
Vacation rentals in Grosseto
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Top-rated vacation rentals in Grosseto
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Podere Vergianoni immerso nelChianti con piscina
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.

Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Your Private Tuscan Retreat
This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

Casa Sabina
The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

Carla's house
The renovated loft is a 5-minute walk from the historic center and 5 minutes from the station. It has a separate entrance on the ground floor. Free parking is available. It has a double loft bed, double sofa bed (crib on request), linen, equipped kitchen, bathroom with shower and window, independent heating and air conditioning. On the street, there is a bar, take-out pizzeria, coin-operated laundry, hairdresser, rotisserie. Adjacent pharmacy, supermarket.

The Enchantment of Civita (The Terrace)
L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.
Popular amenities for Grosseto vacation rentals
Other great vacation rentals in Grosseto

AnticaVista, Luxury Apartment with Tower Views

Carlino's Little House

Rosa: Tuscan Views & Pool, Walk to Town

Private villa in Maremma 15 minutes from the sea

Captain's House | Monte Grosso, Elba

Terrace with a sea view, weekends

Wine Loft in the vineyards

Cipressini 2 - pool and amazing views
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ264 | ﺩ.ﺇ275 | ﺩ.ﺇ294 | ﺩ.ﺇ331 | ﺩ.ﺇ331 | ﺩ.ﺇ342 | ﺩ.ﺇ386 | ﺩ.ﺇ404 | ﺩ.ﺇ349 | ﺩ.ﺇ301 | ﺩ.ﺇ286 | ﺩ.ﺇ283 |
| 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 |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Grosseto?
Yes! Work meets play with ease at over 60 vacation rentals in Grosseto featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in villa rentals in Grosseto?
Experience the best of Grosseto with our villa rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Grosseto vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Grosseto, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Apartment Rentals in Grosseto?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with wifi, over 50 homes with a kitchen, over 50 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Grosseto?
Four-legged friends are welcome in Grosseto. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Grosseto?
Grosseto has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Grosseto have a kitchen?
Absolutely! We offer over 20 condo rentals with a kitchen in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Grosseto have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Grosseto have air conditioning?
Absolutely! We offer over 20 condo rentals with air conditioning in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Grosseto have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Grosseto

Total vacation rentals
Explore 120 vacation rentals in Grosseto

Nightly prices starting at
Grosseto vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 3,470 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Grosseto vacation rentals include wi-fi access

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

4.7 Average rating
Grosseto stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Family-friendly rentals Grosseto
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- Rentals with a washer and dryer Grosseto
- Condo rentals Grosseto
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- Pet-friendly rentals Grosseto
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- Rentals with a patio Grosseto
- Beachfront rentals Grosseto
- Apartment rentals Grosseto
- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Feniglia
- Cala Violina
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Kite Beach Fiumara
- Spiaggia Di Barbarossa
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Spiaggia Zuccale
- Cala Di Forno
- Castiglion del Bosco Winery
- Spiaggia di Marina Di Campo
- Golf Club Toscana
- Riva del Marchese
- Marina di Grosseto beach
- Spiaggia di Cavo
- Le Cannelle
- Santa Maria della Scala




