
Condo holiday rentals in Grosseto
Find and book unique condos on Airbnb
Quick stats about condo rentals in Grosseto

Total holiday rentals
Explore 20 holiday rentals in Grosseto

Nightly prices starting at
Grosseto holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Grosseto holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grosseto rentals

4.9 Average rating
Grosseto stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated condo rentals in Grosseto
Guests agree: These condos are highly rated for location, cleanliness and more.

Pink like the sunset sky
The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!
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Amazing Apartment near Piazza Grande w/ Terrace
Welcome to the heart of Montepulciano, one of Tuscany’s most iconic, captivating, and historic towns, renowned for its Renaissance palazzos, ancient wine cellars, and timeless atmosphere that enchants every traveler. Our apartment is located in an incredible spot right in the historic center, just a short walk from Piazza Grande, excellent restaurants, local shops, and the town's most authentic treasures. Whether you're here to taste exceptional wines or enjoy a romantic getaway, we're here for you.
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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
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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.
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
LocationFamilyNearby

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.
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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.
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"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.
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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?
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Il Borghetto: Alice's House, charm and relaxation
The Casa di Alice is located in the central area for visiting Valdorcia and Montalcino with its cellars in Brunello. All renovated and very bright, it can accommodate from 2 to 4 people. Entirely covered by Wifi, it has two double bedrooms, each with private bathroom, a kitchen equipped with a relaxing living room with LED TV, armchairs, wood-burning fireplace for cold winter evenings. Heated to clean energy and restored with eco-friendly materials.
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Casa Gioia
My place is located in the historic center of Pienza, on the second floor without an elevator. It overlooks the main street of Pienza. The nearest paid parking lots are 150m away, the free ones 300m, loading/unloading area 50m. You'll love my place because of the comfort of the bed, the intimacy, the wooden-beam ceilings, and the typical terracotta floor. My place is good for couples, business travelers, and families (with kids)
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The Nest in Chianti
We would like to inform you that for this emergency we are doing everything possible to help and protect our guests by adopting a detailed and strict cleaning, disinfecting and sanitizing of all parts of the house. Cozy apartment, finely renovated in the historic center on the second floor overlooking the beautiful square of Greve in Chianti. You can spend wonderful moments of relaxation on its condominium terrace.
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Popular amenities for Grosseto condo rentals
Weekly condo rentals

Beach apartment with private parking space
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Loggiato 3 apartment in Tuscany near Siena
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HOLIDAY APARTMENT IN HISTORICAL PALACE- MARINA
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La Terrazza su Chiusi - panoramic apartment
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[9 minutes from Montalcino] Elegant House Mafalda
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Apt. Panzanello-Panzano in Chianti
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La Casetta
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•Il Chiostro• A gem in the heart of Siena
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Pet-friendly condo rentals

Little Jewel in the center of CDP
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Ermione
ValueFamilyLong stay

Palazzo del Taja - in the center with whirlpool
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The Door Next Door 2.0
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Residence In cerca d'Autore
ValueLocationPool

La Casetta
LocationValueLong stay

Casa Prato
LocationFamilyCheckout

Amazing view of Val d'Orcia Pienza
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Condo rentals with a pool

Casa Luna-Splendida overlooking the pool and Tuscan nature
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Manuela apartment with pool in farmhouse
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Relax among the Chianti vineyards - IlVillinoFarmhouse
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Infinity pool overlooking the woods, sea just minutes away
ValueLocationBiking

Farm holidays in the countryside of Montepulciano
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Agriturismo Poggio Bonelli, 4 people apartment
LocationNearbyGetting around

Holiday in an antique farm, The Arches
LocationFamilyHospitality

Podere Cupiano "La Costa"
LocationFamilyCleanliness
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 NZD | $147 NZD | $126 NZD | $133 NZD | $135 NZD | $144 NZD | $179 NZD | $169 NZD | $169 NZD | $133 NZD | $118 NZD | $135 NZD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Destinations to explore
- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Parco Regionale Della Maremma
- Cala Violina
- Feniglia
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Cascate del Mulino
- Spiaggia Di Barbarossa
- Mount Amiata
- CavallinoMatto
- Vulci
- Siena Cathedral
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Terme San Filippo
- Valdichiana Outlet Village
- Spiaggia di Fetovaia





