We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Some info is shown in its original language. Translate

Condo vacation rentals in Grosseto

Find and book unique condos on Airbnb

Top-rated condo rentals in Grosseto

Guests agree: these condos are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

The exterior of a renovated stone house is framed by greenery, featuring large wooden doors that provide a welcoming entrance. An outdoor dining set is visible on the patio, surrounded by carefully maintained gardens and trees, evoking a serene countryside atmosphere.

Condo in Cinigiano

5 out of 5 average rating, 100 reviews

Appartamento Spinosa a Podere Capraia

App.to di due locali su due piani, recentemente ristrutturato con arredamento di buon gusto: soggiorno con divano letto (1 piazza e mezza), tavolo da pranzo, TV, WiFi. Angolo cottura con forno , frigo e lavastoviglie. Bagno con doccia, Wc, bidet. Piano superiore camera matrimoniale mansardata, aperta. Uscita su patio antistante attrezzata. Riscaldamento (dal 15/10 al 15/04) , zanzariere. Ammessi animali piccola media taglia. Piscina ( aperta dal 01/06 al 30/09) condivisa con appartamento Solengo

A charming exterior of the villa is displayed, featuring a pink stucco facade and green shutters. A tiled terrace is visible in front, surrounded by greenery. The view of the sea is unobstructed, and the inviting entrance door suggests easy access.

Condo in Porto Santo Stefano

4.88 out of 5 average rating, 209 reviews

Charming apartment with breathtaking sea views

Charming apartment with breathtaking sea views. The property includes a spacious kitchen, a bathroom, a bedroom with a double bed, a second bedroom with two single beds that can also be used as a living room, and a terrace equipped with a table and loungers: perfect for relaxing with a stunning sea view! Spacious wardrobe closet in each room, fiber optic Wi-Fi, air conditioning, a large private parking area and a private shortcut that connects directly to the town (just a 5/10 minute walk away).

Top guest favorite

An aerial view showcases a historic building with a tiled roof, situated against a rocky cliff. A terrace with seating and a small table is visible, surrounded by greenery below, evoking a sense of tranquility and connection to nature.

Condo in Pitigliano

4.99 out of 5 average rating, 133 reviews

Le Antiche Viste - La Terrazza Zen

Enjoy the tranquillity and the stunning views. Treat yourself to an aperitivo on the terrace, and relax in the zen living room. A stylish 100 sq m gem just for you, with 1.5 bathrooms, TV, kitchen, and fast wi-fi for remote working. Perfect for a couple (or a solo traveller). Bedroom is equipped with air conditioning! If you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

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, 133 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.

Top guest favorite

A rustic living area is showcased with exposed wooden beams and stone walls. A dining table is set with chairs nearby, alongside a cozy armchair. Light enters through a window, complementing the warm tones of the space. A fireplace and decorative artwork enhance the inviting atmosphere.

Condo in Manciano

4.95 out of 5 average rating, 107 reviews

La Maremma in Terrazza-Casa con belvedere e camino

Delizioso appartamento in stile rustico nel centro storico di Manciano, Bandiera Arancione del TCI, con meravigliosa vista sulla campagna circostante, sul mare e sulle isole dell'Argentario. Punto di partenza ideale per esplorare le terme di Saturnia, le Città del Tufo, il mare di Capalbio, il Parco della Maremma. Dotato di ogni comfort, è l'ideale per coppie e famiglie che vogliono concedersi una pausa rilassante o un soggiorno più lungo in smartworking, tra sapori genuini e natura intatta.

Top guest favorite

A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.

Condo in Pienza

5 out of 5 average rating, 119 reviews

Mascagni Farmhouse in Val d'Orcia Pienza

Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

Top guest favorite

An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.

