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

Nightly prices starting at
Pontassieve vacation rentals start at G$12,554 GYD per night before taxes and fees

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

4.9 Average rating
Pontassieve stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Pontassieve
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
LocationFamilyDecor
4.97 out of 5 average rating, 308 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.
ValueFamilyNearby
4.99 out of 5 average rating, 115 reviews
Tuscan Villa 15 min from Florence, Parking, Garden
Relax in the rustic comfort of a Tuscan farmhouse and experience authentic Italian living in the Florentine countryside, just a 15 minute drive from the city. Set in a quiet residential countryside area on the hills of Fiesole, the property offers a peaceful stay surrounded by olive trees, a garden and unforgettable sunsets. The farmhouse dates back to the 14th century and was part of a traditional Tuscan estate. Having a car is essential to reach the house and to move around during your stay
FamilyLocationComfort
4.97 out of 5 average rating, 143 reviews
The MOONLIT & SUNNY COTTAGE near Florence
IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.
ValueLocationLayout
5.0 out of 5 average rating, 281 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.
FamilyLocationOutdoor spaces
4.88 out of 5 average rating, 821 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.
ValueFamilyBathroom
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.
FamilyValueAccuracy
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.
LocationValueBathroom
4.87 out of 5 average rating, 110 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.
LocationFamilyCleanliness
4.95 out of 5 average rating, 106 reviews
Ancient Tuscan Rural Residence
An elegant independent peaceful panoramic rustic residence nestled amidts the scenic and gently rolling hills in Tuscany . This beautiful property is the ideal destination for those who want to experience and enjoy true Italian country living, recommended for families. PRIVATE SWIMMING POOL (which is located a few tens of meters from the villa in its own land ) and JACUZZI (located in the garden of the villa ) are open for our guests from June until the end of October.
LocationValueHot tub
4.85 out of 5 average rating, 124 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.
ValueLocationOutdoor spaces
4.99 out of 5 average rating, 320 reviewsGorgeous Villa with Postcard Views in Historical Florence
Share a bottle of Chianti on a flagstone terrace with a view of cypresses on rolling hills. This classic private villa is steeped in Old World charm—and inside it's a showpiece of contemporary design with an ultramodern kitchen and marble-tiled bathrooms. Enjoy the best of both worlds in Florence, close enough to walk to everything, far enough away to have solitude.
ValueFamilyLaundry
4.98 out of 5 average rating, 168 reviewsPopular amenities for Pontassieve house rentals
House rentals with a pool

Infinity pool in Chianti 1
FamilyLocationWalkability
5.0 out of 5 average rating, 143 reviews
Infinity view
ValueFamilyIndoor spaces
4.88 out of 5 average rating, 204 reviews
Cercis - La Palmierina
LocationFamilyAccess
4.96 out of 5 average rating, 147 reviews
La Nepitella Old Barn House, Florence
ValueLocationRiver
4.84 out of 5 average rating, 289 reviews
Casetta Melograno - Cozy farmhouse in Chianti
ValueFamilyQuiet
4.95 out of 5 average rating, 182 reviews
Country House w/ heated Pool near the City Centre
FamilyLocationBathroom
4.82 out of 5 average rating, 163 reviews
Casa Macchia /Florence charming villa private Pool
FamilyLocationAir conditioning
4.96 out of 5 average rating, 102 reviews
Villa Lolù with private heated swimming-pool
FamilyLocationGetting around
4.98 out of 5 average rating, 160 reviewsWeekly house rentals

Love in Chianti
LocationFamilyLayout
4.96 out of 5 average rating, 246 reviews
Alla Limonaia: exclusive loft with jacuzzi
ValueLocationBathroom
4.91 out of 5 average rating, 144 reviews
Oasi Fiorentina with garden near the city center
ValueFamilyLayout
4.98 out of 5 average rating, 139 reviews
Podere I Rovai-apt IL RIFUGIO-in the heart Tuscany
ValueFamilyBiking
4.92 out of 5 average rating, 159 reviews
LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-
LocationValueLong stay
4.92 out of 5 average rating, 157 reviews
Casa del Giardino
LocationFamilyBiking
4.95 out of 5 average rating, 512 reviews
Domus Nannini - Loggia Salimbeni SPA
ValueLocationGetting around
4.96 out of 5 average rating, 156 reviews
A view on the bridge
LocationComfortBathroom
4.8 out of 5 average rating, 15 reviewsPrivate house rentals

“Antica Stalla” apartment
LocationAmenitiesAccuracy
5.0 out of 5 average rating, 16 reviews
Peaceful and Relaxing Tuscan Retreat with Views
FamilyLocationSleep quality
5.0 out of 5 average rating, 90 reviews
Beautiful villa in Chianti, panoramic garden
LocationFamilySleep quality
4.96 out of 5 average rating, 47 reviews
Villa Beatrice with Exclusive Garden
LocationFamilyCleanliness
5.0 out of 5 average rating, 11 reviews
I Palpiti - Dream Villa in the heart of Florence
ValueFamilyDecor
5.0 out of 5 average rating, 8 reviews
"Il Campanile" House
LocationFamilyOutdoor spaces
4.95 out of 5 average rating, 22 reviews
Lucia's Barn
LocationFamilyBathroom
4.99 out of 5 average rating, 77 reviews
Casa Spiano
LocationLaundryBreakfast
5.0 out of 5 average rating, 10 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza Maggiore
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden
- Autodromo Enzo e Dino Ferrari
- Porta Elisa
- Stadio Artemio Franchi





