Luxury rentals in Tuscany

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Top-rated luxury holiday rentals in Tuscany

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Luxe
A tranquil pool area is surrounded by yellow loungers and umbrellas, offering shade. Sculptures add interest to the space, framed by well-maintained greenery and trees. The elegant home with a traditional tile roof is positioned nearby, enhancing the outdoor ambiance.
Villa in Lucca

Villa Petra

Sculpted bodies at play offer inspiration by the pool of this pastel-hued Tuscan home. Umbrellas shelter poolside loungers, and wisteria shades the outdoor dining area. Beamed ceilings, cotto floors, and candy-colored paneling lend a traditional feel to renovated rooms. It’s a few kilometers to the village of Pieve Santo Stefano and its diary museum, and a few more to Lucca’s historic center. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Apartment 1 • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Bidet, Television, Sofa, Safe, Fireplace, Terrace • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Bidet, Lounge area • Bedroom 3: 2 Twin size beds (can be converted to a king), Shared access to hallway bathroom with stand-alone rain shower • Bedroom 4: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone rain shower Apartment 2 • Bedroom 5: Queen size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Television, Air conditioning, Heating, Ceiling fan, Terrace FEATURES & AMENITIES • Chef’s kitchen • Wine cooler • Tasting room STAFF & SERVICES Included: • Linen change - weekly Extra Cost (advance notice may be required): • Activities and excursions

Luxe
Villa in San Quirico d'Orcia

Tenuta Val D’Orcia

EXCLUSIVE VAL D’ORCIA Perched on a hilltop with breathtaking views over the Val d’Orcia, this extraordinary luxury villa—featured in the renowned interior design magazine AD (Architectural Digest)—is the perfect blend of tradition and modernity. Nestled in one of Tuscany’s most iconic areas, known for its rolling hills and postcard-perfect landscapes, the property offers an exclusive retreat for those seeking privacy, relaxation, and an authentic experience in a refined, one-of-a-kind setting.

Luxe
An expansive view showcases the 17th-century farmhouse surrounded by lush vineyards and rolling hills. Soft evening light illuminates the outdoor areas, highlighting trees and garden paths. The landscape, with its blend of greenery and stone architecture, creates a serene setting in the Chianti countryside.
Villa in Radda in Chianti
4.89 out of 5 average rating, 18 reviews

Villa Montemaggio

This booking is a chance to stay in a real Tuscan Farmhouse that is situated inside an actual vineyard. Its a private property of the owners of the estate, completely refurbished to give every possible comfort but still live in the middle of nature. The setting is absolutely breathtaking amongst the rolling tuscan hills, far away from the noise of the concrete jungle and busy streets. Here the only noise you will hear is the chirping of the birds or faraway hum of the tractor in the fields.

Luxe
Flat in Florence
4.86 out of 5 average rating, 7 reviews

Cavour 83 Prestige House by 360 Rentals

In the historic and residential center of Florence, prestigious 210m2 apartment on the 1st floor with lift located in a beautiful Florentine palace dating from 1880 on the former site of a monastery. The apartment is located in the historic center in a quieter residential area. You can reach the main attractions of the city in 10-15 minutes on foot and 20 of the SMN train station. It is now also possible to reach us directly from Peretola Airport with the T2 tram line in 20/30 minutes.

Luxe
The villa is viewed from the swimming pool, surrounded by landscaped gardens. Comfortable sun loungers are arranged on the poolside, with umbrellas offering shade. The serene water reflects the sky, while the rustic stone exterior of the villa provides a charming backdrop.
Villa in Casole d'Elsa
5 out of 5 average rating, 7 reviews

Villa Sublimis by Villas in Med

This is not just any former stone farmhouse, it’s a unique and elegant villa, that stands as a testament to timeless charm fused with modern luxury. Originally built in the 19th century, this magnificent holiday destination has been expertly transformed to preserve its historical allure while offering an array of contemporary comforts. Nestled amidst the rolling, green Tuscan hills west of Siena, it serves as a serene oasis, perfect for those seeking a one-of-a-kind vacation experience.

Luxe
A vibrant coastal scene captures lush greenery and colorful flowering plants in the foreground, framing a serene view of a small island surrounded by calm blue waters. The clear sky provides a picturesque backdrop, enhancing the natural beauty of this seaside landscape.
Villa in Porto Ercole

The View Experiences - A window to the Tuscan sea

On the marvelous coast of Tuscany in the charming town of Porto Ercole between two Spanish Fortresses of the XVI century appears this classic tuscan house where you can spend an unforgettable holiday with your family and friends. After a blooming garden full of flowers your attention will be captured by a large breathtaking terrace with an amazing sea view, together with a salted water pool and of course a very elegant home in a tuscan style with all modern amenities and comforts.

