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Tuscany Villas & Vacation Rentals

These are the 66 most popular villa rentals in Italy. Narrow your search above.

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

Bosco

6 6

Tuscany, Italy

Pool

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

Morea

6 5

Tuscany, Italy

Pool | AC

Details
Escape to Villa Bante in Tuscan paradise! With modern charm, this haven near Argentario promises privacy and luxury. Dive into two pools, bask in eco-friendly elegance, and savor hillside views ...
Villa Bante photo

Tuscany, Italy

Pool | AC

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

Orfea

12 10

Tuscany, Italy

Pool | AC

Details
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

Colli

7 7

Tuscany, Italy

Pool | AC

Details
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

Rovea

10 8

Tuscany, Italy

Pool

Details
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

Tuscany, Italy

Pool | AC

Details
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

Adorna

10 10

Tuscany, Italy

Pool | AC

Details
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

Villa Boheme

19 18

Tuscany, Italy

Pool | AC

Details
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

Tuscany, Italy

Pool

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

Splendia

4 4

Tuscany, Italy

Pool | 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

Millelodi

9 9

Tuscany, Italy

Pool | AC

Details
Experience the ultimate Tuscan getaway at Torre Ugolino With its blend of medieval charm and modern luxury, this villa offers five double bedrooms, a private pool, and lush gardens, all ...
Torre Ugolino photo

Tuscany, Italy

Pool

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

Miriel

6 6

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

Tuscany, Italy

Pool | AC

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

Demide

4 3+

Tuscany, Italy

Pool | AC

Details
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

Tuscany, Italy

Pool

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

Capomare

10 10

Tuscany, Italy

Near Beach | Pool

Details
Step into the enchanting world of Castello di Ginevra. This majestic Tuscan retreat offers breathtaking views, luxurious amenities, and a rich history dating back to 1210. With lavish bedrooms, a private ...
Castello Di Ginevra Villa located in the Tuscan Countryside

Tuscany, Italy

Pool | AC

Details
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

Amarika

7 7

Tuscany, Italy

Pool | AC

Details
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

Cardinale

8 8

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

Hortus

5 5

Tuscany, Italy

Pool | AC

Details
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

Feronia

20 19

Tuscany, Italy

Pool | AC

Details
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

Tuscany, Italy

Near Beach | AC

Details
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

Poderosa

7 5

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

Senese

9 7

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

Tuscany, Italy

Pool | AC

Details
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

Aurelisia

8 5

Tuscany, Italy

Pool | AC

Details
Discover Vigna del Chianti, a lavish Tuscan estate set amid oak forests and vineyards. With three charming dwellings, a lush garden, and a panoramic pool, it's the ultimate retreat for ...
Vigna del Chianti Villa

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

Tuscany, Italy

Pool | AC

Details
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

Tuscany, Italy

Pool | AC

Details
Castello Del Galateo is a 15th Century castle nestled in a spectacular 8-hectare park in Tuscany. It's the perfect place to get away from it all, and the added bonus ...
Castello Del Galateo in Tuscany

Tuscany, Italy

Pool | AC

Details
Unveiling Villa Pintello: a Tuscan gem set amid olive groves and vineyards, promising panoramic views and historic charm. With spacious halls, antique fireplaces, and lush gardens, it's a haven for ...
Villa Pintello in Tuscany

Tuscany, Italy

Pool | AC

Details
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

Tuscany, Italy

Pool | AC

Details
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

Tuscany, Italy

Near Beach | Pool

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

Tuscany, Italy

Pool | AC

Details
Get ready to live la dolce vita at Verdiana. Set among Tuscan vineyards and olive trees, this enchanting retreat boasts stylish accommodations, a sparkling pool, and Instagram-worthy views. Get ready ...
Verdiana photo

Verdiana

11 11

Tuscany, Italy

Pool

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

Danica

5 5

Tuscany, Italy

Pool

Details
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

Morgana

9 9

Tuscany, Italy

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

Daniela

16 15

Tuscany, Italy

Pool | AC

Details
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

Tuscany, Italy

Pool | AC

Details
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

Tuscany, Italy

Pool | AC

Details
Escape to Borgo dell Arte, a medieval dream in Tuscany! Immerse yourself in seven unique homes, each a blend of classic and modern elegance. From the enchanting central square to ...
Borgo dell Arte photo

Tuscany, Italy

Pool

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

Tuscany, Italy

Pool | AC

Details
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

Tosca Estate

11 11

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

Astra

8 8

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

Fleda

7 7

Tuscany, Italy

Pool

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

Tuscany, Italy

Pool

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

Doride

6 6

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

Isimora

9 9

Tuscany, Italy

Pool | AC

Details
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

Bolgheri

8 8

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

Lumina

8 6

Tuscany, Italy

Near Beach | 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

Duchessa

6 6

Tuscany, Italy

Pool

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

Tuscany, Italy

Pool

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

Marchesa

9 9

Tuscany, Italy

Pool | AC

Details
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

Leila

8 8

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

Augusta

6 6

Tuscany, Italy

Pool | AC

Details
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

Armonia

5 3+

Tuscany, Italy

Pool | AC

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

Aiola

7 5

Tuscany, Italy

Pool

Details
Villa Zaffiro photo

Tuscany, Italy

Pool | AC

Details
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