Vacation Rentals In Tuscany

Vacation Rentals in Arezzo

Experience the charm of Tuscany with our vacation rentals in Arezzo, nestled amidst rolling hills and picturesque vineyards. From cozy cottages to grand villas, each property offers a unique blend of history, relaxation, and stunning Chianti views. Enjoy the serene beauty of medieval castles, private terraces, lush gardens, and access to exclusive amenities on beautiful vineyard estates. Whether you’re exploring nearby towns or savoring local wines, our Arezzo rentals provide the perfect backdrop for a memorable Tuscan escape.

Bucine Belvedere

Enjoy Chianti hill views while lounging on the large terrace of Belvedere on the Bucine vineyard estate. A perfect medieval castle overlooks the hamlet "borgo" that is now a vacation village of a cottages and apartments.

Bucine Poggio

Enjoy the terrace at roomy Poggio. Located on the Bucine vineyard where you can enjoy a "borgo" feel in the private cottages and apartments along with Chianti hill views and a private restaurant.

Bucine Loggetta

The romantic Loggetta has a cute terrace and lovely setting on the Bucine vineyard estate complete with a medieval castle and charming hamlet with private restaurant and views of the Chianti hills.

Bucine Limonaia

Limonaia's lush garden patio beckons for a sweet Tuscan holiday. Tucked away on the Bucine vineyard with its lovely collection of vacation cottages. Take in views of the Chianti hills that you'll dream about.

Bucine Cotogno

Cotogno has two terraces and a garden and is set on the pretty Bucine vineyard estate. A medieval castle and Chianti hill views make this the perfect setting for your next Tuscany getaway.

Romanza Villa

Breathe in the fresh air as you pull into the ample driveway of this most traditional Tuscan villa. A classic, handsome villa awaits with massive vistas of the lush valley and far beyond.

6.5

Rocca Villa

This beautiful holiday villa near the medieval town Monterchi has a wonderful character that embraces the vistas and beauty of Tuscany while offering a setting of pure relaxation for your Italian getaway.

Frantoio Villa

Enjoy a sweeping views of gently rolling hills dotted with olive orchards in the Valdambra area between Siena and Arezzo. Find unspoiled beauty at this peaceful and secluded Tuscan villa.

9.5

La Collina Villa

Enjoy beautiful the views of Tuscany hills while relaxing at the La Collina villa. Ideal location for venturing out for sightseeing, wine tasting, dining on Tuscan regional foods or a spa visit.

Vacation Rentals in Reggello

Discover the tranquil beauty of Reggello with our exquisite vacation rentals on the Vecchietto Estate. Surrounded by lush gardens and scenic views, each villa offers a private retreat with access to luxurious amenities, including private pools, on-site dining, and the charm of Tuscany’s rustic elegance. Enjoy the perfect blend of relaxation and exploration, with nearby towns, wine tasting, and sightseeing just moments away.

Aquila Villa

The dreamy Aquila Villa is surrounded by trees and a beautiful garden. Enjoy a private tranquil retreat in the heart of Tuscany with the perk of access to the all of the Vecchietto Estate amenities.

Villa Felice

A meticulously restored villa that marries old world charm with modern amenities located in an easily accessible location, near several scenic Tuscan towns, sightseeing, wine tasting, outlet shopping.

6.5

Passera Villa

Villa Passera is a comfy home with a private pool, beautiful gardens and rustic fireplace. A private pool, garden area and the amenities available to all properties on the Vecchietto Estate.

3.5

Tucano Villa

The Tucano Villa enchants with its beautiful garden and private infinity swimming pool. Plus enjoy the on-site restaurant and the amenities available to all properties on the Vecchietto Estate.

Maragone Villa

The Maragone villa is an elegant take on the classic rustic Italian villa with a private pool plus on-site restaurant and all the amenities available to all properties on the Vecchietto Estate.

5.5

Gabbiano Villa

The beautiful, spacious Gabbiano Villa and adjacent cottage is grande and yet still manages to feel intimate. A private pool, garden area, and the amenities available to all properties on the Vecchietto Estate.

7.5

Aquila Villa + Cottage

Book the Aquila Villa along with an adjacent cottage for even more space. Enjoy a private tranquil retreat in the heart of Tuscany with access to the all of the Vecchietto Estate amenities.

Tucano Villa + Cottage

Perfect for larger groups, plan a stay at the Tucano Villa along with a nearby cottage for even more space. Includes on-site restaurant and all the amenities available on the Vecchietto Estate.

Gabbiano Villa + Cottage

The beautiful, spacious Gabbiano Villa and adjacent cottage that still manages to feel intimate. A private pool, garden area, and the amenities available to all properties on the Vecchietto Estate.

10.5

Vacation Rentals near Montecatini Terme

Experience the best of Tuscany with our vacation rentals near Montecatini Terme, where spacious villas offer stunning views of olive orchards, rolling hills, and the picturesque Val di Nievole. Enjoy the perfect blend of relaxation and adventure with private pools, comfortable amenities, and easy access to the charming sights and activities of this scenic region.

Regina Alta

On a hill overlooking Tuscan olive orchards and the valley below, this roomy and comfortable villa is located in a scenic region of Tuscany with many activities to see and do in the vicinity.

Panorama

A comfortable villa above the Val di Nievole, the Valley of the Mists. Relax around the large swimming pool or sightsee galore. Spacious and bright, every room has a view and air conditioning.

Regina Bella

This large and gracious Tuscan villa has all the amenities needed and is close to the charming town of Montecatini Terme. It overlooks rolling hills of olive groves and woods of chestnuts and oaks.

Vacation Rentals near Val d'Orcia

Experience the beauty of Tuscany’s Val d’Orcia with our luxury vacation rentals, set amidst tranquil olive orchards and rolling hills. Located in a UNESCO World Heritage site, these charming villas offer stunning countryside views and easy access to historic villages, renowned vineyards, and thermal baths. Enjoy the perfect blend of rustic charm and modern comfort in one of Italy’s most picturesque regions.

Riposo Verde

Fine restored farmhouse with tranquil views set among 5 acres of beautiful orchards. Just minutes driving to scenic San Casciano dei Bagni, Villa Riposo Verde is a wonderful holiday retreat.

Borgo Vespa

Enjoy Tuscan charm with luxury amenities at Borgo Vespa. Located on a stunning, vast estate in the unspoiled southeastern Tuscan countryside with unparalleled views and tranquil olive orchards.

Borgo Beco

Borgo Beco has spacious luxury and a working fireplace. Located on a stunning, vast estate in the unspoiled southeastern Tuscan countryside with unparalleled views and tranquil olive orchards.

Borgo Bersagliere

Relax by the Borgo Bersagliere fireplace on crisp fall days. Located on a stunning, vast estate in the unspoiled southeastern Tuscan countryside with unparalleled views and tranquil olive orchards.

Borgo Ronda

High beamed ceilings, comfort and luxury at Borgo Ronda. Located on a stunning, vast estate in the unspoiled southeastern Tuscan countryside with unparalleled views and tranquil olive orchards.

Borgo Tiglio

Borgo Tiglio delights with typical Tuscany decor and comfort. Located on a stunning, vast estate in the unspoiled southeastern Tuscan countryside with unparalleled views and tranquil olive orchards.

Borgo Fonte

Handsome Borgo Fonte fulfills your Tuscany dreams for two. Located on a stunning, vast estate in the unspoiled southeastern Tuscan countryside with unparalleled views and tranquil olive orchards.

Graziosa Villa

You'll be warmly welcomed at the Graziosa Villa located within walking distance of the scenic Tuscany village of San Casciano dei Bagni, famous for its thermal baths, upscale charm, restaurants and beautiful views.

6.5

Le Farfalle Villa

Located in Tuscany’s scenic Val d’Orcia, this villa has stunning views of the incredible countryside. Near the picturesque town of Montechiello and the beautiful small city of Pienza.

Vacation Rentals near Lucca

Experience the essence of Tuscany with our luxury vacation rentals near Lucca, set on the expansive and beautifully restored Perla estate. Just a 15-minute drive from the charming city of Lucca, these fully serviced villas combine old-world charm with modern elegance, offering an unparalleled level of service and comfort for a truly unforgettable stay.

Perla-Calla Villa

Fulfill your Tuscany vacation dreams at the regal Calla Villa. Located on the Perla estate, an impressive collection of luxury villas just a 15-minute drive from the beautiful city of Lucca.