Condo in Asciano

4.97 out of 5 average rating, 302 reviews

Verde - I prati in Toscana

Appartamento composto da 1 camera matrimoniale , cucina attrezzata, ampio soggiorno e bagno Tv, BBq, ( mettiamo a disposizione la lavatrice dalle 9 alle 20 che è nella nostra lavanderia a chi ne fa richiesta ) . Consigliamo l'auto in quanto abitiamo in campagna, sia per essere indipendenti , sia per visitare la magnifica toscana Ti piacerá l'ambiente esterno perché é magico di giorno e di notte Parcheggio e wifi gratis Posizione strategica per visitare la Toscana e l'Umbria.

A spacious bedroom features warm brick walls and a wooden beamed ceiling. A large bed with a striped blanket is positioned next to a cozy seating area. A desk and chair setup is visible, along with a Smart TV mounted above, completing the functional space.

Condo in Torrenieri

4.97 out of 5 average rating, 260 reviews

[9 minutes from Montalcino] Elegant House Mafalda

Comfortable apartment located in the heart of Orcia valley (val d’Orcia); strategic location for visiting the sought-after medieval villages of Montalcino, Castiglione d’Orcia, Pienza, Montepulciano and San Quirico d’Orcia. In addition, Torrenieri (Montalcino) has always been considered an excellent starting point for various trekking itineraries. The balcony in one of the suites overlooks the splendid surrounding Sienese hills!! Finally, there is free parking near the house.

A compact dining area features a wooden table set for two, accompanied by a white chair. A floral-patterned sofa adds a touch of color, while a potted plant provides a natural element. Bright light enters through a large window adorned with sheer white curtains.

Condo in Grosseto

4.84 out of 5 average rating, 145 reviews

La casetta di Ale

L'appartamento ristrutturato si trova in centro storico, è dotato di ingresso indipendente a piano strada all'interno di uno storica palazzina. E' possibile parcheggiare la propria auto nelle immediate vicinanze in parcheggi gratuiti e/o a pagamento. Grazie alla favorevole posizione è possibile visitare la città senza dover utilizzare la macchina. All'interno dell'appartamento è presente anche il depuratore dell'acqua potabile. wifi illimitato ultraveloce

A spacious living area features a large window with elegant curtains, allowing natural light to illuminate the room. A comfortable sofa adorned with a cozy blanket is positioned facing a wooden coffee table, while a television and decorative elements add to the ambiance.

Condo in San Gimignano

4.94 out of 5 average rating, 124 reviews

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

A spacious bedroom features a double bed dressed in white linens, with a cozy armchair in the corner. Natural light enters through a window, illuminating the stone wall beside wooden beams above. A wooden table displays snacks and additional seating is available.

Condo in Castelnuovo dell’Abate

4.91 out of 5 average rating, 294 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.

Top guest favorite

A set of large wooden wine barrels features a prominent yellow sign with the name 'Panzanello.' The barrels are positioned on a stone surface, surrounded by a serene landscape under a partially cloudy sky.

Condo in Panzano

4.96 out of 5 average rating, 254 reviews

Apt.Panzanello-Panzano in Chianti

L'appartamento offre tutte le comodità e la tranquillità della campagna Toscana. Godetevi il meraviglioso panorama che potrete ammirare dalla vostra terrazza privata, luogo perfetto dove trascorrere attimi di pace e serenità e accompagnati da un buon bicchiere di vino Panzanello. L'accesso all'appartamento è privato ed è disponibile il parcheggio gratuito. La cucina è attrezzata con l'occorrente per preparare deliziosi pasti.

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Bungalows

Intimate homes. inviting architecture

Houses

A space thats all yours, with room for everyone

Popular amenities for Grosseto condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Top guest favorite

The sleeping area features an elegant bed with light linens, complemented by a rich wooden floor. Exposed brick arches and beams create a warm ambiance. A small desk and lamp are present, along with soft lighting that enhances the historical character of the space.

Condo in Montepulciano

4.99 out of 5 average rating, 72 reviews

a.d. 1237

Top guest favorite

A charming terrace features a small round table and two white chairs, offering expansive views of the surrounding hills and distant landscape. A walnut tree stands nearby, enhancing the tranquil outdoor space bathed in natural light from the setting sun.

