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Holiday Homes in Grosseto

Find and book unique holiday homes on Airbnb

Top-rated Holiday Homes in Grosseto

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the stone house is featured, showcasing rustic charm with green shutters and a welcoming entrance. The garden area includes tables and chairs, surrounded by lush greenery and potted plants, offering a serene outdoor space for relaxation.
Holiday home in Montisi
4.96 out of 5 average rating, 24 reviews

Unique & Historic Getaway: Dreamy Garden

Questo elegante alloggio è perfetto per viaggi di gruppo o familiari, all'interno di un piccolo, ma prezioso borgo toscano, Montisi, nel Comune di Montalcino, famoso per il vino e per essere nel parco della Val d'Orcia, sito UNESCO. La casa ha un giardino pensile molto tranquillo, dove poter cenare e rilassarsi dopo una giornata passata tra le meraviglie naturali, storiche ed artistiche della zona. Ogni stanza di Umberto121 è differente dall'altra, avendo mantenuto le caratteristiche di ognuna.

Superhost
A rustic stone farmhouse is gently illuminated at dusk, showcasing its architectural details against a twilight sky. Tall cypress trees frame the building, while soft lights outline the windows and entrance, creating a peaceful ambiance amidst the expansive countryside.
Holiday home in Monte Cucco
4.84 out of 5 average rating, 44 reviews

Prachtig huisje in Toscane, Casa di Luca

Genieten op deze stijlvolle plek, deel van drie verbouwde boerderijen aan de rand van het wijngebied Montecucco. Een prachtig wijds uitzicht op de heuvels rondom. Stelt u zich voor met een glaasje Brunello of Montecucco, Italiaanse hapjes bij de hand, kijkend naar de ondergaande zon. Neem een frisse duik in het zwembad, voel de warmte van de zon en ga op in het Italiaanse leven. Maak de mooiste dagtripjes naar de Val D'Orcia, Bagno Vignoni, Siena, Firenze, Montalcino, Montepulciano en naar zee.

Top Guest favourite
Holiday home in San Giovanni d'Asso
4.94 out of 5 average rating, 110 reviews

Elegante casa con piscina, Valdorcia Deluxe 1

Negli appartamenti Val D'Orcia DELUXE potrete rilassarvi in mezzo alla natura in una casa spaziosa e molto accogliente. La casa e dotata di tutto ciò che può servire (compreso lavastoviglie, lavatrice, microonde wifi, Playstation) ed ha dei grandi spazi esterni con piscina, gazebi, TV lcd, tavoli, divani. Verrete seguiti dalla prenotazione fino al vostro arrivo con tutte le informazioni utili e ovviamente saremo a sempre a vostra disposizione durante tutto il soggiorno. Vi aspettiamo presto!

Guest favourite
A bright double bedroom is presented with a spacious bed featuring crisp white linens. Natural light floods the room through an open window, framing a view of the surrounding valley. Wooden beams add character to the ceiling, and bedside tables with lamps are positioned beside the bed.
Holiday home in Montepulciano
4.92 out of 5 average rating, 191 reviews

Stuart Jasmine central, panoramic top location

This abode boasts 1 double and 1 single bedroom, a spacious living room with a fully equipped kitchen, and 1 bathroom with shower. Every window frames a breathtaking view, filling the space with natural light. High-speed Wi-Fi ensures comfort for both work and leisure. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Here, you can unwind and relax, study and learn, discover and explore, or create and dream.

Top Guest favourite
A rustic stone house is set amidst lush greenery, featuring large windows that invite natural light. The structure includes a covered terrace adorned with climbing plants, providing an inviting outdoor space. The surrounding lawn is well-maintained, contributing to a peaceful rural setting.
Holiday home in Monticchiello
5 out of 5 average rating, 24 reviews

Elegant farmhouse overlooking Pienza

Podere Fonte Bernardi is an authentic Tuscan country house. Surrounded by the nature of the Val d'Orcia, an ideal place to relax. Located a few km from the most beautiful places in Tuscany such as Pienza, the medieval village of Monticchiello, the thermal site of Bagno Vignoni and the homeland of Montepulciano wine. Perfect for taking long walks and discovering local wines and food. You will be able to enjoy the most beautiful sunset over Pienza in the silence of the most authentic nature.

