Vacation home rentals in Grosseto

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Top-rated vacation home rentals in Grosseto

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Superhost

A tranquil pool area is highlighted with sun loungers and thatched umbrellas. In the background, a two-story building is framed by lush greenery and blooming flowers, creating a serene outdoor escape.

Vacation home in Scarlino

4.62 out of 5 average rating, 26 reviews

charming house with pool - Res. "La Beccanina"

Delightful apartment in tourist complex "LA BECCANINA"-SCARLINO. Immersed in the beautiful Tuscan Maremma a few kilometers from the beach of Cala Violina, Cala Martina and the most renowned towns in the area. It offers a swimming pool, dining areas, barbecue and private parking. First floor, it consists of 2 double bedrooms (1 double + 1 (2 single beds), 2 bathrooms with shower, living room with fireplace, living room with kitchen and large terrace overlooking the pool. Air conditioning in all rooms

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

4.91 out of 5 average rating, 188 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, 23 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, 103 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 favorite

A spacious kitchenette and dining area is presented, featuring wooden cabinets and a gas stove. A wooden table with four chairs occupies the center, while a green sofa sits against the wall. Natural light filters through a nearby window, illuminating the terracotta floor.

Vacation home in Roccastrada

5 out of 5 average rating, 23 reviews

Apartment in a wine estate in Tuscany

Welcome to our 18th century villa in Sticciano, nestled between Florence and Rome, in the Tuscan Maremma! The beautiful villa has been trasformed into a wine estate hostelry, offering ten apartments for an unforgettable stay. Expect to see rolling hills, vineyards, and expansive green landscapes. A traditional Tuscan dinner is served twice a week, and our delicious breakfast is available every morning on request. Enjoy the pool or a wine experience visiting our vineyards and cellars!

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

4.89 out of 5 average rating, 18 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.

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

4.83 out of 5 average rating, 42 reviews

Prachtig huisje in Tuscany, Luca's House

Enjoy this stylish place, part of three cultivated farms on the edge of the Montecucco wine region. A beautiful view of the hills all around. Imagine yourself with a glass of Brunello or Montecucco, Italian bites at hand, looking at the setting sun. Take a refreshing dip in the pool, feel the warmth of the sun, and immerse yourself in Italian life. Make the most beautiful day trips to the Val D'Orcia, Bagno Vignoni, Siena, Florence, Montalcino, Montepulciano and the sea.

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, 14 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.

Top guest favorite

A balcony view showcases a charming wooden table and two chairs, overlooking the harbor filled with boats. The scene is framed by glass doors and a lush green plant, enhancing the sense of openness and tranquility.

Vacation home in Porto Ercole

4.98 out of 5 average rating, 60 reviews

House on the harbor - Il Partito

In the heart of Porto Ercole, on the seafront, this charming vacation home of about 70 square meters is for rent, located on the first floor. Its balcony overlooking the harbor offers a striking view of the sea and moored boats, immersing you in the magical atmosphere of Argentario. Thanks to its privileged location, bars, restaurants and shops are a short walk away. As the owner of the IDROBOAT dinghy rental, I will be happy to suggest the most beautiful beaches.

Superhost

A sunlit terrace features two lounge chairs positioned on green grass, overlooking the expansive blue ocean. A wooden dining table is set nearby, framed by views of hills and a clear sky with scattered clouds.

Vacation home in Porto Santo Stefano

4.84 out of 5 average rating, 37 reviews

Sunny Seaside Cottage

In Monte Argentario, on the stretch of coast that connects Porto Santo Stefano to Porto Ercole, overlooking the sea and with a stunning view of the islands of Giglio and Giannutri, there is this charming autonomous two-room apartment, completely isolated from the view of other homes and the road It consists of a double bedroom, living room with spacious kitchenette and sofa bed , bathroom with shower. In the garden area equipped with barbecue, oven

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

4.96 out of 5 average rating, 91 reviews

Siege Alley House

Apartment in the historic center of Pitigliano, one of the most characteristic villages in Italy. A few kilometers from the Terme of Saturnia and Sorano, Lake Bolsena and places of cultural interest. Very special and cozy apartment, bright, with wooden beams, parquet, independent heating, overlooking the valley and the alleys of the village. Consisting of 2 bedrooms, 2 bathrooms, one with a shower and one with a bathtub, a kitchen and a living area.

Superhost

A spacious living area is highlighted by elegant brick arches and soft seating arrangements. A wooden dining table is set for a meal, complemented by stylish tableware. Natural light streams through large windows, illuminating the warm tones of the furnishings.

Vacation home in Torrita di Siena

4.86 out of 5 average rating, 22 reviews

Pian'D'olmo, an ancient farmhouse in the heart of Tuscany

In the heart of Tuscany in Val di Chiana, on a ridge surrounded by vineyards, lies Piandolmo - an 18th-century stone house. The apartment was recently renovated, just a nice garden with a large patio. Large condominium pool. You can come here as friends, couples, or family. If you have a bike, it's a perfect starting point for many day trips. It is only 5 minutes drive from the center of Montepulciano and the cozy village of Montefollonico, 15