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Apartment vacation rentals in Radda in Chianti

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Top-rated apartment rentals in Radda in Chianti

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Guest favorite
A charming stone building with a pink facade and tiled roof is surrounded by lush greenery. A decorative balcony and spiral staircase are visible, leading to the upper level. The spacious yard features a stone pathway, along with trees and flowering plants enhancing the tranquil setting.
Apartment in Greve in Chianti

casa mezzomonte Apt Timo

Mezzomonte farmhouse is located in one of the most beautiful areas in Chianti, only 33 Km from Firenze and 30 from Siena. We are on the top of the hill , 2km of unmade road from the main street SS222. The property includes 3 completely independent apartments each with its own private space in the garden. The swimming pool and barbeque area are shared only with the guests of the house. From the house there are paths in the woods and it is possible to reach Panzano, Greve and Lamole

ValueFamilyHospitality

4.92 out of 5 average rating, 132 reviews
Top guest favorite
A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Apartment in Poggibonsi

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment is halfway between Florence and Siena, and is conveniently located for quick access to Florence, Siena, San Gimignano, Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

ValueLocationAir conditioning

4.98 out of 5 average rating, 343 reviews
Top guest favorite
A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.
Apartment in Castelnuovo Berardenga

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

LocationValueKitchen

4.94 out of 5 average rating, 188 reviews
Top guest favorite
A serene garden area is visible, featuring two wooden lounge chairs positioned on lush green grass. Surrounding plants and flowers add a touch of color. The stone house in the background features multiple windows, framed by greenery and terracotta pots.
Apartment in Villa A Sesta

At Paola's in Chianti

My apartment is located in the village of Villa a Sesta, on the ground floor with direct access to the garden, has two bedrooms, one double, the other with bunk beds, two bathrooms, a large kitchen and a living room. The outdoor space is very large and the garden has a large table and armchairs for relaxation, the car can be parked at home, we have a private parking space, arriving in the village you access the house from a small white road (30mt).

FamilyValuePets

4.94 out of 5 average rating, 245 reviews
Top guest favorite
A heated pool is positioned in a landscaped area, surrounded by greenery. The tranquil setting offers panoramic views of rolling hills and vineyards in the distance, enhancing the peaceful atmosphere.
Apartment in Castellina in Chianti

Visit Chianti, Siena, S.Gimignano, Florence

Apartment into Borgo Sicelle Residence, in Chianti area, between Florence, Siena, S.Gimignano. The apartment, 2 people, has a kitchen, sat tv, double bedroom, bathroom with shower. It's on the first floor. Outside, there are shared tables and sun umbrellas. Heated pool until 25 degrees in Spring and Autumn In front of the property there is a restaurant, closed on Wednesday. There is no public transport to reach the property Car is required

ValueLocationGetting around

4.97 out of 5 average rating, 147 reviews
Top guest favorite
Apartment in Castellina in Chianti

Dolce vita in Chianti. Pool and Relaxation

Apartment nestled in the Chianti Classico hills, in the village of Tregole, 5 km from Castellina in Chianti. Private apartment in a typical Tuscan farmhouse. Suitable for those who want to spend a vacation immersed in nature in complete relaxation and silence. Ideal starting point for visiting the most important places in Tuscany. The apartment is equipped with all comforts. Linen and final cleaning are included in the price. Children are welcome

FamilyLocationNearby

4.85 out of 5 average rating, 354 reviews
Top guest favorite
The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.
Apartment in Siena

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

LocationFamilyDecor

4.97 out of 5 average rating, 117 reviews
Top guest favorite
An aerial view reveals the rustic stone farmhouse surrounded by lush greenery and vineyards. The inviting pool is set within a well-maintained garden, complemented by outdoor seating and barbecue areas, offering a peaceful retreat in the heart of the Tuscan countryside.
Apartment in Gavignano

Poggio Massiccioli

Cozy apartment for 4 people furnished in Tuscan style and with exposed beams immersed in the rolling hills of the Tuscan countryside. Guests have access to a furnished garden, free Wi-Fi, a shared swimming pool, a wood-burning oven, a barbecue, and a washing machine. The apartment was converted from a charming 19th-century stone farmhouse, recently renovated in the Tuscan tradition and divided into three comfortable apartments.

LocationValueAccuracy

4.92 out of 5 average rating, 390 reviews
Top guest favorite
A spacious terrace features a seating area with comfortable cushions. A bottle of red wine and a glass are placed on a woven table. The view highlights nearby buildings and greenery, framed under a clear blue sky with scattered clouds.
Apartment in Panzano

Looking at Chianti

"Guardo al Chianti" is a completely new apartment for 4 people, furnished in Tuscan style. It has a beautiful terrace overlooking the famous "Conca d'Oro in Panzano." Panzano is famous for its wines: Chianti Classico and Super Tuscan. There are 22 farms a few kilometers away that offer visits to the cellars and tastings of their wines and oil. The apartment is a short walk from the Coop Supermarket, Pharmacy and town center.