Guest favourite
The living and dining area features exposed stone walls and wooden beams, enhancing the rustic charm. A spacious sofa sits adjacent to a wooden dining table, surrounded by four chairs. Natural light filters in through a window, illuminating the tiled flooring.
Holiday home in Massa Marittima
4.93 out of 5 average rating, 106 reviews

Design apartment in Massa Marittima, "slow city"

A great 65 m2 - 2 bedroom Apartment, entirely renovated in freestone and exposed beams, with design touch. In the upper, medieval part of Massa Marittima, Siena in miniature, with a superb Romanesque cathedral. Central but quiet area. Many restaurants and oeno-gastronomic specialties. Magnificent freshwater lake, Lago dell'Accesa, 10 minutes by car. Sea at 20 minutes. Siena at 1:15 a.m. Massa, "Citta slow", offers many other activities: museums, wine cellars, horse riding, Bike Park, MTB

Guest favourite
A simple bedroom is presented with a spacious bed, featuring decorative pillows in warm tones. A mirror reflects a clothing rack and a framed photograph adorns the wall. Natural light enters through a window, enhancing the neutral color palette.
Holiday home in Montemerano
4.92 out of 5 average rating, 37 reviews

Casa Monteme, loft moderno con vista sulla Maremma

Tra le colline della Maremma, a solo pochi passi dalle Terme di Saturnia, nell'antico borgo medievale di Montemerano nasce Casa Montemè. Materiali naturali, tecniche tradizionali, artigianato locale e qualche tocco contemporaneo hanno trasformato un'antica casa tradizionale nella casa vacanza dei sogni. La sua posizione la rende ideale per chi cerca un pò di relax e vuole godersi i meravigliosi Borghi della Toscana! Rilassati e ricaricati in quest'oasi di quiete ed eleganza.

Top Guest favourite
A contemporary suite is presented with a sleek exterior design, featuring large windows and a shaded terrace. A private hot tub is positioned on a stepped platform, surrounded by greenery. A shaded seating area with an umbrella is visible, along with outdoor lounging options.
Holiday home in Scarlino
5 out of 5 average rating, 15 reviews

Glamping Green Sensations "Suite Diamond"

Benvenuti nella "Suite Diamond" del nostro Glamping 'Green Sensations'. Questo trilocale di 50mq offre comfort lussuosi, due bagni privati e due camere matrimoniali accoglienti, con un divano letto comodamente usufruibile da una persona. Potrete rilassarvi nella vasca idromassaggio esterna e godere della bellezza naturale che ci circonda, con vista sulla natura Toscana. Questa suite è dotata di tavolo in giardino con lettini prendisole, ombrellone e tavolo da Ping-Pong.

Guest favourite
The living area features exposed wooden beams above, with light streaming in through multiple windows. A striped sofa and two green chairs provide seating. A decorative fireplace is situated next to a side table, complemented by warm terracotta flooring.
Holiday home in Pitigliano
4.95 out of 5 average rating, 96 reviews

Casa di vicolo dell'assedio

Appartamento nel centro storico di Pitigliano, uno dei borghi più caratteristici d'Italia. A pochi km dalle Terme di Saturnia e di Sorano, dal lago di Bolsena e da luoghi di interesse culturale. Appartamento particolarissimo e accogliente, luminoso, con travi in legno, parquet, riscaldamento autonomo, con affacci sulla vallata e sui vicoli del borgo. Composto da 2 camere da letto, 2 bagni, di cui uno con doccia e uno con vasca, cucina e zona living.

Superhost
Holiday home in Grosseto
5 out of 5 average rating, 3 reviews

Pianferrari Agriturismo in Maremma

Experience the authentic Maremma in our agriturismo! Surrounded by nature, our apartment offers relaxation and comfort: a cozy bedroom, a fully equipped kitchen, a private outdoor space with a barbecue. Ideal for couples, families, or friends, it’s the perfect base to explore villages like Pitigliano, Saturnia, and the Parco della Maremma. Enjoy local products such as wine, olive oil, and organic honey. Book your slice of paradise in Tuscany now!

Top Guest favourite
An outdoor seating area features a small table surrounded by two chairs, adorned with a light breakfast setup. The stone facade of the house is complemented by climbing vines and a bright flower arrangement, inviting guests to enjoy the fresh air.
Holiday home in Monticchiello
4.97 out of 5 average rating, 118 reviews

In Toscana Camere

**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.

Top Guest favourite
Holiday home in Valentano
5 out of 5 average rating, 21 reviews

Laura Blu Charme: Relaxing Retreat by Lake Bolsena

In the heart of Valentano, Laura Blu Charme is a hidden gem blending charm and comfort. The parquet floors create a warm atmosphere, while sunlit rooms offer enchanting views of the village. From the balcony, admire the majestic Rocca Farnese, a historic landmark from the 1300s. More than just a place to stay, Laura Blu Charme is a destination that enriches your journey with elegance and unforgettable experiences.

Popular amenities for Grosseto holiday homes

Destinations to explore

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  2. Italy
  3. Tuscany
  4. Grosseto
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