Condo in Montepulciano

5 out of 5 average rating, 61 reviews

The walnut tree view, Montepulciano

A bright bedroom features a spacious bed with decorative pillows and a light-colored blanket. The room is complemented by a vibrant red wardrobe, a shelf with decorative items, and a window that allows natural light to fill the space. A patterned rug adds warmth to the tiled floor.

Condo in Grosseto

4.89 out of 5 average rating, 28 reviews

"Casa Adelika" Appartamento con Garage

Top guest favorite

A balcony view is captured from inside the apartment, where a small table is set with a bottle of wine and glasses. Green hills and a cloudy sky are visible through the open doors, creating a serene outdoor ambiance.

Condo in Massa Marittima

4.94 out of 5 average rating, 34 reviews

Sunsets wow-Historic Center 1 minute walk

A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.

Condo in Montepulciano

4.93 out of 5 average rating, 140 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

An open space layout showcases a modern kitchen with a central island and induction cooktop. A wooden dining table is surrounded by four chairs, complemented by light fixtures above. Shelves are lined with decorative items, and a cozy area rug adds warmth to the hardwood flooring.

Condo in Grosseto

4.91 out of 5 average rating, 56 reviews

Moderno e accogliente appartamento in Maremma

Top guest favorite

A serene beachfront scene captures a quaint building marked for identification. The clear blue waters gently lap against a rocky shoreline, and sunbathers can be seen relaxing on the sandy beach. Lush greenery lines the background, adding to the coastal ambiance.

Condo in Capoliveri

4.98 out of 5 average rating, 60 reviews

Appartamento direttamente sulla spiaggia, nuovo.

A spacious living area features a sectional sofa with neutral tones, complemented by a wooden dining table surrounded by matching chairs. A textured wall adds depth to the space, while large windows allow natural light to fill the room. A modern entertainment unit is positioned against the wall.

Condo in Grosseto

4.88 out of 5 average rating, 16 reviews

Attico 203 -Grosseto - Ampio - Terrazza Panoramica

Pet-friendly condo rentals

An aerial view captures the rural estate, showcasing a well-maintained lawn surrounded by lush vineyards. A private pool is visible, complemented by red umbrellas and lounge chairs. The rustic buildings reflect traditional architecture, while trees provide natural shade across the property.

Condo in Monte San Savino

4.97 out of 5 average rating, 59 reviews

La Foresteria | Casa Granaio

A panoramic view showcases rolling hills covered with vineyards under a clear blue sky. Lush greenery is visible in the foreground, with vibrant plants framing the landscape, creating a serene backdrop of the Tuscan countryside.

Condo in Panzano

4.93 out of 5 average rating, 119 reviews

Appartamento con vista a Panzano in Chianti

A bright hallway is visible, featuring a wooden sideboard and a small white chair. A stylish shelf holds decorative items against the wall. An entrance door is opened, revealing the outside. Natural light illuminates the space, highlighting the textured walls and wooden flooring.

Condo in Livorno

4.9 out of 5 average rating, 172 reviews

Piccolo appartamento: centrale e vicino al mare.

The living area features a mix of modern and rustic design elements, including a comfortable black tufted sofa, two armchairs in warm hues, and a stylish TV unit. Exposed stone walls add character, while a staircase leads to a lofted sleeping area.

Condo in Montepulciano

4.9 out of 5 average rating, 130 reviews

La Civetta - Stylish Retreat in Historic Center

Top guest favorite

A view captures a historic building in Siena, displaying its rustic architecture and multiple arched windows. In the foreground, trees bloom with pink flowers, while green vegetation adds a touch of nature. The iconic tower of Siena is visible in the background under a clear blue sky.

