
Vacation rentals in Il Poggiolo
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Top-rated vacation rentals in Il Poggiolo
Guests agree: these stays are highly rated for location, cleanliness, and more.

Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
LocationValueKitchen
4.97 out of 5 average rating, 194 reviews
"Casa Chiassarello" with pool
Casa Chiassarello is located in a quiet and panoramic location, a short walk from the center of Roccastrada. The house, entirely made of stone, is built from an old oil mill. The accommodation is an open space of about 80 square meters where there is a very spacious kitchen, a bathroom, a sleeping area with TV and fireplace; it overlooks a spacious veranda that can be used as a dining area and relaxation area. Guests have access to the garden and swimming pool, both for exclusive use. There are no other guests on the property.
LocationValueCondition
5.0 out of 5 average rating, 64 reviews
Podere Raspollino | Maremma 10 people
Podere Raspollino is a Maremma farmhouse. It consists of two floors. On the ground floor, there are two bedrooms and two bathrooms with an independent entrance! In the loggia overlooking the pool, you can find a barbecue and a fully equipped kitchen (without an oven)! Dining table and armchairs! On the second floor, there are three bedrooms and three bathrooms, a living room and a full kitchen! The farmhouse is located between Ribolla and Montemassi! About 55 minutes from Siena The nearest airport is Pisa
LocationFamilyBathroom
5.0 out of 5 average rating, 5 reviews
Casa Ida, independent entrance, garden
Exclusive unfenced garden, open space, double bedroom, bathroom with bathtub. Park your car for free, visit the village and enjoy evocative food and wine experiences (excursions, tastings, natural, historical and architectural sites), and take a walk to discover natural and historical beauties with stunning views. LACASASALUTARE® Ida, restyling in Color and Shabby style by ARCHFMS®️-ARCHITETTURA SALUTARE®️, Emotional Design, Furnishing Objects by Spolverati Francesca Maria, Holistic Bio-Architect.
FamilyLocationDecor
4.77 out of 5 average rating, 30 reviews
XIII Century Tower with Private Panoramic Pool
Ancient country tower property with 5 airconditioned bedrooms for up to 10 guests at the heart of the peaceful Montechiaro organic wine estate. From your private pool, soak in the Tuscan sun and enjoy unforgettable views of the Chianti rolling hills and the medieval towers of Siena. The property also boasts access to the endless olive grove, a large patio area for outside dining in the shade, ping pong table for fun family matches, WIFI & free parking. Silence and time are the real luxury here.
LocationFamilyBreakfast
4.8 out of 5 average rating, 295 reviews
Domus Olea BnB
The Domus Olea apartment is part of a Tuscan stone farmhouse that overlooks the Maremma from an enviable location. It takes its name from the wonderful, restored oil mill, set into the marble base that has been embedded in the floor for over a century. It will be an experience of relaxation and greenery, of sunsets over the sea on the horizon, amidst timeless architecture and a minimalist approach to space. A hot tub to pamper yourself, time for a good glass of wine, cheers. Have a good trip!
ValueLocationBathroom
4.97 out of 5 average rating, 39 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
FamilyValueSleep quality
4.94 out of 5 average rating, 145 reviews
Typical Tuscan Cottage with swimming pool and park
The Country Cottage is located in the heart of authentic Tuscany, in an unspoiled area, with a unique biodiversity. Located just a 5-minute drive from the famous Abbey of San Galgano and the Hermitage of Montesiepi, where the prestigious "Sword in the Stone" is kept. The entire property is rented: the typical Tuscan country house, the swimming pool, the garden and the fenced park. A perfect location to relax with maximum privacy, without the stress and wear and tear of modern life
FamilyLocationLaundry
5.0 out of 5 average rating, 40 reviews
Design loft with private SPA in Tuscany
Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.
LocationValueQuiet
5.0 out of 5 average rating, 74 reviews
Sternennächte Wild Camp Toskana
Komm an diesem unvergleichlichen Rückzugsort wieder in Einklang mit der Natur ohne auf Komfort verzichten zu müssen. Die Unterkunft liegt in dem 10 Hektar großem Olivenhain im grünen Herzen der Toskana. Das Zelt verfügt über ein privates Badezimmer mit Außendusche in einem nahe gelegenen Gebäude und eine eigene Außenküche. Im gemütlichen Bett lässt sich nachts der Sternenhimmel der Toskana bestaunen. Der große Infinity-Pool lädt zu Erfrischung an heißen Tagen ein.
LocationHospitalityPool
5.0 out of 5 average rating, 5 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
LocationValueAmenities
4.98 out of 5 average rating, 105 reviews
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.
LocationValueView
4.98 out of 5 average rating, 62 reviewsPopular amenities for Il Poggiolo vacation rentals
Other great vacation rentals in Il Poggiolo

Holiday in an antique farm, Pergola
LocationFamilyAccuracy
4.93 out of 5 average rating, 44 reviews
Incredible Views & Pool in the Tuscan Hills
FamilyValuePool
4.86 out of 5 average rating, 22 reviews
Agriturismo Botri dei Lumachi (entire property)
FamilyLocationQuiet
4.91 out of 5 average rating, 54 reviews
Tuscan Barn Apartment for 6 with panoramic pool
FamilyValueIndoor spaces
4.89 out of 5 average rating, 99 reviews
Casa Bella Vita - Tuscan Escape - Private Terrace
LocationHospitalityCleanliness
5.0 out of 5 average rating, 3 reviews
Poggiolo by Interhome
LocationHospitalityOutdoor spaces
4.67 out of 5 average rating, 6 reviews
Fonte - Borgo la Civitella by Interhome
LocationValueWalkability
4.74 out of 5 average rating, 27 reviews
House in the countryside
FamilyLocationPool
5.0 out of 5 average rating, 6 reviewsDestinations to explore
- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Del Chianti
- Le Cannelle
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- La Scarzuola
- Antinori nel Chianti Classico
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- CavallinoMatto
- Vulci
- Val di Chiana
- Quercetano
- Palazzo Pubblico
- Saturnia Thermal Park





