
Pet-friendly holiday rentals in Grosseto
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Top-rated pet-friendly home rentals in Grosseto
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Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away
4.98 out of 5 average rating, 165 reviews
Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
4.92 out of 5 average rating, 337 reviews
EcoLodge – modern design in a peaceful panoramic location
The modern, ecological and comfortable EcoLodge is quiet and secluded, surrounded by olive groves, chestnut and fruit trees, vines and meadows. In front of you are the hills of the Val d'Orcia; behind you is Monte Amiata. Three worlds meet here: Val d'Orcia, Monte Amiata, and Maremma. The Vielfältigkeit is an ideal base for culture, wine, hiking, mountain biking, hot springs and the sea – and at the same time a place to enjoy Tuscan country life away from the crowds of tourists.
4.94 out of 5 average rating, 111 reviews
Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.
5.0 out of 5 average rating, 116 reviews
Casa Sabina
The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.
4.98 out of 5 average rating, 129 reviews
La Casetta di Brunello, very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.
4.9 out of 5 average rating, 324 reviews
In Tuscany Rooms
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.
4.96 out of 5 average rating, 137 reviews
Casetta Venere Tuscan relaxation 3 km from the sea
Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.
4.95 out of 5 average rating, 144 reviews
Spedaletto Castle, Val d'Orcia, Pienza
The Castello di Spedaletto farmhouse is located in the building that once housed the granary of the ancient medieval castle and has been recently renovated in perfect balance between modernity and tradition: stone, bricks, exposed beams blend with the characteristic crystal and wrought iron staircase. The farmhouse consists of 5 double bedrooms with bathrooms and 2 apartments. Come, See, Live...
4.97 out of 5 average rating, 185 reviews
Villa Rosetta, apt 2, Lovely beach historic house
A lovely apartment at the sea front, with direct access to the sea with rock beaches, surrounded by a beautiful mediteranean garden. You can relax on the beach in every moment. You can swim in the sea whenever you want. Welcomes well behaved dogs. There are extra cost in addition to the cost of the stay: cleaning fee, municipality tax, ZTL pass Follow us on @: villarosetta1914
4.83 out of 5 average rating, 219 reviews
Lollo Two-Room Apartment in the Historic Center
Lollo AB is a small two-room apartment for short rentals that can accommodate one or two people, located on the first floor (no elevator) of a historic building within the Medici walls of the city of Grosseto. Equipped with all the comforts, it is ideal for business trips and vacations. Just a 10-minute drive to the sea, an hour to Monte Amiata and the famous Terme di Saturnia.
4.96 out of 5 average rating, 208 reviews
Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.
4.95 out of 5 average rating, 579 reviewsPopular amenities for Grosseto pet-friendly home rentals
Pet-friendly house rentals

Casa Pancole
4.97 out of 5 average rating, 155 reviews
The Bandita dei Bovi
4.99 out of 5 average rating, 109 reviews
LECCIONE RESIDENCE
4.93 out of 5 average rating, 145 reviews
Apartment in a detached villa - Val d'Orcia
4.96 out of 5 average rating, 180 reviews
House in the Maremma countryside with a view of Argentario
4.9 out of 5 average rating, 235 reviews
La casa nel Borgo - Superior Tuscany Apartment
4.95 out of 5 average rating, 223 reviews
Panoramic nest in Montalcino
4.98 out of 5 average rating, 163 reviews
At the Sassone Holiday Home, Val d'Orcia, Tuscany
4.92 out of 5 average rating, 156 reviewsPet-friendly home rentals with a pool

Pieve di Caminino Historic Farm
4.92 out of 5 average rating, 204 reviews
Unique view 3 bdr villa with pool & A/C in Pienza
4.95 out of 5 average rating, 104 reviews
Mimosa Apartment - Poggio al Vento
4.99 out of 5 average rating, 112 reviews
Casa Mirta art & nature in the heart of Maremma
4.96 out of 5 average rating, 114 reviews
Tuscan Barn Apartment for 6 with panoramic pool
4.89 out of 5 average rating, 100 reviews
A paradise in Montepulciano...
4.96 out of 5 average rating, 169 reviews
Classic two-room apartment
4.84 out of 5 average rating, 109 reviews
Casa Crociani - Amazing Pool & Free Parking
4.93 out of 5 average rating, 130 reviewsPrivate, pet-friendly home rentals

I Tramonti di Eramo, downtown Montepulciano.
4.91 out of 5 average rating, 310 reviews
Terra Delle Sidhe, Seggiano, Tuscany, Italy
4.99 out of 5 average rating, 291 reviews
Charming Tuscan Villa in Val d'Orcia with a view
4.97 out of 5 average rating, 130 reviewsLa Piazzetta - Cozy open space in the historic center of Montepulciano
5.0 out of 5 average rating, 514 reviews
Villa unesco heritage, Jacuzzi & garden. BB Daria
4.98 out of 5 average rating, 183 reviews
Casa Bonari - a paradise for the eyes
4.97 out of 5 average rating, 187 reviews
Tuscany on the terrace, downtown Montepulciano
4.91 out of 5 average rating, 239 reviews
Casa Mameli Central location
5.0 out of 5 average rating, 8 reviewsDestinations to explore
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Capo Bianco
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- La Scarzuola
- Siena Cathedral
- CavallinoMatto
- Vulci
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Things to do Grosseto
- Food tours Grosseto
- Cooking Grosseto
- Outdoors Grosseto
- Tastings Grosseto
- Things to do Tuscany
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- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
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