FamilyValueIndoor spaces

4.99 out of 5 average rating, 121 reviews
Top guest favorite
An outdoor pool area is surrounded by olive trees and vineyards, with sun loungers and shaded umbrellas arranged on the deck. Soft sunlight bathes the scene, highlighting the peaceful setting. A gravel path leads around the pool, inviting relaxation amid the natural landscape.
Apartment in Monteriggioni

Comfort Apartment in the Chianti Vineyards

Apartment on the upper floor of the structure characterized by a wonderful view of the Chianti hills, olive groves or the patio. Renovated while maintaining the charm of their ancient walls but adding every comfort. It includes a living room, kitchenette, a double bedroom, a private bathroom with shower, and air conditioning.

ValueLocationCheckout

4.93 out of 5 average rating, 455 reviews
Top guest favorite
A welcoming entryway features a mural depicting a serene landscape framed by arches. Built-in shelves display decorative items and books. Natural light illuminates the wood flooring, while a small globe and a vase with dried plants add subtle warmth to the space.
Apartment in San Gusmè

Casa Guardiavigna | Chianti Hills Vineyard Retreat

The Casa Guardiavigna apartment offers the opportunity to enjoy a unique and extraordinary experience, full of emotions and happiness. Located a stone's throw from the small medieval village of San Gusme' and surrounded by beautiful vineyards, woods and flowery meadows. Free indoor parking with an automatic gate.

ValueFamilyIndoor spaces

4.98 out of 5 average rating, 130 reviews
Guest favorite
A clear swimming pool reflects the sky, surrounded by lounge chairs and sun umbrellas, set against the backdrop of a rustic stone building. Lush greenery completes the serene outdoor space.
Apartment in Castellina in Chianti

Casa Tatini your house in Chianti

Casa Tatini is in the heart of Chianti just 500 meters from Castellina in Chianti in the middle of the vines and nature, to relax in the greenery. The house, equipped with swimming pool, consists of a double bedroom, living room with kitchen and private bathroom.

ValueLocationNearby

4.91 out of 5 average rating, 141 reviews

Popular amenities for Radda in Chianti apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Guest favorite
A well-equipped kitchen area features light cream cabinetry and modern appliances. A wooden dining table is surrounded by white chairs, with a centerpiece of flowers. Natural light filters through the sheer curtains of the window, enhancing the inviting ambiance of the space.
Apartment in Gaiole in Chianti

Casa Martini in Historic Chianti

ValueFamilyCondition

4.88 out of 5 average rating, 154 reviews
Guest favorite
Aerial view of the agriturismo Santa Lucia, showcasing well-maintained grounds surrounded by lush greenery and neatly lined cypress trees. A shared swimming pool is visible at the center, complementing the rustic charm of the old farmhouse and the rolling hills in the background.
Apartment in Asciano

Loggiato 2 Apartment in Tuscany with pool

FamilyValueNearby

4.94 out of 5 average rating, 162 reviews
Guest favorite
A serene pool area is highlighted by lounge chairs set along a stone terrace. The water reflects a golden sunset, providing a tranquil atmosphere. Surrounding greenery adds to the natural beauty, creating a peaceful environment for relaxation.
Apartment in La Presura

Countryhouse 9 kms to Florence-3+2,free park, wine

LocationFamilyView

4.86 out of 5 average rating, 275 reviews
Guest favorite
An outdoor terrace offers seating for four, featuring a table and chairs. The view captures the skyline illuminated against a twilight backdrop, showcasing notable landmarks such as the Torre del Mangia and the Duomo in the distance.
Apartment in Siena

Terrace with a view of Siena

LocationValueTV

4.87 out of 5 average rating, 203 reviews
Top guest favorite
A well-lit space features a spacious bed with a tufted headboard, complemented by soft bedding. An elegant sitting area includes a wooden side table and a modern lamp, with natural light streaming in through a large window adorned with sheer curtains.
Apartment in Siena

Diacceto19 Siena Apartments Int.1

FamilyLocationKitchen

4.98 out of 5 average rating, 445 reviews
Top guest favorite
A modern dining area features a large wooden table surrounded by sleek black chairs, with expansive glass walls offering views of the surrounding hills and city. The space is well-lit by hanging pendant lights, creating a bright and inviting environment.
Apartment in Florence

Rooftop with Breathtaking Views. Short Walk to The Duomo.

