Vacation rentals in Grosseto

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Top-rated vacation rentals in Grosseto

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Guest favorite

An interior view showcases a living area with exposed wooden beams and stone walls. A red sofa is positioned nearby, while a wood stove stands next to a stack of firewood. Sunlight filters through the open doors, illuminating the inviting space.

Home in Manciano

4.93 out of 5 average rating, 260 reviews

Duckly, dimora del '600 nel cuore della Maremma

Dimora del '600, con grazioso spazio esterno, nel centro storico di Manciano cuore della Maremma toscana. Poco distante dal mare dell’Argentario ed a pochi minuti dalle Cascate di Saturnia sorgenti calde accessibili gratis. 17th century stone house, with a lovely outdoor area, located in the historic center of Manciano, in the Tuscan Maremma. Land of good food and wine tradition. Not far from the Argentario sea and the Cascate del Mulino di Saturnia with hot water, always accessible and free.

Top guest favorite

An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.

Apartment in Montepulciano

4.96 out of 5 average rating, 110 reviews

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 for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Top guest favorite

The image depicts a historic building with a prominent bell tower, characterized by its tall spire and intricate brickwork. A sky filled with clouds in various shades of blue and purple provides a serene backdrop, complementing the architectural details of the structure.

Condo in Grosseto

4.88 out of 5 average rating, 135 reviews

caratteristico centro storico A. & G.

L' alloggio indipendente 3 posti letto nel centro storico di Grosseto. A 100 metri vi è un ampio parcheggio gratuito fuori le mura medicee, (all'interno delle mura è severamente vietato l'accesso alle auto non autorizzate). vicino all'alloggio vi sono minimarket, farmacia, 800 metri la stazione ferroviaria, autobus per il mare e navetta per Stazione. punto di partenza per: mare 14 km, 60 km terme di saturnia, 14 km dal parco naturale della Maremma, 50 km Monte Argentario, e Siena a 70km.

Guest favorite

The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.

Villa in Montepulciano

4.93 out of 5 average rating, 243 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

Top guest favorite

An exterior view of a charming Tuscan house featuring warm stone walls. The surrounding garden includes manicured grass and potted plants. A spacious patio with a table for outdoor dining is visible, alongside a stone pathway leading to the entrance.

Guesthouse in Montefollonico

4.97 out of 5 average rating, 109 reviews

Casale Santa Barbara - Exclusive Apartment

At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

Top guest favorite

An aerial view showcases a charming stone cottage surrounded by lush greenery and mature trees. The roof is partially covered with natural foliage, blending the structure harmoniously into the landscape. The area features rocky outcrops and dense vegetation, highlighting the peaceful rural setting.

Farm stay in Seggiano

4.99 out of 5 average rating, 256 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Top guest favorite

A view from the window reveals a serene landscape of rolling hills and valleys bathed in soft morning light. The garden below is adorned with colorful flowers and greenery, enhancing the tranquil atmosphere of the Tuscan countryside.

Home in San Quirico d'Orcia

4.99 out of 5 average rating, 213 reviews

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

Top guest favorite

A charming stone house is surrounded by lush greenery and colorful flowers. The exterior features a thatched roof and several wooden windows, with a seating area adorned with potted plants. Mature trees provide shade, creating a peaceful outdoor atmosphere.

Home in Pancole

4.99 out of 5 average rating, 136 reviews

Casa Pancole

Splendida casa in pietra completamente e finemente ristrutturata, immersa nella natura, ideale per la privacy, vicina a luoghi di interesse quali Grosseto, Terme di Saturnia, Alberese, Parco dell'Uccellina, Marina di Grosseto ( la casa nei periodi freddi c'è la stufa a pellet che scalda le camere il pellet e un costo aggiuntivo da chiedere grazie) tassa di soggiorno da pagare direttamente in loco

Superhost

A small terrace features a round table set for two with glasses of white wine and a green bottle. The view overlooks the sea and the hills in the distance, while flowering plants add color to the scene. A trellis provides partial shade.

Condo in Porto Santo Stefano

4.83 out of 5 average rating, 205 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

Top guest favorite

A cozy living area is showcased, featuring a patterned sofa and a wooden dining table set for two. Natural light enters through a sheer curtain, highlighting the light hardwood floor. Kitchen appliances and storage cabinets are neatly arranged along one wall.

Apartment in Grosseto

4.95 out of 5 average rating, 179 reviews

Lollo Bilocale nel Centro Storico

Lollo AB è un piccolo bilocale per affitti brevi che può ospitare una o due persone, posto al primo piano (senza ascensore) di un palazzo storico all’interno delle mura Medicee della città di Grosseto. Dotato di tutti i comfort è ideale per soggiorni di lavoro e vacanza. A soli 10 minuti di auto dal mare, a un'ora dal Monte Amiata e dalle famose Terme di Saturnia.

Top guest favorite

A light-filled living area features large glass windows, offering views of the surrounding nature. An orange armchair and a minimal dining table are visible, complemented by wooden cabinetry and kitchen appliances. Natural light illuminates the space, enhancing the warm tones of the decor.

Home in Marrucheti

4.98 out of 5 average rating, 156 reviews

La Stallina - Perfect retreat from the city rush

Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

Top guest favorite

The image captures a green hillside landscape, with a stone farmhouse situated at the center. Lined cypress trees create a pathway in the background, while the garden surrounding the home features a pool. The sky is clear and bright, enhancing the serene environment.

Farm stay in Campiglia D'orcia

4.94 out of 5 average rating, 443 reviews

Agriturismo Poggio Bicchieri ap. Poesia

Il nostro agriturismo è una finestra sulla val d'orcia, composto da 2 appartamenti con cucina, camera e bagno. Grande giardino attrezzato. Immerso nel silenzio, vicino a Pienza, Montalcino, Bagno Vignoni e le terme naturali di Bagno San Filippo. Per raggiungerci è molto semplice, l'ultimo km di strada è sterrata ma percorribile da tutti.