Pet-friendly holiday rentals in Italy

Casa al Gianni - The Simignano Barn

Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

Pets · Walkability · Cleanliness

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Walkability · Outdoor spaces · TV

Macchiaroli Castle Teggiano. La Romantica

La Romantica is located in the oldest area of the castle, and It will welcome you with its bright, warm, and sophisticated environment. Its private entrance, ample spaces, 65 square meters, two windows overlooking the greenery of the moat below, the ancient stone walls, the concrete floor, sofas, and antique furniture make it an ideal place to enjoy relaxing moments that will take you back in time, with all the comforts of the present. In winter, the fireplace will provide an additional touch of warmth and magic!

Pets · Outdoor spaces · Accuracy

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Walkability · Pets · Nearby

Charming Tuscan Villa with View forFamily&Friends

Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

Outdoor spaces · Walkability · Hot tub

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Pets · Outdoor spaces · Laundry

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Walkability · Outdoor spaces · Quiet

"ScentOfPine"Dolomites luxury with whrilpool&sauna

♥️EXCLUSIVE APART-CHALET DELUXE "ScentOfPine" WITH PRECIOUS NATURAL WOOD FURNISHINGS PRIVATE ♥️SPA - FANTASTIC HEATED WHIRLPOOL & SPACIOUS SAUNA+ SUPER DOLOMITE VIEW ♥️DOWNTOWN BOLZANO JUST 25 MINUTES AWAY ♥️SKI RESORT 'CARENESS" JUST 600 MT ♥️MAGICAL STAY IN MOUNTAIN VILLAGE ♥️GARDEN+PANORAMIC TERRACE ♥️2 BEAUTIFUL DOUBLE ROOMS ♥️2 LUXURIOUS BATHROOMS WITH SHOWERS ♥️RECHARGE FOR ELECTRIC VEHICLES ♥️WIFI, 2 SMART TV 55" ♥️THE DREAM OF YOUR PRIVATE SURFACE OF OVER 280 SQUARE METERS!

Walkability · Outdoor spaces · Checkout

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

Outdoor spaces · Walkability · Barbecue

ChaletAlpinLake&VascaSaunaAlpina

In Trentino-Alto Adige with enchanting views of the lake and mountains, this Chalet allows you to enjoy the starry sky and experience a truly special adventure immersed in the private outdoor Alpine hot tub. The Chalet also offers a private Alpine Sauna from which you can enjoy a magnificent view of the lake and mountains! The Chalet in typical mountain style has a large window in the living area that provides a taste of the magnificent outdoor panorama. P.S. Wake up at dawn...

Outdoor spaces · Pets · Kitchen

Rustic Private Cottage front Lake w/ BOAT

You arrive by boat. No road, no car, no traffic — just a red cottage on the water in a village that time forgot, and the boat is yours for the whole stay (no licence needed). Two bedrooms, a fireplace, a covered terrace over the lake, and a garden of old trees with a wood-fired pizza oven and BBQ. Kayak and paddleboard included. A full briefing on arrival, and we're a message away for anything. This isn't a resort. It's the lake, your own boat, and your own pace.

Pets · Outdoor spaces · Backyard

Stone farmhouse in Val D'Orcia

19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

Walkability · Outdoor spaces · Amenities