LocationFamilyKitchen

4.96 out of 5 average rating, 399 reviews
Top guest favorite
A light-filled living area features curved ceilings and large arched windows opening to a garden. A comfortable armchair and a striped sofa are arranged around a neutral coffee table. Bookshelves line the walls, displaying an assortment of decorative items and books.
Apartment in Santo Spirito

Wonderful house with garden

FamilyValueCondition

4.98 out of 5 average rating, 275 reviews
Guest favorite
A serene bedroom features two single beds that can be combined into a double, complemented by soft pillows and warm bedding. Natural light filters through the window, adorned with patterned curtains. Rustic decor includes wooden accents and artwork on the walls, enhancing the inviting atmosphere.
Apartment in Radda in Chianti

The Chianti Cabin

FamilyValueSleep quality

4.96 out of 5 average rating, 67 reviews

Private apartment rentals

Guest favorite
A well-equipped kitchen features wooden cabinetry and exposed beams. Copper pots are hung on a rack, complementing tile countertops. A doorway opens to outdoor views, allowing natural light to illuminate the space.
Apartment in Castellina in Chianti

Apartment T4

ValueFamilyHeating

4.87 out of 5 average rating, 79 reviews
Guest favorite
An outdoor terrace is shown, featuring a round table surrounded by four metal chairs. Lush flowers in terracotta pots add color along the stone wall. A large umbrella is positioned next to the table, and the landscape of rolling hills is visible in the background.
Apartment in Radda in Chianti

a terrace overlooking Chianti

FamilyLocationPets

4.91 out of 5 average rating, 82 reviews
Guest favorite
Apartment in Castellina in Chianti

The Farmhouse in Chianti-IlVillinoFarmhouse

FamilyLocationGetting around

4.89 out of 5 average rating, 35 reviews
Guest favorite
Apartment in Radda in Chianti

La Terrazza

LocationValueCondition

4.89 out of 5 average rating, 38 reviews
Top guest favorite
The living area features a gray sofa adorned with a soft throw, complemented by decorative cushions. A small side table holds a tray with champagne glasses and a bottle. Natural light filters through large glass doors leading to the garden, framed by light curtains.
Apartment in Greve in Chianti

Gilda's house

ValueLocationHospitality

4.98 out of 5 average rating, 82 reviews
Top guest favorite
Apartment in Barberino Val d'Elsa

Lorenzo Charme in Chianti

FamilyLocationAccuracy

5.0 out of 5 average rating, 28 reviews
Superhost
Apartment in Bossi

Villino Ersilia Music, the charm of Chianti

FamilyLocationHospitality

5.0 out of 5 average rating, 4 reviews
Guest favorite
Apartment in Radda in Chianti

Girasole at Ceperano

FamilyLocationComfort

5.0 out of 5 average rating, 8 reviews

Apartment rentals with a hot tub

Guest favorite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Apartment in Monteroni d'Arbia

"Red Rose" apartment with view of Siena.

FamilyLocationLong stay

4.94 out of 5 average rating, 288 reviews
Guest favorite
A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.
Apartment in Siena

Villa'Colombaiolo di Marciano', 28

LocationValueBathroom

4.91 out of 5 average rating, 149 reviews
Superhost
Apartment in Florence

Healthy Home | Duomo • Jacuzzi & Green Oasis

ValueFamilyCheck-in

4.89 out of 5 average rating, 102 reviews
Top guest favorite
An expansive terrace features a large table surrounded by black chairs, offering a panoramic view of the city. Bright green lounge chairs provide a spot for relaxation. Decorative tiles enhance the visual appeal against a backdrop of historic architecture and blue skies.
Apartment in Florence

At the top faboulous terrace Florence

FamilyLocationAccess

4.83 out of 5 average rating, 166 reviews
Guest favorite
A serene garden scene features a table set with a floral-patterned teapot and matching cups. Lush greenery surrounds the area, with terracotta pots and vibrant flowers enhancing the natural setting. The space is bathed in soft sunlight, providing a tranquil outdoor retreat.
Apartment in Florence

Apartment with garden and parking

ValueLocationBreakfast

4.89 out of 5 average rating, 371 reviews
Top guest favorite
A living area is presented with a light-colored sofa and a glass coffee table on a patterned rug. Walls are adorned with framed artwork, and a large television is positioned in a wooden cabinet. Double doors lead to an outdoor space, enhancing natural light.
Apartment in Florence

Fully renovated exclusive apartment in Villa

FamilyValueWalkability

4.99 out of 5 average rating, 102 reviews
Top guest favorite
The living area features a stylish design with a dark gray sofa and two deep red armchairs. A round glass table sits on a marble floor, enhanced by natural light from the two windows with light curtains. A decorative mirror and elegant light fixtures adorn the walls.
Apartment in Siena

Domus Nannini - L'Arco di Matteotti Spa

ValueLocationDecor

4.98 out of 5 average rating, 107 reviews
Top guest favorite
Apartment in Florence

Nadja's Home with hot tub - perfect for couples

LocationValueLong stay

4.82 out of 5 average rating, 495 reviews

Destinations to explore