoramic views, ...
Tosca Estate photo
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Tosca Estate

11 Bedrooms
11 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Step into the magic of Villa Colline, a five-star countryside haven amidst da Vinci's hills! This sunlit paradise boasts a playful design pool, vine-draped vistas, and Jacuzzis for endless fun. ...
Villa Colline photo
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Tuscany, Italy
  • Pool
  • AC
Details
Discover the magic of Villa Vale, a haven blending classic charm with modern allure. Immerse yourself in a family-friendly haven at this neo-gothic masterpiece, with its opulent furnishings and artistic ...
Villa Vale photo
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Tuscany, Italy
  • Pool
Details
Indulge in the Tuscan dream at Demide! Explore olive groves, splash in the pool, and sip wine on the terrace with panoramic views. It's your gateway to relaxation and adventure ...
Demide photo
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Demide

4 Bedrooms
3+ Bathrooms
Tuscany, Italy
  • Pool
  • AC
Discover the heart of Chianti at Amarika Villa, close to Castellina, where cobbled streets lead to wine tastings and hidden treasures like Via delle Volte. Guests can retreat to their ...
Amarika
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Amarika

7 Bedrooms
7 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Discover the enchanting Cardinale! Dive into its rich history, luxuriate in its spa, swim in the private pool and rally up for tennis matches amidst lush greenery. Unwind in style ...
Cardinale
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Cardinale

8 Bedrooms
8 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Embark on a Tuscan adventure at Villa Morea! Luxurious interiors, sprawling gardens, and epic views await. Perfect for family gatherings and relaxation under the Tuscan sun with a private pool ...
Morea photo
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Morea

6 Bedrooms
5 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Step into Villa Distinta, a Tuscan gem nestled in lush greenery. With classic charm and modern luxury, it's the perfect base for exploring Tuscany's treasures. From golfing to starlit dinners, ...
Distinta photo
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Distinta

5 Bedrooms
4 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Experience the ultimate Italian getaway at Villa Orietta in Tuscany. This modern villa boasts stunning terraces and breathtaking views of the sea, providing the ideal hideaway for complete relaxation and ...
Villa Orietta in Porto Santo - Tuscany Coast
Available!
Tuscany, Italy
  • Pool
  • AC
Details
Indulge in aristocratic luxury at Villa Augusta! Situated in the Tuscan hills, this 16th-century mansion promises regal charm and breathtaking views. Dive into the private pool, explore nearby treasures, and ...
Augusta photo
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Augusta

6 Bedrooms
6 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Escape to Villa Armonia, a luxurious Tuscan retreat boasting stunning views, lush gardens, and indulgent amenities. Dive into the salt-water infinity pool, savor al fresco dining, and explore nearby beaches ...
Villa Armonia
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Armonia

5 Bedrooms
3+ Bathrooms
Tuscany, Italy
  • Pool
  • AC
Natural Beauty As a travel pro, let me tell you about Le 5 Perle di Lucca in Italy. It's a gem of a property that's oozing with charm and character. The ...
Le 5 Perle di Lucca photo
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Tuscany, Italy
  • Pool
Bolgheri, a Tuscan jewel, radiates timeless elegance and modern luxury. Once a love-soaked villa, now reborn through seven years of meticulous restoration, it seamlessly blends history with cutting-edge tech. Dive ...
Bolgheri photo
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Bolgheri

8 Bedrooms
8 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Perched on the captivating bay of Monte Argentario, Villa Torrigiani is a masterpiece of contemporary luxury living. With its high-impact design, seamlessly blending with the coastal beauty, this villa offers ...
Lumina photo
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Lumina

8 Bedrooms
6 Bathrooms
Tuscany, Italy
  • Near Beach
  • Pool
  • AC
Details
Experience Daniela: Tuscany's charming retreat with traditional elegance and modern comfort. Dive into the private pool, explore nearby villages, and unwind in scenic gardens. It's your Tuscan dream come true!
Daniela photo
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Daniela

16 Bedrooms
15 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Escape to Podere Leopoldo in Tuscany. With rustic charm and modern comforts, this villa offers serene countryside views, a sparkling pool, and cozy interiors. Perfect for exploring medieval towns and ...
Podere Leopoldo
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Tuscany, Italy
  • Pool
  • AC
Villa Lecrete, a Tuscan gem perched high, offers panoramic bliss and lush nature! Dive into the infinity pool, soak in the jacuzzi, and unwind on sun loungers amid cypress-lined beauty. ...
Villa Lecrete photo
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Tuscany, Italy
  • Pool
  • AC
Details
Indulge in Villa Duchessa, a Tuscan gem just beyond Florence. With ancient olive groves and a private pool terrace, this retreat blends classic charm with modern luxury. Six opulent bedrooms, ...
Duchessa photo
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Duchessa

6 Bedrooms
6 Bathrooms
Tuscany, Italy
  • Pool
Details
Unveil the enchantment of Villa Aiola, a luxurious retreat in the heart of Val d’Orcia. Surrounded by stunning landscapes and medieval charm, this Tuscan gem offers idyllic relaxation and ...
Aiola photo
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Aiola

