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

Total vacation rentals
Explore 20 vacation rentals in Grosseto

Nightly prices starting at
Grosseto vacation rentals start at G$8,364 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Grosseto vacation 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.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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 incomparable sunsets.

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

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.

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.

[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.

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.

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.

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.

Romantic Yellow apartment in Crete Senesi
Apartment consisting of 1 comfortable double bedroom (it is possible to make 2 single beds on request), fully equipped kitchen, living room, and bathroom. TV, BBQ, (if needed, we have a washing machine available from 9 a.m. to 8 p.m. in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and visit the magnificent Tuscan countryside as well. Free parking and wifi. I look forward to showing you the real Tuscany!

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?

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.

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
Popular amenities for Grosseto condo rentals
Weekly condo rentals

Penthouse in Porto Santo Stefano

Suite "Note di Paesaggio"

Palazzo Bichi Ruspoli-Historical Home-Very Central

Casa Mameli Central location

Spacious Flat just 15 Minutes from the Sea

Elegant 3-Room Apartment in Maremma

Surrounded by pine forest, 300 meters from the sea

The most beautiful apartment in front of the sea
Pet-friendly condo rentals

Beautiful townhouse in authentic Etruscan city

Casa Gioia

Residenza In cerca d'Autore

Apartment with Terrace Porto S. Stefano

Palazzo del Taja - in the center with whirlpool

Ermione

Like Lake: Bisentina Vista Lago

[NEW] Modern Central Studio with parking space
Condo rentals with a pool

La Casetta

Apt. Panzanello-Panzano in Chianti

Chianti, elegant barn among vineyards and pool

Casa Luna-Splendida overlooking the pool and Tuscan nature

Bel Canto Lari, exclusive, rural, Tuscan retreat

Adalberto Apartment inside the Manor of Fulignano

Panoramic view 10 minutes from Massa Marittima and the sea

Cupiano Farm "Querciolettaia/Legnaio"
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,891 GYD | G$17,982 GYD | G$15,473 GYD | G$16,309 GYD | G$16,518 GYD | G$17,564 GYD | G$21,955 GYD | G$20,700 GYD | G$20,700 GYD | G$16,309 GYD | G$14,427 GYD | G$16,518 GYD |
| 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
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





