
Villa holiday rentals in Grosseto
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Nightly prices starting at
Grosseto holiday rentals start at $225 NZD per night before taxes and fees

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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!
Top-rated villa rentals in Grosseto
Guests agree: These villas are highly rated for location, cleanliness and more.

Stone villa with pool
The stone villa is secluded and surrounded by the greenery of the woods. Here you will find peace, privacy, silence, and unspoiled nature. This is the ideal place for a relaxing vacation. The villa was built in the mid-1800s by my great-grandfather. Then, over the years, it was restored and improved, always maintaining the classic Tuscan style. We are located between the Val d'Orcia, Monte Amiata, and the sea. We are located 870 m above sea level. The villa is about 15 minutes by car from Arcidosso.

Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Poggio among the olive trees
In the heart of the Val d'Orcia, surrounded by rolling hills and olive groves as far as the eye can see, Poggio fra gli Ulivi offers the perfect combination of comfort and relaxation. Fine finishes add a touch of timeless authenticity to an extremely cozy home. The pool and relaxation area have a breathtaking view. From the hill you can easily reach San Quirico, Bagno Vignoni, Pienza, Montalcino and Montepulciano, villages rich in history and food and wine tradition.

Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

Villa unesco heritage, Jacuzzi & garden. BB Daria
Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

Villa Il Diaccio with view of the Tuscan Maremma
Stone villa with special architectural finishes nestled in a chestnut forest. A large garden, partly paved with stone, accompanies the property from which you can admire a wonderful view of the Tuscan Maremma. Surrounded by nature, you can see the sea with the Gulf of Follonica, the island of Elba and Corsica on one side, and the island of Giglio on the other. You can take long walks in nature or reach seaside resorts or cities of art.

Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
Popular amenities for Grosseto villa rentals
Private villa rentals

Villa in Montepulciano with a Pool

Grosseto, Casina Girasole

Badia a Passignano Guard

Beach House Giannella w/ direct access to the sea

Tuscany Villa With Pool & Magnificent Garden

Podere Pereti Vecchi | Stunning Val d'Orcia Views

Villa Il Molinaccio with terrace and private beach

Villa in Tuscany – Private Pool – Sunsets over Cetona
Luxury villa rentals

Wine Experience Villa in Montepulciano

Manor House - IlVillinoFarmhouse

Montepulciano Central Villa - Sauna & Jacuzzi

Villa Isabella

Luxury Villa with swimming pool ModdissiCharme Elba Island

Elf's Hut - Elf's Hut

Vakantievilla Farmhouse Dolci Hills

Luxury Villa in Chianti • Private Natural Pool
Villa rentals with a pool

Villa La Doccia, Greve in Chianti

The twigs

Luxury Tuscan countryside villa with pool/WiFi/AC

Fabulous Farmhouse with Pool & 360 Panoramic View

THE CASTELLACCIO CYPRESSES (Cip 1 + Cip 2)

Luxury Villa on Chianti Wine Estate

Panoramic villa in Crete Senesi, overlooking Siena.

Villa Aurora
Destinations to explore
- House rentals Grosseto
- Rentals with a patio Grosseto
- Condo rentals Grosseto
- Family-friendly rentals Grosseto
- Rentals with outdoor seating Grosseto
- Beachfront rentals Grosseto
- Pet-friendly rentals Grosseto
- Smoking-friendly rentals Grosseto
- Rentals with a washing machine and dryer Grosseto
- Beach house rentals Grosseto
- Apartment rentals Grosseto
- Villa rentals Grosseto
- Villa rentals Tuscany
- Villa rentals Italy
- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia Di Barbarossa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Cascate del Mulino
- Mount Amiata
- CavallinoMatto
- Siena Cathedral
- Palazzo Pubblico
- Vulci
- Necropolis of Tarquinia
- Val di Chiana
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore





