
Villa holiday rentals in Grosseto
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Top-rated villa rentals in Grosseto
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Poggio del Fattore-Villa with pool, hilltop, Chianti
Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

Wine Experience Villa in Montepulciano
🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

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.

San Giovanni in Poggio, villa Meriggio 95mq
Detached house, two double bedrooms, two bathrooms with shower, living room with fully equipped kitchen (dishwasher, washing machine, oven, microwave), double sofa bed, private garden with equipped pergola. Satellite TV and free Wi-Fi. Additional services at the property, upon reservation, include Focus brand Jarifa2 6.7 pedal-assisted bicycles and a wellness area with a Forest outdoor Finnish sauna and a heated mini-pool with hydromassage and chromotherapy with panoramic views.

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.

In a sunny, quiet and rustic area.
The villa is located between Anghiari and Arezzo in a sunny area, absolutely quiet, with a beautiful and panoramic view on the surrounding hills. Through the accurate restoration, the house is well equipped to ensure to just a few guests absolute confidentiality, independent and comfortable stay. Exposed to the south, with independent entrance and direct access to the garden that's exclusively for our guests. Please enjoy yourself.

Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

Villa La Doccia, Greve in Chianti
Villa la Doccia is an 8-minute drive from the center of Greve in Chianti, Località Casole, The Villa in a quiet and peaceful area is located in a small farm surrounded by vineyards and olive groves. ➡️ We want you to know that we're doing everything we can to help and protect our guests by adopting a thorough and strict cleaning approach to this emergency. We disinfect and sanitize all parts of the house.

"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).

Simona’s house in the woods - Villa Boutique
Villa boutique immersa nel bosco all’interno del Parco dei Cimini alle pendici del Monte Cimino (800 m. s.l.m) L'immobile è grande circa 450mq ed è circondato da circa 1,5 ettari di giardino/pineta. La villa è dotata di una sauna e un hot tube a legna privata nel bosco. Una casa progettata da uno dei migliori architetti del centro Italia ed è sapientemente arredata.

Podere Guidi
Apartment in a panoramic villa between Florence and Siena in the heart of the Chianti region in a charming village. The swimming pool is open from May 1 to September 30, from 9 am to 1 pm with exclusive use for guests during this time. For different needs, ask the host.
Popular amenities for villa rentals in Grosseto
Private villa rentals

Stunning Tuscan Villa & Panoramic Infinity Pool

Vakantievilla Farmhouse Dolci Hills

Case Bianchi

Podere la Piscina Termale - RestArt

Poggio Novoli 6, Emma Villas

The Lazy Oak

Romantic Villa with private pool - "Il Pollaio"

Stunning house with pool, privacy and views
Luxury villa rentals

Fabulous Farmhouse with Pool & 360 Panoramic View

Luxury Villa in the very heart of Chianti

Villa in Chianti: Swimming Pool and Beach Bar

Podere on the Crete Senesi

VILLALADOLCEVITA

Villa unesco heritage, Jacuzzi & garden. BB Daria

Villa Poggio in Mandria in Chianti

Villa Capanna, Private Pool, Breathtaking Views
Villa rentals with a pool

Scacciapensieri. Cottage in Tuscan Country

Lovely Villa situated in nature

Luxury Villa, Salt water Pool-Orvieto -14 p -Owner

Pasqui Villas : Tribbio private house pool WiFi

Sestuccina

Valluccia 51

Country Charm & Jacuzzi

Casa al Fiume - Villa with exclusive pool
Quick stats about villa rentals in Grosseto

Total holiday rentals
Explore 10 holiday rentals in Grosseto

Nightly prices starting at
Grosseto holiday rentals start at $118 SGD per night before taxes and fees

Verified guest reviews
Over 90 verified reviews to help you choose

Wifi availability
10 of Grosseto holiday rentals include wifi 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
- Beachfront rentals Grosseto
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- 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
- Riva del Marchese
- Marina di Grosseto beach
- Golf Club Toscana
- Spiaggia di Marina Di Campo
- Spiaggia di Cavo
- Le Cannelle
- Santa Maria della Scala




