
Condo holiday rentals in Grosseto
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Top-rated condo rentals in Grosseto
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

The walnut tree view, Montepulciano
The walnut tree view 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 size) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 2026 a wine tasting will be available in the new garden for all the guests of our 4 apartments and grilled meat. from 7 pm (book well in advance) Guests will park close the apartment

House between Firenze, Arezzo, chianti e Siena
The House is located in a restored medieval village. There is an atmosphere of peace and tranquility, the gardens are full of flowers and aromatic plants and there is a beautiful panoramic view of the Arno Valley. There is a private terrace outside and two swimming pools to share with other appartraments. Perfect for relaxing and for reaching the main attractions like Florence, Siena, Arezzo, Chianti, Sangimignano. Here you will live a unique experience in the heart of Tuscany ...

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.

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.

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.

"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.

Chicca: Cortona's historic centre
Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

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?

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.

Palazzo del Taja - in the center with whirlpool
Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.

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
Popular amenities for Grosseto condo rentals
Weekly condo rentals

AnticaVista, Luxury Apartment with Tower Views

Casa Mameli Central location

Apartment in Grosseto near the sea in the Maremma

Sunsets wow-Arriving by car at home

Stay within the historic walls of Civitavecchia

Elegant 3-Room Apartment in Maremma

Podere Cupiano "La Costa"

Castello di Orgiale Charme Residenz
Pet-friendly condo rentals

Fattoria Lornano Winery- villa ''Trebbiano''

Casa Clara Cortona Cin IT051017c28a6h9glv

The Door Next Door 2.0

Casale Elbano "on the waterfront"

Elegant fine home 400 m away from Piazza del Campo

Casa Gioia

Panoramic attic in old town of Siena

Penthouse with level terrace and spectacular view
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

Casa Nonno Duilio | First floor 3-bedroom apartmen

Casa Eva, two bedroom apartment nr. Orvieto & pool

Scenic Stilish Country

💜 "Gaia" at Podere Le Fontanelle

Tuscany accommodation with panoramic view terrace

Casavecchia Agritourism, le Margherite

Vintage Residence with Swimming Pool in Chianti
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $99 AUD | $101 AUD | $105 AUD | $119 AUD | $103 AUD | $120 AUD | $147 AUD | $138 AUD | $138 AUD | $109 AUD | $96 AUD | $110 AUD |
| 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 |
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 $56 AUD per night before taxes and fees

Verified guest reviews
Over 1,050 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

4.8 Average rating
Grosseto stays are highly rated by guests—averaging 4.8 out of 5!
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- Elba
- Giglio Island
- Marina di Cecina
- Lake Bolsena
- Giannutri
- Cala Violina
- Feniglia
- Cascate del Mulino
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiaggia di Capo Bianco
- Spiaggia Di Barbarossa
- Spiaggia di Marina di Campo
- Le Cannelle
- Spiaggia della Padulella
- Palazzo Pubblico
- Arcipelago Toscano National Park
- CavallinoMatto
- Santa Maria della Scala
- Parco Regionale Della Maremma
- Siena Cathedral
- Abbey of Monte Oliveto Maggiore
- Val di Chiana
- Rimigliano Natural Park




