
Holiday rentals in Poggiarello
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Poggiarello
Guests agree: these stays are highly rated for location, cleanliness and more.

Infinity pool in Chianti 1
Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.
5.0 out of 5 average rating, 143 reviews
Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to 'Casa al Gianni', our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the companionship of our animals. It's an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a holiday; it's a return to our roots. This peaceful haven will stay in your heart. We look forward to welcoming you!
4.93 out of 5 average rating, 294 reviews
beautiful villa in Chianti, panoramic garden
"BADIA A PASSIGNANO DWELLING" You will enjoy a wonderful and restorative stay in the heart of the Chianti Classico region. You will stay in a fully restored old stone barn with a large fenced garden and an old gazebo, suitable for large groups and families. The rooms are comfortable and spacious for 8 people. The renovation has been carried out with great care, taking into account every aesthetic detail, so that you can experience the ancient Tuscan tradition combined with comfortable modernity.
4.96 out of 5 average rating, 48 reviews
I Melograni del Chianti - Focolare Apartment
Il Focolare is located on the 1st floor of Melograni del Chianti: 75 sqm divided between an entrance, living room with kitchen, a double bedroom, a bedroom with a double bed + a single bed and 2 bathrooms. In the garden, there are many common areas where you can enjoy your breakfasts, lunches and dinners outdoors: the patio, the panoramic terrace, the BBQ area, etc. In addition to the pool and solarium, our customers can take advantage of the laundry and cellar for tastings of farm products.
4.98 out of 5 average rating, 51 reviews
Villa of the 2 Olive Trees (Abbadia Isola)
FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)
4.97 out of 5 average rating, 174 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.
4.98 out of 5 average rating, 108 reviews
App. Poggiarello
Our house is located in an ancient village from the 1800s. The agriturismo is quiet and peaceful, and the apartment can accommodate up to 4 people in 2 large bedrooms, 1 of which is a double and 2 with single beds. If necessary, a single bed can be added. The apartment offers a kitchen with a dining area equipped with an induction cooktop as well as utensils and dishes. Outside the kitchen is a beautiful terrace where you can eat on beautiful summer days.
4.96 out of 5 average rating, 57 reviews
Poggio Massiccioli
Cozy apartment for 4 people furnished in Tuscan style and with exposed beams nestled among the rolling hills of the Tuscan countryside. Available to guests is an equipped garden, free Wi-Fi, a shared equipped swimming pool, a wood-burning oven and barbecue, and a washing machine. The apartment was converted from a charming 19th-century stone farmhouse recently renovated according to Tuscan tradition and divided into three comfortable apartments.
4.92 out of 5 average rating, 390 reviews
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.
4.96 out of 5 average rating, 209 reviews
Villa with pool in Chianti Area
Amazing Entire Tuscan apartment in an indipendet part of our family Villa in the Chianti! Panoramic 360° view, independent entrance, parking, private garden with BBQ, big SWIMMING POOL, 4 Bedrooms, large living area with big tuscan fireplace, equipped kitchen and laundry. High speed WIFI. Between Siena and Florence in a strategic position close to the main Chianti roads and many characteristic villages!!
4.95 out of 5 average rating, 73 reviewsTuscan Counrtry Detached House. Wi-Fi Free
Update: Air conditioning starting June 1st, 2025. Enjoy the summer with a cool breeze! Do you want to spend your holiday in a typical Tuscan barn? This is your place! Charming renovated barn for families / groups. Located in the heart of the Tuscan countryside at 2km from Poggibonsi. Ideal for a relaxing holiday and in a great location for visiting San Gimignano (13km), Siena (25km), Florence (35km).
4.9 out of 5 average rating, 292 reviews
Cozy apartment in the central area
VERY COMFORTABLE APARTMENT consisting of two bedrooms, bathroom and living room-kitchen with bright view on large terrace, located near the Siena Eye Laser clinic, downtown and main transport services, in fact it is about 600 meters from the train station and about 50 meters from the bus stop. Free parking is available for those traveling by car. Smoking is not allowed inside the apartment.
4.91 out of 5 average rating, 162 reviewsPopular amenities for Poggiarello holiday rentals
Other great holiday rentals in Poggiarello

VILLA TALCIONA
4.94 out of 5 average rating, 97 reviews
Luxury Medieval Tower • Exclusive Chianti Stay
5.0 out of 5 average rating, 27 reviews
AnticaVista, Luxury Apartment with Tower Views
5.0 out of 5 average rating, 72 reviews
Florence & Siena • Terrace • Private Parking • A/C
5.0 out of 5 average rating, 32 reviews
Tuscany jem: The Chianti Farmer's House
4.98 out of 5 average rating, 89 reviews
Peaceful and Relaxing Tuscan Retreat with Views
5.0 out of 5 average rating, 91 reviews
Podere Guidi
4.94 out of 5 average rating, 181 reviews
Castagneto Holiday house
4.82 out of 5 average rating, 11 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





