
House vacation rentals in Chianni
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Quick stats about house rentals in Chianni

Nightly prices starting at
Chianni vacation rentals start at G$27,211 GYD per night before taxes and fees

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Over 30 verified reviews to help you choose

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

5 Average rating
Chianni stays are highly rated by guests—averaging 5 out of 5!
Top-rated house rentals in Chianni
Guests agree: these houses are highly rated for location, cleanliness, and more.

Charming converted Hayloft overlooking the Chianti Hills
Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available
LocationValueHospitality
4.97 out of 5 average rating, 308 reviews
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.
FamilyLocationWalkability
5.0 out of 5 average rating, 143 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!
LocationFamilyHot tub
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.
ValueFamilyView
4.99 out of 5 average rating, 115 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.
ValueLocationComfort
4.98 out of 5 average rating, 244 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.
FamilyLocationCheck-in
4.95 out of 5 average rating, 106 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.
FamilyLocationCleanliness
4.9 out of 5 average rating, 136 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 🌷
LocationValueGetting around
4.87 out of 5 average rating, 217 reviews
Frontemare house with exclusive sea access
Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.
FamilyLocationCheck-in
4.96 out of 5 average rating, 112 reviews
Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
ValueLocationParking
4.96 out of 5 average rating, 147 reviews
Explore Chianti from a Charming Stone House
Awaken in a bedroom with beamed ceilings, open doors to a private garden, and take an early morning dip in the pool. Return to a classically designed house with terra cotta floors, wood-burning fireplace, and bathrooms with exuberant tile work. Casa Marinella is the perfect place to discover Chiantishire. Fully equipped kitchen, AC in each bedroom, private garden and barbecue.
FamilyValueView
4.98 out of 5 average rating, 123 reviewsPopular amenities for Chianni house rentals
House rentals with a pool

Paluffo Torre House
ValueFamilyOutdoor spaces
4.89 out of 5 average rating, 81 reviews
Private Chianti Cottage, Garden & Vineyard Views
LocationFamilySleep quality
4.99 out of 5 average rating, 137 reviews
Palazzo Monaci - Pool in the Crete Senesi
ValueLocationCondition
4.96 out of 5 average rating, 142 reviews
Open space surrounded by nature
FamilyValueHospitality
4.96 out of 5 average rating, 137 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
FamilyLocationQuiet
4.91 out of 5 average rating, 128 reviews
Lovely house in a scenic and paiceful location
FamilyLocationLayout
4.93 out of 5 average rating, 123 reviews
Ancient Barn in Chianti with Pool
FamilyLocationAccuracy
4.89 out of 5 average rating, 125 reviews
Hilltop Views From a Historic Tuscan Home
FamilyValueAccess
4.99 out of 5 average rating, 110 reviewsWeekly house rentals

Costalmandorlo, a rustic home in the heart of Tuscany
FamilyValueAccess
4.91 out of 5 average rating, 126 reviews
Tuscan Villa 15 min from Florence, Parking, Garden
FamilyLocationQuiet
4.97 out of 5 average rating, 143 reviews
Casa Al Poggio in Chianti Shire
LocationValueNearby
4.96 out of 5 average rating, 330 reviews
"La limonaia" - Romantic Suite
LocationValueQuiet
4.99 out of 5 average rating, 320 reviews
Torretta Apartment
LocationValueWalkability
4.96 out of 5 average rating, 129 reviews
The Tower of Corsanello
ValueFamilySleep quality
4.87 out of 5 average rating, 206 reviews
House with a breathless view in Tuscany
FamilyLocationIndoor spaces
4.99 out of 5 average rating, 149 reviews
Love in Chianti
FamilyValuePets
4.96 out of 5 average rating, 246 reviewsPrivate house rentals

Beautiful villa in Chianti, panoramic garden
LocationFamilyCleanliness
4.96 out of 5 average rating, 47 reviews
Peaceful and Relaxing Tuscan Retreat with Views
ValueFamilyCleanliness
5.0 out of 5 average rating, 90 reviews
Villa delle Ortensie
FamilyValueIndoor spaces
4.98 out of 5 average rating, 47 reviews
Margherita: Tuscany views, Pool & Walk to Village
FamilyLocationGetting around
4.89 out of 5 average rating, 36 reviews
Villino Isotta (exclusive private villa)
FamilyValueDecor
4.99 out of 5 average rating, 70 reviews
The Cottage to relax and enjoy
ValueFamilyKitchen
5.0 out of 5 average rating, 23 reviews
Relaxation and comfort in the hills of Florence
LocationFamilyOutdoor spaces
4.98 out of 5 average rating, 89 reviews
Private House for 4P – La Capanna Di Azzurra
FamilyValueAir conditioning
4.96 out of 5 average rating, 27 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
- Cala Violina
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Spiaggia Di Sansone
- Gorgona
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace





