Holiday home rentals in Greve in Chianti

Holiday home in loc. Simignano

A charming rustic farmhouse is set against a dramatic sky, framed by lush green trees. The exterior features warm-toned walls and a tiled roof, while a spacious yard includes seating arrangements for outdoor relaxation, inviting guests to enjoy the serene countryside.

Casa al Gianni - Oak

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

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4.93 out of 5 average rating, 244 reviews

Holiday home in Poggibonsi

An aerial view captures a charming Tuscan farmhouse nestled within lush green vineyards and rolling hills. The property features a rustic stone exterior and a terracotta roof, complemented by surrounding greenery and a clear blue sky.

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

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4.94 out of 5 average rating, 205 reviews

Holiday home in Sovicille

An aerial view captures the serene layout of the estate, surrounded by lush greenery and rolling hills. The inviting pool is situated centrally, accompanied by sun loungers. Stone buildings harmonize with the natural landscape, reflecting the tranquil beauty of the Montagnola Senese.

Podere La Castellina - No. 1 COTTAGE

Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

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4.97 out of 5 average rating, 160 reviews

Holiday home in Badia a Passignano

An aerial view captures the historic castle surrounded by lush green hills and vineyards. The impressive structure features tall towers and ornate architecture, set amid manicured gardens and tree-lined pathways, reflecting the beauty of the Chianti landscape.

Chianti Craft House Badia a Passignano

Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area

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5.0 out of 5 average rating, 121 reviews

Holiday home in Petrignano

Fontarcella, H&R- mediterranean home with jacuzzi

Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

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4.98 out of 5 average rating, 166 reviews

4.88 out of 5 average rating, 221 reviews

Holiday home in Reggello

Barrel Suite Tuscany • Hot Tub • Vineyard View

Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.

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Holiday home in Monticchiello

An outdoor seating area features a small table surrounded by two chairs, adorned with a light breakfast setup. The stone facade of the house is complemented by climbing vines and a bright flower arrangement, inviting guests to enjoy the fresh air.

In Tuscany Rooms

**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

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4.96 out of 5 average rating, 137 reviews

Holiday home in Rosennano

An expansive window offers a breathtaking view of rolling hills and valleys, extending into the distant horizon. A small table with a laptop is positioned in front, accompanied by a white chair. Soft light fills the inviting space, emphasizing the serene landscape outside.

La Loggia. House with pool and stunning view

LA LOGGIA House, renovated in 2015, is a large independent apartment, ideal to be rented by those who love nature, tranquility and peace of these uncontaminated places immersed in nature. The apartment is characterized by a huge window overlooking the valley where you can enjoy one of the most spectacular views in the region. The view that can be admired from LA LOGGIA spans more than 60 km on the Chianti and the Crete Senesi.

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4.99 out of 5 average rating, 102 reviews

4.83 out of 5 average rating, 195 reviews

Casa Gallo Nero - intimacy in the heart of Chianti

Large studio apartment of about 45 square meters in a quiet area within walking distance of the center of Greve in Chianti. Ideal accommodation for 2 people and usable for up to 4 thanks to a comfortable sofa bed. Casa Gallo Nero consists of: - kitchenette equipped with everything you need - one large room with a double bed and a sofa bed, separated by the TV stand with a large-screen TV - bathroom with shower

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Holiday home in Dimezzano

[Authentic StoneHouse]Jacuzzi & Viewpool Apartment

Nestled in a medieval village in the heart of Chianti, this exclusive historical apartment blends Tuscan charm with refined contemporary design. Enjoy a panoramic pool overlooking the hills, multiple terraces, and a unique hot tub Jacuzzi suite and bathroom carved in travertine. Designed for two, it’s the perfect place to slow down, reconnect, and experience Tuscany in total peace.

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4.89 out of 5 average rating, 320 reviews

A terrace is showcased, featuring a wooden table accompanied by white chairs. The scene includes expansive views of rolling hills and vineyards, framed by tall cypress trees. The sky reveals warm sunset hues, creating a serene atmosphere.

4.9 out of 5 average rating, 130 reviews

Stunning Tuscan apartment for 2

This apartment - tucked away privately and enjoying a stunning view from its terrace - is part of an 'agriturismo' farm which produces organic Chianti Classico. Spacious and light, it has 1 double bedroom, 1 sitting room, 1 bathroom and a kitchen.

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Holiday home in Panzano in Chianti

The image captures a serene outdoor setting featuring a swimming pool surrounded by a well-maintained lawn. Several sun loungers positioned around the pool invite relaxation, while the rustic house and lush greenery complete the idyllic scene.

Fienile Santa Teresa

For a peaceful time immerse yourself in typical rural Tuscan life at this excl. guest barn surrounded by vineyards & olives groves lying between Florence & Siena. Please ask for special offers during the off season and for long term stays!

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4.98 out of 5 average rating, 174 reviews

Popular amenities for holiday home rentals in Greve in Chianti

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly holiday home rentals

Holiday home in Rignano sull'Arno

The exterior of a traditional stone farmhouse is showcased, featuring wooden shutters and a central arched doorway. A well-maintained garden with green grass surrounds the building, complemented by potted plants and scenic views of the nearby hills.

