
House vacation rentals in Poggibonsi
Find and book unique houses on Airbnb
Quick stats about house rentals in Poggibonsi

Total vacation rentals
Explore 10 vacation rentals in Poggibonsi

Nightly prices starting at
Poggibonsi vacation rentals start at G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 400 verified reviews to help you choose

Wi-Fi availability
10 of Poggibonsi vacation rentals include wi-fi access

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

4.7 Average rating
Poggibonsi stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in Poggibonsi
Guests agree: these houses 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.
ValueLocationSleep quality
5.0 out of 5 average rating, 141 reviews
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!
LocationValueDecor
4.97 out of 5 average rating, 194 reviews
Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
ValueFamilyPool
4.99 out of 5 average rating, 113 reviews
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.
FamilyLocationLaundry
5.0 out of 5 average rating, 232 reviews
The House in the Alley – Colle di Val d'Elsa
Very central location, house completely renovated in 2023, cozy and quiet, equipped with every comfort. Independent entrance. Located 50 meters from Piazza Arnolfo di Cambio and 300 meters from the historic center (reachable on foot or by elevator), for those traveling by bus the stop is only 100 meters away. Strategic location for visiting Siena, Florence, San Gimignano, Volterra, Chianti Hills and for those who want to travel the Via Francigena or visit the Elsa River Park.
ValueLocationGetting around
4.99 out of 5 average rating, 133 reviews
The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of Chianti Classico, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a dominant position with a breathtaking view, where you can enjoy stunning sunsets. The total independence of the house, the cozy garden, and the large loggia allow you to spend your stay in total peace of mind. Our reviews are your best guarantee.
FamilyLocationView
4.98 out of 5 average rating, 242 reviews
Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.
LocationFamilyBathroom
4.99 out of 5 average rating, 136 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.
LocationFamilyAir conditioning
4.91 out of 5 average rating, 124 reviews
The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
LocationFamilyView
4.9 out of 5 average rating, 133 reviews
Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
FamilyValuePets
4.87 out of 5 average rating, 215 reviews
Casa Al Poggio in Chianti Shire
Casa al Poggio is a 145 sqm Tuscan country house in the heart of Chianti. The ground floor features a large living area with a kitchen and fireplace. Upstairs are 2 double bedrooms and an open room with a versatile sofa bed (set up as a double or 2 singles). A relaxing bathroom offers a shower, bathtub, and Chianti views. Outside, a terrace in the gravel garden awaits for your evenings. Perfect for experiencing authentic Tuscany!
LocationFamilyWalkability
4.96 out of 5 average rating, 330 reviews
My country house: garden, quiet, sun, towers view!
This was my grandparents' house. In one of the rooms, my grandmother gave birth to my father. I won't host you in a "renovated" house for tourists, but I want you to experience what was once my family's home, left authentic in many details. You'll be surrounded by nature and tranquility, and you'll be able to appreciate the view of the towers of San Gimignano. The ideal place to experience nature and tradition. You're welcome!
ValueLocationBreakfast
4.95 out of 5 average rating, 250 reviewsPopular amenities for Poggibonsi house rentals
House rentals with a pool

Casa Luigi Suite with exclusive pool
LocationFamilyLayout
4.95 out of 5 average rating, 121 reviews
Country Rentals - La Canonica
ValueLocationLaundry
4.86 out of 5 average rating, 101 reviews
Borgo Ripostena – n. 8 Casa Vecchia
ValueFamilyQuiet
4.95 out of 5 average rating, 200 reviews
Ancient Barn in Chianti with Pool
ValueLocationNearby
4.89 out of 5 average rating, 125 reviews
Palazzo Monaci - Pool in the Crete Senesi
LocationFamilyComfort
4.96 out of 5 average rating, 138 reviews
Paluffo Torre House
FamilyValueBreakfast
4.89 out of 5 average rating, 81 reviews
Leonardo - Chianti/Siena, Florence, San Gimignano.
FamilyValueBreakfast
4.97 out of 5 average rating, 118 reviews
Lovely house in a scenic and paiceful location
ValueLocationEV charging
4.93 out of 5 average rating, 122 reviewsWeekly house rentals

Domus Nannini - Loggia Salimbeni SPA
ValueLocationLong stay
4.96 out of 5 average rating, 156 reviews
Farmhouse in Chianti, Siena Tuscany
ValueFamilyQuiet
4.83 out of 5 average rating, 166 reviews
Secret Garden Siena
LocationValueAmenities
4.98 out of 5 average rating, 218 reviews
Charming converted Hayloft overlooking the Chianti Hills
FamilyValueIndoor spaces
4.97 out of 5 average rating, 305 reviews
Casa Maurino
ValueFamilyBathroom
4.97 out of 5 average rating, 132 reviewsGorgeous Villa with Postcard Views in Historical Florence
FamilyLocationHospitality
4.98 out of 5 average rating, 167 reviews
"La limonaia" - Romantic Suite
ValueLocationSolo travel
4.99 out of 5 average rating, 317 reviews
Raffaella's House nel Chianti
FamilyLocationCondition
4.99 out of 5 average rating, 479 reviewsPrivate house rentals

Beautiful farmhouse in the Chianti panoramic garden
LocationFamilyAmenities
4.96 out of 5 average rating, 47 reviews
The independent Cottage on the Tuscan hills
FamilyLocationBathroom
4.91 out of 5 average rating, 23 reviews
Casa la Scala
ValueFamilyHeating
5.0 out of 5 average rating, 27 reviews
Relaxing Tuscan Country Home with Beautiful Views
ValueLocationAccuracy
5.0 out of 5 average rating, 86 reviews
“At Serena and Lorenzo's apartment"
FamilyLocationAccuracy
4.8 out of 5 average rating, 69 reviews
Private House for 4P – La Capanna Di Azzurra
LocationValueAmenities
4.96 out of 5 average rating, 23 reviews
Poggiolo
LocationFamilyNearby
5.0 out of 5 average rating, 32 reviews
Villa delle Ortensie
FamilyLocationPool
4.98 out of 5 average rating, 43 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