4.97 out of 5 average rating, 178 reviews

La porta Accanto 2.0

Top guest favorite

A rustic rural complex is depicted, featuring a stone building with a terracotta roof. Surrounding greenery enhances the setting, and a gravel path leads to the entrance. The scene is accentuated by a large tree and the clear sky above.

Condo in Monteriggioni

4.92 out of 5 average rating, 129 reviews

Il Vecchio Noce

A charming balcony view is presented, featuring potted flowers in vibrant red and white hues. A small wooden table with two chairs invites outdoor dining, while the surrounding scenery includes rooftops and buildings typical of the historic setting.

4.86 out of 5 average rating, 111 reviews

Cozy 1 BR w/ balcony near Piazza Del Campo

A shaded outdoor terrace features a rustic wooden table set with wine glasses and a bottle of Chianti, accompanied by a plate of snacks. Lush greenery and tall trees are visible in the background, contributing to a serene countryside view.

Condo in Castellina in Chianti

4.79 out of 5 average rating, 341 reviews

relax tra le vigne del chianti1-IlVillinoFarmhouse

Condo rentals with a pool

A small outdoor table is set for two on a private terrace, featuring a mosaic surface. Two glasses of red wine and a plate of snacks sit on the table. The view includes rolling hills, olive trees, and distant homes, creating a serene countryside backdrop.

Condo in Cavriglia

4.88 out of 5 average rating, 161 reviews

Chianti La Pruneta, Michelangelo apartment

A spacious pool is situated within a well-maintained garden, surrounded by green hedges and cypress trees. Sunlight reflects off the clear water, inviting relaxation. Lounge chairs are placed near the edge of the pool, offering a comfortable space to enjoy the serene landscape.

Condo in Asciano

4.92 out of 5 average rating, 165 reviews

Appartamento Loggiato 3 in toscana vicino Siena

Top guest favorite

An aerial view captures a green landscape featuring a private pool surrounded by lounge chairs. Stone paths meander through manicured gardens, leading to a rustic cottage nestled among tall cypress trees. The serene setting emphasizes privacy and relaxation.

Condo in Buonconvento

5 out of 5 average rating, 33 reviews

Cottage 48 mq, piscina, relax, immerso nel verde

A serene swimming pool is surrounded by lush greenery and olive trees, offering an expansive view of the rolling hills and vineyards in the countryside. The clear blue water reflects the bright sky, creating a tranquil atmosphere for relaxation.

Condo in Castellina in Chianti

4.96 out of 5 average rating, 46 reviews

Il Giaggiolo - Chianti with a view

A serene swimming pool is surrounded by a sun terrace featuring several loungers and umbrellas. The clear water reflects the blue sky, while panoramic views of rolling hills and olive trees are visible in the background.

Condo in Pienza

4.87 out of 5 average rating, 78 reviews

Guidoccio-Agriturismo Cosona

A swimming pool is foregrounded with vibrant red roses, offering a striking contrast against the clear blue water. The panoramic view features rolling hills and the medieval towers of San Gimignano in the distance, with sun loungers arranged around the pool area.

Condo in San Gimignano

4.96 out of 5 average rating, 135 reviews

Adalberto Apartment inside the Manor of Fulignano

Top guest favorite

A shaded pergola supports climbing greenery, providing a serene view of the salt-water pool surrounded by lounge chairs. Stone walls and lush greenery create a tranquil setting under a clear blue sky.

Condo in Orvieto

4.98 out of 5 average rating, 47 reviews

Casa Eva, near Orvieto, amazing views + pool

The infinity pool features a mosaic tiled surface, reflecting the rustic stone buildings and lush greenery. Sun loungers are positioned nearby under a shaded umbrella, creating a serene outdoor area complemented by the tranquil landscape.

Condo in Pienza

4.83 out of 5 average rating, 47 reviews

Poggio ai Gelsi, Lodge Melograno

Quick stats about condo rentals in Grosseto

Total rentals
20 properties
Nightly prices starting at
G$8,361 GYD before taxes and fees
Total number of reviews
900 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore