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Condo vacation rentals in Grosseto

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Top-rated condo rentals in Grosseto

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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, 132 reviews

Le Antiche Viste - The Zen Terrace

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.

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, 139 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

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, 133 reviews

Characteristic old town A. & G.

The independent 3-bed accommodation in the historic center of Grosseto. 100 meters away there is ample free parking outside the Medici walls, (access to unauthorized cars is strictly prohibited inside the walls). Near the accommodation there are a minimarket, pharmacy, 800 meters from the train station, bus to the sea and shuttle to the station. Starting point for: sea 14 km, 60 km Saturnia thermal baths, 14 km from the Maremma Natural Park, 50 km Monte Argentario, and Siena 70 km.

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, 259 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.

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

The Maremma on a Terrace-House with a viewpoint and fireplace

Delightful rustic-style apartment in the historic center of Manciano, TCI Orange Flag, with wonderful views of the surrounding countryside, the sea and the islands of Argentario. Ideal starting point to explore the thermal baths of Saturnia, the Tufo Cities, the sea of Capalbio, and the Maremma Park. Equipped with every comfort, it is ideal for couples and families who want to enjoy a relaxing break or a longer stay in smartworking, among genuine flavors and unspoiled nature.

Top guest favorite

A spacious terrace is showcased with two comfortable armchairs positioned around a glass table. Potted red flowers adorn the railing, overlooking a panoramic view of the rolling hills of the Tuscan countryside under a partly cloudy sky.

Condo in Montalcino

4.98 out of 5 average rating, 119 reviews

"Landscape Notes" Suite

The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.

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

Spinosa Apartment in Podere Capraia

Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

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

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

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, 293 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.

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, 144 reviews

Ale's little house

The renovated apartment is located in the historic center, has an independent entrance on the street floor inside a historic building. You can park your car in the immediate vicinity in free and/or paid parking. Thanks to its favorable location, you can visit the city without having to use a car. There is also a drinking water purifier inside the apartment. unlimited ultra-fast WiFi

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

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Quaint homes, peaceful surroundings

Popular amenities for Grosseto condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

A dining area features a round table surrounded by six chairs, with a decorative wall art displaying two figures. Large windows allow natural light to fill the space, and a classic chandelier hangs from the ceiling, enhancing the elegant atmosphere.

Condo in Castelnuovo dell’Abate

4.88 out of 5 average rating, 33 reviews

The Dame Tuscany Charming Loft. To make you feel at home

A spacious living area features a wooden dining table surrounded by woven chairs, complemented by a cozy atmosphere provided by wooden beams overhead. Large doors open to the outdoor space, with natural light illuminating the terracotta flooring and decorative elements in the background.

Condo in Pienza

4.87 out of 5 average rating, 78 reviews

Guidoccio-Cosona Agritourism

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" Apartment with Garage

A dining table is set on a balcony, covered with a colorful tablecloth featuring tropical patterns. Glassware and a bottle of rosé wine are placed neatly for a meal. The view of the coastline and the shimmering sea can be seen in the background.

Condo in Marina di Grosseto

4.95 out of 5 average rating, 22 reviews

[A few steps from the beach] parking and A/C

A saltwater swimming pool is set within a paved sun terrace, surrounded by lounge chairs and shaded by a wooden gazebo. Lush greenery and a brick wall create a serene backdrop, while the farmhouse structure is visible in the distance under clear blue skies.

Condo in Buonconvento

4.94 out of 5 average rating, 31 reviews

Relax between Siena and Valdorcia

A panoramic view reveals lush pine trees lining the shoreline, with the azure sea stretching toward distant mountains. The sky is adorned with wispy clouds, creating a serene backdrop for the coastal landscape.

Condo in Follonica

4.84 out of 5 average rating, 31 reviews

Casa Marina - Studio apartment with sea view

Top guest favorite

A spacious living area features a green-patterned couch and a wooden coffee table. Natural light enters through large windows, illuminating the stone wall and wooden beams above. An open kitchen is equipped with appliances, while a dining area is visible in the background.

Condo in Castiglione della Pescaia

4.88 out of 5 average rating, 99 reviews

Little Jewel in the center of CDP

Top guest favorite

A spacious bedroom is highlighted by a decorative sunburst headboard. Soft lighting from two bedside lamps creates a gentle glow. A mirror is mounted on one wall, and a coat rack stands nearby. The tiled floor and exposed wooden beams contribute to the overall design.

Condo in Massa Marittima

5 out of 5 average rating, 52 reviews

Podere Casanovola, Il Sole apartment

Pet-friendly condo rentals

A cozy bedroom showcases natural stone walls and a softly illuminated bedside lamp. The spacious bed is adorned with quality linens, inviting rest and relaxation. Subtle textures and organic elements enhance the unique cave-like atmosphere of the room.

