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Condo vacation rentals in Grosseto

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Top-rated condo rentals in Grosseto

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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

The walnut tree view, Montepulciano

The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

LocationValueAccuracy

5.0 out of 5 average rating, 135 reviews
Superhost
Condo in Manciano

20 minutes from the Saturnia Spa [Free Wi-Fi]

Cozy and functional, this lovely apartment is designed to accommodate travelers from all over the world. Tastefully furnished and equipped with every comfort, it also offers a Smart TV with access to Netflix, YouTube and other apps for your entertainment. Located in the heart of the medieval old town, it is the ideal starting point to explore the wonders of the Maremma. A strategic location, perfect for those seeking relaxation, culture, and nature, all in one unforgettable experience.

LocationFamilyAir conditioning

4.86 out of 5 average rating, 192 reviews
Top guest favorite
The bedroom features a spacious bed with an elegant wrought-iron headboard, flanked by bedside lamps. A decorative chandelier hangs from the wooden ceiling beams. A colorful painting and a framed mirror adorn the walls, while a vase with flowers adds a touch of charm.
Condo in Pitigliano

Le Antiche Viste a Pitigliano

Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, 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.

LocationFamilyWalkability

4.99 out of 5 average rating, 133 reviews
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

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.

LocationValueBeach

4.9 out of 5 average rating, 165 reviews
Top guest favorite
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

[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.

LocationFamilyTV

4.97 out of 5 average rating, 312 reviews
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

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.

LocationFamilyBeach

4.94 out of 5 average rating, 131 reviews
Superhost
A living area features a pink accent wall complemented by white and black modular storage units. A television is placed on a low white media console. A patterned area rug adds texture, while natural light enters through a large window with a curtain.
Condo in Grosseto

The first nest

Charming two-room apartment located on the second floor near the Medici walls, the historic center and the train station. Equipped with all comforts, it is ideal as a starting point for excursions to the Maremma coast, Mount Amiata, Saturnia, Siena and Val d'Orcia. Possibility to leave the car in the private condominium parking lot in the basement of the building. A few steps away, there is a supermarket and a small local market where you can buy fruit, vegetables and fish.

LocationFamilyCleanliness

4.86 out of 5 average rating, 110 reviews
Guest favorite
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

Amazing Apartment near Piazza Grande w/ Terrace

Welcome to the heart of Montepulciano, one of Tuscany’s most iconic, charming, and historic towns, renowned for its Renaissance palaces, ancient wine cellars, and timeless atmosphere that captivates every traveler. Our apartment is in an incredible location right in the historic center, a short walk from Piazza Grande, excellent restaurants, local shops, and the town's most authentic treasures. Whether you're here to taste extraordinary wines or enjoy a romantic getaway.

FamilyLocationKitchen

4.92 out of 5 average rating, 186 reviews
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

Tuscan rural home in Mascagni Farmhouse 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?

LocationValueSleep quality

5.0 out of 5 average rating, 159 reviews
Guest favorite
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

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.

ValueFamilyBreakfast

4.9 out of 5 average rating, 324 reviews
Guest favorite
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

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

FamilyLocationCheckout

4.85 out of 5 average rating, 163 reviews
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

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

ValueFamilyDecor

4.83 out of 5 average rating, 218 reviews

Popular amenities for Grosseto condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

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

Suite "Note di Paesaggio"

FamilyLocationDecor

4.95 out of 5 average rating, 143 reviews
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

Casa Gioia

LocationFamilyCondition

4.92 out of 5 average rating, 147 reviews
Top guest favorite
An entryway leads into a dining room featuring a large table surrounded by several chairs. A traditional stone wall partially visible enhances the rustic charm, while a small window provides natural light, illuminating the space and a fireplace on the far side.
Condo in Sorano

Beautiful townhouse in authentic Etruscan city

LocationValueAmenities

4.94 out of 5 average rating, 102 reviews
Superhost
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

Elegant 3-Room Apartment in Maremma

FamilyValueLaundry

4.9 out of 5 average rating, 83 reviews
Guest favorite
Condo in Grosseto

Casa Mameli Central location

LocationFamilyCleanliness

5.0 out of 5 average rating, 7 reviews
Superhost
A dining area features an elegant round table set for four, surrounded by dark wooden chairs. The wall showcases an artwork, while the ceiling is adorned with exposed brick arches. Natural light enters through a window, illuminating the space and enhancing the cozy atmosphere.
Condo in Grosseto

[Historic Center] Suite Medicea - hydro tub - A/C

LocationValueIndoor spaces

4.59 out of 5 average rating, 17 reviews
Guest favorite
A bedroom is featured, showcasing a spacious bed adorned with a vibrant red floral bedspread. Soft lighting from bedside lamps creates a warm ambiance. Decorative artwork and wall hangings enhance the room's aesthetics, while wooden beams add character to the ceiling.
Condo in Grosseto

Apartment in Grosseto near the sea in the Maremma

LocationQuietHospitality

4.92 out of 5 average rating, 25 reviews
Guest favorite
Condo in Principina a Mare

