
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.

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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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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Apt. Panzanello-Panzano in Chianti
Benvenuti in un angolo di Toscana autentica, dove il tempo sembra essersi fermato tra vigneti e ulivi secolari. Immerso nel silenzio delle colline del Chianti Classico, questo appartamento è il rifugio perfetto per chi cerca comfort e autenticità lontano dal caos quotidiano. Dalla terrazza privata godrete di un panorama mozzafiato sulle colline, il posto ideale per rilassarsi con un calice di vino Panzanello al tramonto. L'accesso è privato e indipendente, con parcheggio gratuito incluso.
LocationValueHiking

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.
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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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Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, fully equipped kitchen, large living room, and bathroom. TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany. You will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.
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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.
ValueLocationGetting around

"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.
FamilyValueKitchen

Milva's Nest with free parking
Apartment in the historic centre on the cliff of Orvieto, with a 180 degree view of surrounding hills, full of light and in a very quiet place where you can spend days surrounded by greenery and art. This apartment is for people that during their holidays like to spend a bit of time to relax and enjoy the great food and countryside of this lovely town. The position is very good , just 5 minutes from the parking lot and from beautiful cities and hot springs.
ValueFamilyGetting around

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?
LocationValueKitchen

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.
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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

Chianti La Pruneta, Michelangelo apartment.
LocationFamilyTV

Loggiato 3 apartment in Tuscany near Siena
FamilyValueSleep quality

Art-Design Fienile in the heart of Tuscany
ValueFamilyShared spaces

The Door Next Door 2.0
LocationValueQuiet

Palazzo Bichi Ruspoli-Historical Home-Very Central
LocationFamilyLayout

Casa Gioia
LocationFamilyAccess

Penthouse in Porto Santo Stefano
LocationValueAccuracy

•Il Chiostro• A gem in the heart of Siena
LocationFamilyDecor
Pet-friendly condo rentals

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

La Casetta
ValueLocationParking

2-room apartment with lift in the centre Grosseto
LocationComfortWalkability

Casa Mameli Central location
FamilyLocationIndoor spaces

Little Jewel in the center of CDP
LocationFamilyBreakfast

Historic centre - cozy apartment
LocationFamilyHiking

Amazing view of Val d'Orcia Pienza
LocationValueAmenities

Ermione
LocationValueSleep quality
Condo rentals with a pool

Romantic cottage in Tuscany with pool and garden
LocationNearbySleep quality

Casa Granaio | Ground floor 1-bedroom apartment (2
ValueFamilyView

Manuela apartment with pool in farmhouse
ValueLocationQuiet

Podere Cupiano "La Costa"
LocationFamilyLayout

Agriturismo Poggio Bonelli, 4 people apartment
LocationHospitalityOutdoor spaces

Charming Residence Castello di Orgiale near Siena
ValueLocationDecor

La Casetta
FamilyLocationBarbecue

Holiday in an antique farm, The Arches
LocationFamilyView
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $129 NZD | $146 NZD | $126 NZD | $133 NZD | $134 NZD | $143 NZD | $179 NZD | $168 NZD | $168 NZD | $133 NZD | $117 NZD | $134 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