Condo in Manciano

4.79 out of 5 average rating, 14 reviews

La Grotta Apartment [Artisan Design]

Lounge chairs are positioned under lush green vines, offering shade and comfort. A small table holds a glass and a book, creating a peaceful setting. A clear blue pool is visible nearby, framed by a well-kept garden.

Condo in Montepulciano

4.93 out of 5 average rating, 29 reviews

Double Apartment - Fontecastello Farmhouse

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, 129 reviews

La Civetta - Stylish Retreat in Historic Center

Top guest favorite

A cozy bedroom features a spacious bed with neutral-toned linens and decorative pillows. The warm yellow walls are adorned with framed photographs, while shelves hold books and small decorative items. Soft lighting enhances the inviting atmosphere, creating a comfortable space for relaxation.

Condo in Pienza

4.95 out of 5 average rating, 91 reviews

Casa Gioia

A landscaped outdoor area features a stone pathway surrounded by green shrubs and a tree with bright foliage. A shaded seating area is present, with wooden tables and chairs under draped fabric, inviting relaxation in a serene environment.

Condo in Grosseto

4.88 out of 5 average rating, 32 reviews

Carpine Biol Agriturism, Apartment "Gli Archi"

A cozy bedroom features a spacious bed adorned with neutral-toned bedding. Natural light floods the room through an open window, providing a view of the surrounding hills. Decorative elements include a hanging dreamcatcher and shelves with small decorative items.

Condo in Catabbio

4.9 out of 5 average rating, 126 reviews

Casa Silio: Relax, e-bike, spa, nature in Maremma!

Two lanterns with star motifs are positioned on a stone ledge, overlooking a clear blue sea. In the background, a bright blue sky meets the horizon, creating a serene atmosphere with distant landforms faintly visible.

Condo in Porto Santo Stefano

4.58 out of 5 average rating, 85 reviews

Sea + winter + pellets stove: 80steps from sea

A rustic bedroom features a spacious bed adorned with patterned bedding. Light filters through the arched window, illuminating a wooden table and chairs. Exposed wooden beams and stone accents contribute to the inviting ambiance. A desk with a lamp is positioned nearby, completing the setting.

Condo in Scansano

5 out of 5 average rating, 9 reviews

La Tana Tranquilla - Exclusive central apartment

Condo rentals with a pool

A serene outdoor pool reflects the surrounding blue sky, bordered by wooden lounge chairs and lush greenery. A rustic stone building with large glass doors is positioned in the background, inviting a connection to nature.

Condo in Terme di Saturnia

4.49 out of 5 average rating, 35 reviews

Relais Ciavatta: Your Home in the Countryside!

An expansive swimming pool is visible, surrounded by lounge chairs and umbrellas. Lush greenery and a distant hillside provide a scenic backdrop, emphasizing a tranquil outdoor environment.

Condo in Saturnia

4.83 out of 5 average rating, 12 reviews

I Sicomori - Three-room apartment in Saturnia

An expansive inground pool surrounded by lush greenery showcases multiple lounge chairs for relaxation. A bamboo pergola provides shade, while the landscaped grounds extend to flat grassy areas, inviting outdoor activities and enjoyment of the serene Tuscan landscape.

Condo in Montalto di Castro

4.78 out of 5 average rating, 9 reviews

Stylish Italian Apartment w/ Pool, Near Beach!

An outdoor terrace is featured, surrounded by rustic brick walls and adorned with a charming lantern. A round table is set with apples, wine, and decorative floral arrangements, offering a panoramic view of the expansive green landscape and distant hills.

Condo in Caminino

Panoramic air conditioned apartment in an old farm

An outdoor swimming pool is featured, surrounded by lush greenery and trees. Poolside lounge chairs and an umbrella provide relaxation options. Soft lighting creates a serene atmosphere as dusk falls over the charming countryside, with a rustic building visible in the background.

Condo in Montepulciano

4.89 out of 5 average rating, 44 reviews

Girasole Apartment

A bright living area features large windows providing views of the sea. A comfortable sofa is positioned beside a modern coffee table. A dining table is visible, complemented by a light fixture above. A fireplace adds character to the inviting space.

Condo in Porto Santo Stefano

5 out of 5 average rating, 4 reviews

Amazing Calamoresca

An open-space living area combines a cozy sleeping area with a wooden wardrobe and a small dining table. Light-colored walls enhance the natural light from the sliding glass door leading to an outdoor space. Decorative plants and simple furnishings emphasize a comfortable retreat.

Condo in La Pesta

4.75 out of 5 average rating, 4 reviews

Classic Studio Apartment Veranda - Massa Marittima

The image showcases a private swimming pool surrounded by greenery and stone walls. The water is clear and inviting, reflecting the sky above. A shade umbrella and lounge chairs are positioned nearby for relaxation, while the mountains create a scenic backdrop.

Condo in Bagnoli, Arcidosso

4.8 out of 5 average rating, 60 reviews

House in the small village with private pool

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