
House vacation rentals in Strada In Chianti
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Top-rated house rentals in Strada In Chianti
Guests agree: these houses 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!
FamilyValueBathroom
4.97 out of 5 average rating, 198 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.
FamilyLocationIndoor spaces
4.99 out of 5 average rating, 115 reviews
Love in Chianti
Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️
LocationFamilyKitchen
4.96 out of 5 average rating, 247 reviews
TREEhouse/casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.
LocationFamilyOutdoor spaces
4.88 out of 5 average rating, 821 reviews
Podere Solatio - Tuscany Hills next to Florence
CIN: IT048022C2I7T2RD2G - Large and bright Villa just 10 km from the center of Florence, recently renovated, equipped with heating and air conditioning. With its 5 double bedrooms, it can comfortably accommodate 9/10 people. The villa, surrounded by a large olive grove, has a cool loggia where you can dine while enjoying the view. It is located at the gates of Impruneta, a town famous for its beautiful square with a 16th-century loggia. An ideal base for visiting Florence and Tuscany.
FamilyLocationOutdoor spaces
4.97 out of 5 average rating, 146 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.
LocationValueGetting around
5.0 out of 5 average rating, 233 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.
LocationFamilyGetting around
4.98 out of 5 average rating, 244 reviews
Casa del Gelsomosino
Beautifully renovated, Casa del Gelsomino is a section of a Tuscan farmhouse dating back to the early 19th century, surrounded by the greenery of the countryside in the hills of Chianti. Entrance, large living room with fully equipped kitchen, double bedroom with wardrobe, bathroom. Wifi, TV, dishwasher, washing machine, mosquito nets, blackout shades, railings, double entrance door. A double sofa bed and a bed for children up to 3 years old are available. Private parking.
LocationFamilyView
4.87 out of 5 average rating, 111 reviews
Casa Giulia di Sopra Farmhouse
The CASA GIULIA DI SOPRA apartment, renovated in 2022 and located on the first floor, is a portion of an ancient farmhouse located in the heart of Chianti Classico. It is surrounded by the vineyards of Villa Calcinaia, an estate owned by the Capponi Counts since 1524. The apartment is 130 meters away from the shared swimming pool, open from May to October. The apartment has an outdoor area with a table and chairs where guests can dine and enjoy a glass of wine at sunset.
FamilyLocationSleep quality
4.95 out of 5 average rating, 106 reviews
BOBO SUITE Relax in the Chianti Classico Gallo Nero
This is a beautiful apartment located a few kilometers from Florence (19km) where you can enjoy a completely private panoramic swimming pool open from April to October... not shared with anyone... The accommodation is a recently renovated open space consisting of an entrance hall, kitchen, bathroom with whirlpool, bedroom... the TV is also with Netflix. The tourist tax of €1.50 per person... and in the period from June 1 to October 31 the rate is €2.00
FamilyValueLong stay
4.96 out of 5 average rating, 157 reviews
“il colle” nice house surrounded by vineyard
From a portion of the farmhouse, we have created a small and charming apartment. The garden is partly exclusive and partly shared with my family who live in the other part of the house. The pool is for the exclusive use of guests. The owner Gregorio, a sports lover, offers free bike tours in the Tuscan countryside!!! Surrounded by vineyards and woods, it offers a situation of extreme peace. A few minutes away from the center of Strada in Chianti
LocationFamilyAmenities
4.97 out of 5 average rating, 113 reviews
"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.
ValueLocationLayout
4.99 out of 5 average rating, 320 reviewsPopular amenities for Strada In Chianti house rentals
House rentals with a pool

Infinity pool in Chianti 1
LocationFamilyCheck-in
5.0 out of 5 average rating, 143 reviews
Palazzo Monaci - Pool in the Crete Senesi
FamilyValueIndoor spaces
4.96 out of 5 average rating, 142 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
FamilyValueCheck-in
4.91 out of 5 average rating, 128 reviews
Cercis - La Palmierina
ValueFamilyGetting around
4.96 out of 5 average rating, 147 reviews
Casetta Melograno - Cozy farmhouse in Chianti
ValueFamilyOutdoor spaces
4.95 out of 5 average rating, 182 reviews
La Nepitella Old Barn House, Florence
FamilyValueHiking
4.84 out of 5 average rating, 289 reviews
Old Barn very close to Florence
LocationFamilyWifi
4.96 out of 5 average rating, 157 reviews
Ancient Barn in Chianti with Pool
LocationFamilyLayout
4.89 out of 5 average rating, 125 reviewsWeekly house rentals

Charming converted Hayloft overlooking the Chianti Hills
FamilyValueQuiet
4.97 out of 5 average rating, 308 reviews
Tuscan Villa 15 min from Florence, Parking, Garden
FamilyLocationIndoor spaces
4.97 out of 5 average rating, 143 reviews
La Casa di Nada - Suite
FamilyLocationShared spaces
4.9 out of 5 average rating, 201 reviews
Tiny romantic tower on the hills of Florence
FamilyLocationLaundry
4.98 out of 5 average rating, 186 reviews
Domus Nannini - Loggia Salimbeni SPA
ValueFamilyBathroom
4.96 out of 5 average rating, 156 reviews
Country house a stone's throw from Florence
FamilyValueParking
4.89 out of 5 average rating, 161 reviews
[Lungarno] Prestigious apartment with a view
ValueFamilyKitchen
4.98 out of 5 average rating, 129 reviews
Oasi Fiorentina with garden near the city center
LocationValueSleep quality
4.98 out of 5 average rating, 139 reviewsPrivate house rentals

Relaxation and comfort in the hills of Florence
FamilyLocationOutdoor spaces
4.98 out of 5 average rating, 89 reviews
Beautiful villa in Chianti, panoramic garden
FamilyLocationNearby
4.96 out of 5 average rating, 47 reviews
Peaceful and Relaxing Tuscan Retreat with Views
ValueLocationQuiet
5.0 out of 5 average rating, 90 reviews
Villa with pool in the heart of Chianti | Florence
FamilyViewCleanliness
5.0 out of 5 average rating, 4 reviews
Casina delle Muracce (Little House of Muracce)
ValueLocationPets
4.94 out of 5 average rating, 79 reviews
Chianti Home near Florence
ValueFamilyComfort
4.95 out of 5 average rating, 21 reviews
Villa Carla – Florence View, Tennis & Hot Tub
LocationValueOutdoor spaces
5.0 out of 5 average rating, 15 reviews
Poggio Pancole – Chianti House
LocationSleep qualityKitchen
4.71 out of 5 average rating, 14 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)
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden
- Porta Elisa





