There's something truly special about experiencing Italy from a beautiful terrace. Whether it's lounging atop a historic Roman palazzo, a quiet spot overlooking the canals of Venice or a panoramic view of Florence's iconic Duomo, our hand-picked vacation rentals offer front-row seats to Italy's unforgettable scenery.
In the Tuscan countryside, find terraces made for long, leisurely meals and sweeping views of olive groves and rolling hills. From city to countryside, these stays invite you to slow down, look out and savor the beauty of Italy.
Fit for a Roman god or goddess, this luxurious three-level home rental is located in Rome’s esteemed Piazza Navona and Pantheon areas. A large terrace crowns the home for cocktails under the Roman sky.
Discover one of Rome’s most fascinating areas at this delightful apartment nestled in Rome’s Coppedè neighborhood - famous for its whimsical Art Nouveau designs. Relax on the spacious private terraces.
This dream penthouse near Rome’s fabled Spanish Steps is where you can enjoy a large terrace for relaxing, with enviable views of Trinità dei Monti church with its twin bell towers crowning the Spanish Steps.
Sip a glass of prosecco on the terrace and enjoy beautiful views overlooking the prime Spanish Steps location of the fine Giada penthouse apartment. A spacious and elegant stay in the heart of Rome!
Situated on one of Rome’s most charming, hidden piazzas, Magico Giardino is a slice of heaven: an entire 3-level house with a beautiful garden area perfect for outdoor dining.
It doesn’t get more Dolce Vita than relaxing on a private terrace in the heart of Rome! Located on a small street just minutes from Campo de' Fiori, Piazza Navona and across the river from Trastevere.
Roman living at is finest is yours to enjoy from this grand apartment in the best-of-the-best Spanish Steps location. Sit back, relax and enjoy stunning views from two spectacular terraces!
This apartment has it all: comfort, a large terrace, all amenities plus a very interesting bathtub! You'll love the location in the heart of Rome near Piazza Navona on a wonderful historic piazza.
A private luxury villa set in the heart of Rome near the Borghese Gardens with a large garden and spectacular views. A true oasis that is a rare find in such historic sylvan setting.
Spectacular views from a penthouse apartment perched high above the rooftops — that’s Amore! Two blocks from the Ponte Vecchio, relax on the massive terrace and take in stunning Duomo views.
A charming cottage with a terrace right in the heart of Florence - a rare find. Stroll two short blocks to the famed Ponte Vecchio or relax on the terrace and listen to the church bells tolling!
Enjoy a stay surrounded by history at the stunning Concerto apartment in Florence. Located near the Uffizi, enjoy 180-degree views over the rooftops of Florence and the Duomo from the wrap around balcony.
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.
Perfectly situated apartment in the historic center of Florence moments from Ponte Vecchio. You'll fall in love with the beautiful terrace with seating and dining area overlooking the city.
Soak in the sun and watch the action from your own private terrace overlooking Piazza Santa Croce! This charming, cozy and light-filled retreat boasts city and hillside views from every window.
Take in stunning views of architectural treasures and of the surrounding Tuscan hills from the large terrace and from every window of this remarkable apartment. Very bright and cheerful!
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.
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.
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.
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!
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.
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.
Nestled in the Tuscan countryside between Siena and Cortona, this luxurious villa has a pool, spa, beautifully manicured gardens and serene living spaces, offering the perfect blend of relaxation, style and modern comfort.
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.
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.
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.
Gaze across the canals and rooftops from the Cassia apartment's terrace. This lovely apartment merges classic Venetian architecture with modern comfort and bright, colorful highlights.
A delightful, sun-filled rooftop apartment in the most desirable area of Venice. The interior is classy and the altana terrace, up a few steps from the living room, is truly the perfect spot to relax in Venice.
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