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 · River

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 · Pets · Comfort

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!

Outdoor spaces · Pets · Family

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!

Walkability · Outdoor spaces · Biking

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 · Pets · Family

"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!

Pets · Walkability · Hot tub

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 · Value

Dimora Natura – Bondo Valley Nature Reserve

2026 NEW HOT TUBE - outdoor spa (extra price) Nature is what we are. You are in the Bondo Valley Nature Reserve, among the vast meadows and green forests overlooking Lake Garda. Far from the crowds, at an altitude of 600m, close to the beaches (only 9 km), Tremosine sul Garda offers breathtaking views, a rural culture and many sports. The large open spaces guarantee wonderful views of the mountains and a cool climate even in summer, as the valley is extraordinarily ventilated.

Walkability · Outdoor spaces · Heating

Agorà in the stones

Agorà nei Sassi is the right place for those who want to spend a few days immersed in the enchanting atmosphere that characterizes these places! Agorà consists of 1 triple room (double plus single bed), bathroom and kitchen with independent entrance plus another double room with double soundproof door to ensure privacy, another bathroom and finally our icing on the cake... the magnificent private terrace with independent access... ideal for families or friends🧳🛎

Outdoor spaces · Walkability · Family

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.

Outdoor spaces · Pets · Hiking

Country Chalet and mini spa

A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...

Pets · Walkability · Parking

Stone loft with balcony overlooking the sea

Built between the 1300 and 1400s, a stone loft overlooking the Adriatic Sea. This building was first used a cannon house and throughout the following years served as a warehouse, a coal pit and an atelier of a renowned local painter. Today our family is committed to reviving this building and its history, providing guests with a unique and comfortable stay in the heart of Puglia.

Walkability · Outdoor spaces · Amenities