Luxe
A spacious loggia features an inviting arrangement of modern seating with plush cushions, arranged around a central circular table. The open space offers a stunning view of the basilica and surrounding architecture, complemented by warm afternoon light illuminating the room.
Flat in Florence
5 out of 5 average rating, 3 reviews

Piazza di Santa Croce il Magnifico

Nel silenzio prezioso di Palazzo Barberini, nobile dimora fiorentina menzionata già nel 1531, si apre un enorme appartamento che racconta secoli di arte e bellezza. Affacciato su Piazza Santa Croce, cuore pulsante di Firenze, prende vita uno spazio di oltre 400 m2 dove l'eleganza rinascimentale dialoga con il design contemporaneo. Un tempo studio d’artista del maestro Pietro Annigoni (1933-1952), oggi è il luogo perfetto per vivere la magia di Firenze con intensità e bellezza.

Luxe
The exterior of the villa features a rustic stone façade and a spacious patio with a dining table. Lush green lawns and trees frame the property, while decorative planters and modern light orbs enhance the outdoor space. A pathway leads to the entrance, inviting guests in.
Villa in Sartenao
5 out of 5 average rating, 25 reviews

Luxury Villa Tuscany

An exclusive estate set on 30 private acres of vineyards and olive groves—ideal for luxury travelers and families seeking serenity and style. The villa combines designer Italian furnishings, curated contemporary art, and timeless antiques. Recently transformed into a private residence, it offers five-star comfort with new premium bedding, linens, and kitchenware. Services are designed to meet the highest standards, including cleaning and options to add private cook or chef.

Luxe
Villa in Magione
5 out of 5 average rating, 6 reviews

Battisole

This sprawling stone estate, nestled into the Italian countryside, features unobstructed views of Lake Trasimeno. Enjoy a fresh breakfast each morning before heading out to explore the area’s natural terrain, vineyards, hiking trails, truffle hunts, and more. A postcard-worthy vista expands from the heated pool. Tennis, petanque, and a gym await. Sip local wine as the sun sinks below the horizon. Copyright © Luxury Retreats. All rights reserved.

Luxe
A restored farmhouse is set against a serene backdrop, with stone walls and red-trimmed windows. Surrounding the infinity pool are several red loungers, offering a relaxing area. Soft lighting highlights the building, blending seamlessly with the natural landscape.
Villa in Pieve Santo Stefano
5 out of 5 average rating, 3 reviews

Quercia Rubra Lusso in Toscana

Regions come together around this restored farmhouse! Red loungers surround the infinity pool, complementing the greens of the fields and mountains. Red-trimmed doors and windows lead into rooms filled with welcoming textures of reclaimed wood, stone floors, plush rugs, and leather poufs. The setting outside Pieve Santo Stefano lies at the intersection of Tuscany, Umbria, Romagna, and Marche. Copyright © Luxury Retreats. All rights reserved.

Luxe
A vast outdoor space features a rectangular swimming pool surrounded by lounge chairs. Two umbrellas provide shade beside the pool on a stone terrace. A spacious lawn stretches toward a hillside in the background, with a contemporary stone building visible nearby.
Villa in Volterra
5 out of 5 average rating, 8 reviews

Villa Finesterra

Preserving the historical character of the structure through an innovative approach: the design of Villa Volterra has been curated with the intention of creating the right balance between rustic and modern, tradition and design. The beating heart of the property is the living area, which is adorned by a panoramic glass wall with a spectacular view of the swimming pool that creates a seamless bridge to the garden.

Luxe
A bright and airy living space features a sleek open-plan design with stylish furnishings. The room is anchored by a comfortable L-shaped sofa, a contemporary dining table with seating for six, and modern decor. A stunning frescoed ceiling adds historical charm above. Natural light enters through large windows.
Flat in Florence
5 out of 5 average rating, 29 reviews

Duchessa Sofia -La Dimora degli Affreschi Florence

Our Florence palazzo restoration has finally reached fruition near the banks of the Arno in the thriving district of Santa Croce

Popular amenities for Tuscany luxury holiday rentals

All about Tuscany

Planning a One-Of-A-Kind Vacation in Tuscany

World-famous sights

With such a storied history, it’s no surprise that Tuscany is packed with must-visit wonders and Unesco heritage sites. Perhaps the most famous across the world is the leaning tower of Pisa. The bell tower with its wedding-cake tiers started to lean while it was being built during the 12th century, and rather than start over, construction simply continued, with one side built taller than the other in an effort to compensate. The lean was stabilized through restoration work in the late 20th century and has been featuring in amusing vacation photos ever since.

Down the road from Pisa, the city of Florence boasts multiple world-famous attractions - including Michelangelo’s David. This bigger-than-life-size statue (it’s an incredible 17ft tall) was completed in 1504 and has been considered one of the finest works of sculpture ever created, ever since. Located in Florence’s famed Uffizi gallery, crowds gather daily to marvel at the work. If you want to see it for yourself book tickets ahead of time - or if time is short, keep an eye out for the replica statue that stands outside the museum, in Piazza della Signoria.

Also in Florence, the green and white marble facade of the immense cathedral known as Il Duomo will take your breath away when you see it for the first time. Topped by an immense red-tiled dome, built by Brunelleschi, it is a staggering feat of Renaissance building expertise and is a must-visit for anyone interested in history or engineering. Our Florence vacation rentals made a great base for days spent exploring the rich history of these two cities.

A feast for foodies

Besides being the home of the Renaissance, Tuscany is famous the world over for another captivating export - red wine. For many years Italian wine was synonymous with Chianti served in straw-covered bottles on red-checkered tablecloths in Italian restaurants across the world. In reality, there’s a lot more to the wines of the region if you look below the surface.

One you really must try is Brunello di Montalcino, produced in the vineyards surrounding the town of Montalcino an hour’s drive south of Florence. Made from 100% Sangiovese grapes. The most famous are produced by the Biondi-Santi vineyard - and you can taste the magic for yourself with a winery tour. It’s one of the world’s most collectible wines, great for storing and enjoying in years to come, so try to bring back a bottle or two if you can.

Tuscany most famous dishes pair perfectly with the bold red wines of the region - perhaps none more so than bistecca Fiorentina - a huge T-bone steak (most often the dish is served for two people) cooked over a charcoal fire and served rare with nothing more than a sprinkle of good quality salt. If a meat feast is not for you, Tuscany is also famous for hearty and delicious soups - such as Ribollita - a delicious reduction of tomatoes, cannellini beans and bread that will keep you going for hours.

Where to stay in Tuscany

From charming stone estates to city apartments in the heart of the action, whatever you’re looking for, we have a luxury home in Tuscany to fit the bill.

At home in the city

Exploring Florence is on many traveler’s bucket lists - and our centrally located apartments are just the ticket for an inspiring city break. If you’re planning a romantic escape, our charming one-bedroom apartments will be ideal. Alternatively, if you’re traveling with friends and family we have apartments sleeping up to 8 people that you’ll love. What they all have in common is their excellent locations - which will leave you walking distance from the Uffizi gallery, il Duomo and the many fabulous gelaterias and restaurants that surround them.

Country living

Have you been dreaming of really getting away from it all? Then nothing will suit you better than our gorgeous homes in the Tuscan countryside. Nestled in the heart of Chianti country with nothing but green hills covered with vines as far as the eye can see, if you’re looking for some serious R&R we have just the place. With homes sleeping as little as two people or as many as 44, you choose who to bring along with you and we will take care of the rest. Many homes have shaded courtyards, sun terraces or swimming pools that invite you to relax and leave your cares behind. Deep in the countryside you can snooze the day away, head out for a bike ride along the quiet lanes or set off for a tour of the local vineyard; the choice is yours.

The best of both worlds

If you enjoy mixing up city days or exploring with plenty of down time, our luxury rentals in Siena could be the perfect choice. Many of our homes in the region are just a short drive from the beautiful Medieval city but boast private swimming pools, landscaped grounds and plenty of room for your extended family or group of friends. With sweeping views of the countryside and plenty of peace and quiet, you can choose to spend your days relaxing by the pool, and then dip into city life when the mood strikes.

Similarly, our vacation rentals in Lucca offer the best of city and country living- plenty of space, swimming pools and well-equipped kitchens mean that children and adults alike will be entertained, playing in the pool, catching up on summer reading or cooking up a storm with a glass of Tuscan red in hand.

Destinations to explore

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