Mishka's home

FamilyLocationAccess

4.91 out of 5 average rating, 44 reviews

Pet-friendly condo rentals

Superhost
A spacious sleeping area is highlighted by a large window allowing natural light to fill the room. A comfortable bed with patterned bedding is positioned alongside a decorative wall art piece. A cozy armchair and small side table complement the inviting atmosphere.
Condo in Manciano

Lovely apartment: Manciano

FamilyLocationTV

4.8 out of 5 average rating, 186 reviews
Top guest favorite
A modern living area features two comfortable sofas and a wooden coffee table. Soft lighting enhances the space, complemented by decorative wall art. A television is positioned against a minimalist entertainment unit, with natural light filtering through sheer curtains.
Condo in San Quirico d'Orcia

RESIDENCE HILL

LocationFamilyHospitality

4.93 out of 5 average rating, 114 reviews
Top guest favorite
A panoramic terrace is depicted, featuring two rattan chairs and a small round table. A pitcher and cups are placed on the table, with vibrant flowers adorning the railing. A clear sky and rolling hills are visible in the background, enhancing the serene outdoor setting.
Condo in Montepulciano

Residenza In cerca d'Autore

ValueLocationView

4.97 out of 5 average rating, 344 reviews
Guest favorite
Condo in Castiglione d'Orcia

Ermione

FamilyLocationHeating

4.92 out of 5 average rating, 213 reviews
Top guest favorite
Condo in Pienza

Amazing view of Val d'Orcia Pienza

FamilyValueBackyard

4.92 out of 5 average rating, 124 reviews
Guest favorite
A bright living area with large glass doors opens to the balcony, providing natural light. A wooden dining table with soft chairs is positioned centrally, while a light couch is placed against the wall. An entertainment unit and air conditioning unit are visible.
Condo in Porto Santo Stefano

Apartment with Terrace Porto S. Stefano

LocationFamilyAccuracy

4.83 out of 5 average rating, 198 reviews
Guest favorite
The living area features a combination of a soft beige sofa set and two armchairs, arranged around a small round table. A traditional area rug enhances the space, while a stone wall adds texture. A flat-screen television is mounted on the wall near a low cabinet.
Condo in Montepulciano

HOLIDAY APARTMENT IN HISTORICAL PALACE- MARINA

ValueFamilyView

4.94 out of 5 average rating, 218 reviews
Top guest favorite
Condo in Scansano

La Casetta

LocationValueSleep quality

4.85 out of 5 average rating, 122 reviews

Condo rentals with a pool

Top guest favorite
Condo in Valpiana

Infinity Pool in the green agritourism with a view of the woods

LocationFamilyOutdoor spaces

4.98 out of 5 average rating, 47 reviews
Guest favorite
A spacious dining area features a wooden table set with glassware, positioned near large glass doors that reveal expansive views of the surrounding hills. Light drapes softly from the windows, enhancing the connection between indoor and outdoor spaces.
Condo in Roccatederighi

Holiday in an antique farm, The Arches

LocationFamilyPool

4.86 out of 5 average rating, 22 reviews
Guest favorite
A warm living space showcases exposed wooden beams and light-colored walls. A staircase leads to an upper level, while a cozy seating area features a light gray sofa. A dining table is positioned near windowed doors that offer views of the surrounding countryside.
Condo in Montefollonico

Tuscan Dream Apt with Pool, View & Tennis Court

ValueLocationKitchen

4.91 out of 5 average rating, 95 reviews
Top guest favorite
Condo in Montieri

Podere Cupiano "La Costa"

FamilyLocationPets

5.0 out of 5 average rating, 66 reviews
Guest favorite
A spacious living area features a striped sofa with soft cushions, complemented by a wooden coffee table and a vase of fresh flowers. The warm terracotta flooring and rustic beams enhance the inviting ambiance. Steps lead to additional rooms, visible in the background.
Condo in Montisi

Apartment in ancient house + pool and terrace

FamilyLocationQuiet

4.94 out of 5 average rating, 18 reviews
Guest favorite
A well-appointed bedroom features a double bed with a blue patterned blanket and wooden furnishings. A bedside table holds a lamp, while decorative hats adorn the wall. The space leads to a dining area, visible through an arched doorway, with natural light streaming in from a window.
Condo in Murlo

Appartamento Studio

LocationValueOutdoor spaces

4.96 out of 5 average rating, 23 reviews
Superhost
A well-maintained outdoor area features a swimming pool surrounded by lounge chairs and umbrellas. Lush greenery and blooming plants are visible in the background, enhancing the serene atmosphere of the space. The blue sky adds to the inviting scene.
Condo in Saturnia

I Sicomori - Three-room apartment in Saturnia

LocationFamilyQuiet

4.91 out of 5 average rating, 23 reviews
Superhost
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

Amazing Calamoresca

LocationFamilyBathroom

5.0 out of 5 average rating, 5 reviews

Destinations to explore