7 Bedrooms
5 Bathrooms
Tuscany, Italy
  • Pool
Perched above the sparkling Mediterranean, Torre Del Saraceno is a historic Tuscan castle with a cinematic past. Dive into luxury with private sea access, panoramic views, and alfresco lounging. It's ...
Torre Del Saraceno photo
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Tuscany, Italy
  • Near Beach
  • Pool
Escape to Villa del Michelangelo, a Tuscan gem blending rustic charm with modern luxury. With stunning views, heated pool, and alfresco dining, it's your ultimate hideaway for relaxation. Perfect for ...
Villa Del Michelangelo in Tuscany
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Tuscany, Italy
  • Pool
Dive into luxury at Villa Rufolo! This gem blends sea-inspired elegance with spacious rooms, flat-screen TVs, and swanky furnishings. Revel in the outdoor pool, fitness area, and stay connected with ...
Villa Rufolo photo
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Tuscany, Italy
  • Near Beach
  • AC
Details
Indulge in Lucca's rich history and delectable cuisine before venturing to Millelodi's lavish haven nestled in Tuscany's scenic landscape. With its blend of classic elegance and modern comforts, including a ...
Millelodi photo
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Millelodi

9 Bedrooms
9 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Escape to Villa Hortus, a whimsical oasis near Siena. With its enchanting garden, stylish interiors, and private wellness area, this Tuscan retreat promises a blend of relaxation and adventure. Discover ...
Hortus
Available!

Hortus

5 Bedrooms
5 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Perched above Porto Santo Stefano, Villa Cala Piccola offers panoramic views and luxurious amenities for a dreamy Tuscan getaway. Designed by Julio Lafuente, it's a chic retreat with sleek interiors, ...
Cala Piccola in Tuscany
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Tuscany, Italy
  • Pool
  • AC
Discover Colli in Chianti: where Tuscan dreams come true! With stunning views, a heated infinity pool, and charming courtyard dining, it's the ultimate getaway for friends and family. Live la ...
Colli photo
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Colli

7 Bedrooms
7 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Morgana in Tuscany is an absolute must-visit for all you jetsetters out there. Perched atop the stunning Val d'Orci, this luxury villa offers incredible views of the Tuscan countryside. Plus, ...
Morgana photo
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Morgana

9 Bedrooms
9 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Discover the allure of Rosenzia set in Val d’Orcia. With its stylish interiors, lush vineyards, and private pool, it's a haven for relaxation and luxury. Embrace the Tuscan lifestyle ...
Rosenzia
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Rosenzia

10 Bedrooms
8+ Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Embark on a Tuscan adventure at Trionfante. Set in Chianti's vineyards, this luxurious retreat boasts a private pool and a serene river, offering endless relaxation. With stylish interiors and breathtaking ...
Trionfante photo
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Tuscany, Italy
  • Pool
  • AC
Details
Discover Capomare in enchanting Southern Tuscany! Set among olive trees and just a stone's throw from Grosseto, this 18th-century seafront villa offers luxury, privacy, and stunning views. Dive into relaxation ...
Capomare photo
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Capomare

10 Bedrooms
10 Bathrooms
Tuscany, Italy
  • Near Beach
  • Pool
Embark on a time-traveling escapade at Donato. This historical marvel, nestled in the enchanting Val Tiberina, seamlessly blends past and present. With three distinct structures, it offers a treasure trove ...
Donato photo
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Donato

12 Bedrooms
11+ Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Escape to Miriel, a Tuscan oasis just a quick drive from Florence. With its traditional charm, private pool, and lush surroundings, it's the perfect retreat for unforgettable adventures and blissful ...
Miriel photo
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Miriel

6 Bedrooms
6 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Isimora in Florence is the perfect spot for a peaceful retreat. This gorgeous estate promises dreamy countryside views, and is sure to impress with its elegant decor. It's the perfect ...
Isimora photo
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Isimora

9 Bedrooms
9 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Embark on a Tuscan escapade at Villa Fattori. Live like a local among rolling hills, rustic charm, and vibrant village life. With organic farmland, a pool oasis, and friendly animals, ...
Fattori photo
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Fattori

7 Bedrooms
7 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Experience Tuscan luxury at Villa Malin: five exquisite bedrooms, a private pool, and concierge service ensure an unforgettable escape in the heart of Italy's countryside. Indulge in al fresco dining, ...
Malin photo
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Malin

5 Bedrooms
5 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Step into the enchanting world of Doride, where Tuscany's beauty unfolds before your eyes! Surrounded by lush olive trees and sweeping hills, this retreat promises an unforgettable escape. Dive into ...
Doride
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Doride

6 Bedrooms
6 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Escape to paradise at Adorna! Nestled in a sprawling estate just minutes from Florence, this villa exudes luxury and class. Indulge in sun-soaked days, refreshing swims, or Tuscan adventures. Your ...
The Villa
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Adorna

10 Bedrooms
10 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Villa Piano in Tuscany is a real show-stopper! With its picturesque views of Chianti's vineyards and expansive landscaped gardens, you'll be hard-pressed to find a more beautiful spot for a ...
Villa Piano in Chianti
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Tuscany, Italy
  • Pool
  • AC
and Accommodations Villa Boheme in Tuscany is the perfect destination for that secluded getaway. Nestled in 150 hectares of gorgeous woodlands and olive groves, it offers multiple buildings and lodgings, making ...
Villa Boheme photo
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Villa Boheme

19 Bedrooms
18 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Villa Leila: A Tuscan paradise atop a hill, blending elegance with outdoor adventure. Dive into the private pool, play tennis, or soak up panoramic views. With Florence nearby, it's the ...
Leila photo
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Leila

8 Bedrooms
8 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Details
Escape to Danica in Montaione, Tuscany! Discover the allure of Tuscany's medieval hamlets, lush landscapes, and iconic landmarks. Dive into the infinity pool, soak up panoramic views, and savour alfresco ...
Danica photo
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Danica

5 Bedrooms
5 Bathrooms
Tuscany, Italy
  • Pool
Nestled among verdant gardens and sweeping terraces, Villa Il Casello is a stunningly-renovated gem boasting a heavenly pool and a rejuvenating spa. Nestled amidst olive groves and vineyards, this villa ...
Villa Il Casello photo
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Tuscany, Italy
  • Pool
  • AC
Embark on a Tuscan adventure at Aurelisia! Explore medieval towns, savour local delicacies, and unwind in a historic villa surrounded by breathtaking landscapes. With room for sixteen guests, it's the ...
Aurelisia photo
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Aurelisia

8 Bedrooms
5 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Take a trip back in time at the 16th Century Castello Di Vitigliano in Tuscany. Nestled in the stunning Tuscan countryside, this estate boasts its very own chapel, and an ...
Castello Di Panzano photo
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Tuscany, Italy
  • Pool
  • AC
Escape to Florence's vibrant charm. Villa Monteripaldi, set in Tuscan hills, offers serene luxury with an infinity pool and private yoga quarter. Just minutes from the city, it's the perfect ...
Villa Ione in the Tuscan Countryside
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Tuscany, Italy
  • Pool
  • AC
Villa Zaffiro photo
Available!
Tuscany, Italy
  • Pool
  • AC
Details
Step into Astra, a 15th-century Tuscan treasure! Recently restored, it's perfect for up to sixteen guests. With lush gardens and just 25 minutes from Florence, it's your dream Italian getaway!
Astra photo
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Astra

8 Bedrooms
8 Bathrooms
Tuscany, Italy
  • AC
Details
Embark on an unforgettable Tuscan adventure at Fleda! With its breathtaking views, private plunge pool, and alfresco dining under the stars, this chic retreat promises the ultimate Italian getaway. Get ...
Swimming Pool
Available!

Fleda

7 Bedrooms
7 Bathrooms
Tuscany, Italy
  • Pool
Details

Looking to rent a villa Tuscany, Italy?

Tuscany boasts a stunning variety of private homes and vacation rentals perfectly suited to couples or groups of family and friends looking for an idyllic escape. Discover luxury villas set amidst sprawling vineyards, where you can taste local wines whilst taking in the picturesque views. For a blend of old-world charm and modern comfort, choose one of the charming historic homes with private pools and all the contemporary amenities you need. Countryside estate havens provide a serene retreat, surrounded by the breathtaking beauty of rolling hills and olive groves. These exclusive homes ensure the utmost privacy, making Tuscany an unparalleled destination for a memorable and rejuvenating vacation.

What's special about Tuscany, Italy?

Tuscany is a dream destination for travelers looking the perfect blend of art, culture, and breathtaking landscapes. From the rolling hills dotted with vineyards and olive groves to the charming medieval towns like Siena and San Gimignano, every corner of Tuscany exudes timeless beauty. Staying in private rentals or vacation homes allows you to fully immerse yourself in the Tuscan lifestyle, offering a true home-away-from-home experience. Where you can wake up to the serene beauty of the countryside, explore local markets for fresh ingredients, and indulge in al fresco dinners under the stars. Whether you’re visiting the iconic cities of Florence and Pisa or discovering hidden gems in the countryside, a vacation in Tuscany promises endless exploration and relaxation.

What makes Tuscany truly special is its ability to cater to a variety of interests and activities. Art enthusiasts can marvel at world-renowned masterpieces in the Uffizi Gallery, while food lovers can indulge in the region’s exquisite cuisine and wine, enjoying tastings at local vineyards and cooking classes in rustic kitchens. For outdoor adventurers, the scenic landscapes provide the perfect backdrop for hiking, biking, and even hot air ballooning. Holiday rentals in Tuscany offer the privacy and comfort needed to unwind after a day of exploring, whether you choose a cozy farmhouse, a luxurious villa, or a sprawling estate in a historic town. With its rich cultural heritage, stunning vistas, and warm hospitality, Tuscany is the ultimate vacation destination for creating cherished memories.