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Vacation home rentals in Grosseto

Find and book unique vacation home rentals on Airbnb

Top-rated vacation home rentals in Grosseto

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Guest favorite
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.
Vacation 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.
Vacation 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 favorite
Vacation 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 favorite
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.
Vacation 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 favorite
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.
Vacation 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 favorite
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.
Vacation 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

Top guest favorite
The exterior of a historical building is showcased, featuring a light-colored façade with traditional green shutters on each window. Archways at the ground level provide access, while the surrounding street reveals a mix of old-world charm and modern elements.
Vacation home in Sorano
4.91 out of 5 average rating, 32 reviews

Palazzo Palloni: Piano Nobile

"Piano Nobile," nestled in the heart of the medieval town of Sorano, boasts 150 square meters of elegant living space, blending modern design with historic charm. As you step in, you'll find a spacious living room that flows into an open-plan kitchen, perfect for gathering with friends and family. With three bedrooms and two baths, it comfortably accommodates six guests. High-quality materials and designer lighting, all adds up to an unforgettable experience in the heart of Tuscany.

Superhost
A large swimming pool is surrounded by lush greenery and olive trees. Rolling hills and vibrant vegetation are visible in the background, creating a serene outdoor space for relaxation. Sun loungers are positioned around the pool, inviting guests to enjoy the scenic views.
Vacation home in Campagnatico
4.84 out of 5 average rating, 19 reviews

Cozy Cottage with a beautiful view - Casa Luciano

Casa Luciano is perfect for a couple or a small family with one child. It is the ideal place for anybody wishing to get away from it all and to relax and experience real Tuscan life without having to use the car every day. The huge pool, beautiful garden and great views make it a perfect stay for everyone. 'Podere Fulignano' with its four houses is a beautiful old farm house complex which has been lovingly restored. It is situated in the middle of a 300 year old olive grove.

Guest favorite
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.
Vacation 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 favorite
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.
Vacation 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 favorite
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.
Vacation 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.

Top guest favorite
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.
Vacation 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.

Popular amenities for Grosseto vacation home rentals

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