Perla-Fiore Villa

The Fiore Villa boasts gorgeous views, old-world charm and traditional elegance. This luxury villa is part of the Perla estate of fully serviced villas located just a 15-minute drive away from lovely Lucca.

Perla-Fresia Villa

Rustic elegance meets Tuscan refinement at the Fresia Villa. The Perla estate is an impressive collection of fully serviced luxury villas located on an expansive estate just a 15-minute drive to nearby Lucca.

Perla-Magnolia Villa

Savor the sweet life at the Villa Magnolia. The Perla estate is an impressive collection of fully serviced luxury villas located on an expansive estate just a 15 minute drive to the beautiful city of Lucca.

Vacation Rentals in Chianti

Discover the heart of Tuscany with our vacation rentals in the renowned Chianti region. Surrounded by rolling hills, vineyards, and olive groves, these stunning villas offer a quintessential Tuscan experience. Enjoy breathtaking views, luxurious interiors, and the serene atmosphere of historic estates that capture the essence of Chianti’s timeless beauty, making every moment of your stay unforgettable.

La Rosetta Villa Grande

The ultimate Tuscany experience awaits you at La Rosetta Villa Grande. You'll be enchanted by the scenic views of vineyards and the gently rolling Chianti hills that stretch out into the distance.

Rubino Raro Villa

Savor the best of Tuscan life in a beautifully restored villa in Italy’s coveted Chianti region. Enjoy views overlooking verdant vineyards and olive trees. Perfect for a truly restful vacation!

Vacation Rentals in Fiesole

Escape to the hillside of Fiesole, where breathtaking views of Florence, a private swimming pool, and lush gardens offer a serene and luxurious Tuscan retreat. Enjoy the perfect blend of tranquility and proximity to the heart of the Renaissance.

Divine Dante

Breathtaking views of Florence on the road to Fiesole as you approach the villa. The wonderful swimming pool and beautiful gardens of exquisite Divine Dante villa will make your villa dreams come true.

4.5

Vacation Rentals in Lucignano

Experience the charm of Lucignano with our Tuscan vacation rentals, surrounded by beautiful grounds, spacious interiors, and a sparkling pool. Enjoy easy access to the medieval hilltop town of Lucignano, renowned vineyards, and picturesque countryside, offering a perfect blend of relaxation and exploration in an authentic, untouched setting.

L'Albero Bello

Beautiful grounds, spacious inviting interiors, a sparkling blue pool surrounded by greenery and vistas, all well placed within easy reach of major vineyards & medieval towns. Savor the Tuscan life!

Vacation Rentals in Maremma Bolgheri

Discover the allure of Tuscany’s Maremma region with our luxurious oceanfront rentals near Bolgheri. Renowned for its stunning coastline and world-famous Super Tuscan wines, these villas offer the perfect blend of relaxation and indulgence. Lounge by the pool, enjoy ocean breezes, and immerse yourself in the rich history and beauty of coastal Tuscany.

Destino Villa

Idyllic oceanfront luxury villa with all amenities in Tuscany's Maremma territory famous for super-Tuscan wines. Picnic at the beach, lounge by the pool and immerse yourself in prime coastal Tuscany.

6.5

Colombe Villa

Soak up Tuscany's rich history, world-famous wines and heady coastal views in the Maremma. The Columbe Villa enjoys ocean breezes, a fantastic location plus an on-site staff for a most memorable stay.

Vacation Rentals near Siena

Experience the allure of Siena with our charming vacation rentals, set amidst picturesque vineyards and rolling hills. Just outside the historic city, these villas offer the perfect base to explore Siena’s rich culture, ancient towns, and world-class wine country. Enjoy the tranquility of the countryside, relax by the pool, and savor the best of Tuscan food and wine in this enchanting region.

Sovicille Villa

In a picture-perfect location surrounded by vineyards, this enchanting villa is just outside Siena in an area that abounds with history, culture and, of course, fabulous food and wine!

THE PERFECT WAY TO EXPERIENCE TUSCANY

Book Direct for the Best Price on Luxury Vacation Rentals in Tuscany

THE PERFECT WAY TO EXPERIENCE TUSCANY

Book Direct for the Best Price on Luxury Vacation Rentals in Tuscany