Tuscan Country house with panoramic pool

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4.89 out of 5 average rating, 132 reviews

Holiday home in Chiusi della Verna

An ancient stone farmhouse with a rustic red-tiled roof is surrounded by lush greenery. The building sits within a mountainous landscape, framed by trees. The open sky above reveals soft clouds and sunlight, hinting at the serene atmosphere of the rural environment.

Experience rustic off-grid life in the wilderness

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4.97 out of 5 average rating, 157 reviews

4.92 out of 5 average rating, 145 reviews

A stone-paved courtyard features a rustic house with weathered yellow walls and green shuttered windows. A small table with chairs is set under the sun, surrounded by potted plants, creating an inviting outdoor space for guests to enjoy the fresh air.

Holiday home in Fiesole

[Florence Hills] Tuscan house with parking space

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4.91 out of 5 average rating, 186 reviews

Holiday home in Vaglia

House of Poggio al Vico

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4.93 out of 5 average rating, 143 reviews

An outdoor area is presented, featuring a stone-paved patio with several potted plants. The entrance to the house is framed by arched doors, which open to a cozy seating arrangement. Views of the surrounding landscape are visible in the background.

Holiday home in Faella

Tuscan farmhouse with pool, surrounded by greenery

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A spacious terrace is showcased, featuring several wrought iron tables and chairs under yellow striped umbrellas. A clay pot filled with greenery sits prominently, while a scenic view of surrounding rooftops and distant hills is visible in the background.

4.71 out of 5 average rating, 106 reviews

3 Bdrs Apt M in a Old Pasta Factory

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The exterior of the villa is framed by lush greenery and palm trees, featuring a private pool surrounded by lounge chairs. A stone table and several chairs are positioned nearby, offering a shaded area for relaxation. The building's charming facade is highlighted against a clear blue sky.

4.9 out of 5 average rating, 29 reviews

Il Castellaccio Villa

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Holiday home in Gavinana-Galluzzo

The image captures a panoramic view of the Maze Garden, featuring neatly trimmed hedge shapes and terracotta pots surrounded by lush greenery. The vibrant foliage contrasts against the clear blue sky, with distant trees and a landscape hinting at the natural beauty of the Tuscan countryside.

Unique, views on Maze Garden, shared pool, parking

ValueFamilyNearby

4.96 out of 5 average rating, 24 reviews

Holiday home rentals with a patio

Holiday home in Monteroni d'Arbia

A bright bedroom features a spacious bed with light linens and a decorative throw. Natural light enters through open double windows, revealing a private terrace. A television and a small desk with a chair are present, while two bedside tables with lamps offer soft lighting.

White lily with a view of Siena

LocationFamilyShared spaces

4.92 out of 5 average rating, 112 reviews

Holiday home in Chianciano Terme

A person interacts with a falcon, demonstrating the connection between humans and raptors. The background features a natural landscape with greenery, and additional animals can be seen grazing in the distance. The setting showcases an engaging outdoor experience in a tranquil environment.

The Eagle and the Olive Tree

LocationFamilyHospitality

5.0 out of 5 average rating, 127 reviews

Holiday home in Bagno A Ripoli

A charming kitchen area is highlighted by wooden cabinetry and a white tiled backsplash. A dining table with chairs is positioned prominently, accompanied by a decorative tray. Kitchen appliances, including a stove and sink, are present, alongside various utensils and cookware.

I Rosai apartment on the Florentine hills

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4.9 out of 5 average rating, 270 reviews

Holiday home in San Marco

A well-lit bedroom features a spacious bed with fresh linens and neatly arranged towels. Nightstands with lamps are positioned on either side of the bed, and a framed painting adorns the wall above, contributing to the room's calm ambiance.

City Centre Patio - 10 mins to Duomo

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4.8 out of 5 average rating, 148 reviews

4.92 out of 5 average rating, 114 reviews

A spacious sleeping area features a decorative bed with light-colored bedding and plush pillows. Soft towels are neatly arranged at the foot of the bed. Natural light filters through a window adorned with dark curtains, highlighting the room's rustic charm.

Holiday home in Pienza

Pienzalettings

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Holiday home in Radda in Chianti

The historic farmhouse is surrounded by tall, ancient cypress trees and lush greenery. A gravel patio with outdoor seating is visible in the foreground, leading to an inviting garden area. The sky is clear with scattered clouds, creating a bright and welcoming ambiance.

Tuscany Country House, Central Chianti, Pano Views

FamilyValueAir conditioning

4.98 out of 5 average rating, 46 reviews

Holiday home in Monticchiello

A rustic stone house is set amidst lush greenery, featuring large windows that invite natural light. The structure includes a covered terrace adorned with climbing plants, providing an inviting outdoor space. The surrounding lawn is well-maintained, contributing to a peaceful rural setting.

Elegant farmhouse overlooking Pienza

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5.0 out of 5 average rating, 36 reviews

Holiday home in Monteroni d'Arbia

An elegant dining area is centered around a large wooden table surrounded by soft, upholstered chairs. Beams of natural light filter through skylights and windows, highlighting the warm wooden ceiling and contemporary kitchen space in the background.

Tuja

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5.0 out of 5 average rating, 35 reviews

Holiday home rentals with a washing machine and dryer

Holiday home in Santo Spirito

4BR • Luxury Palazzo • Iconic Views • Pitti Palace

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4.97 out of 5 average rating, 144 reviews

4.94 out of 5 average rating, 100 reviews

An inviting living space features a terracotta sofa alongside a wooden dining table with four white chairs. A television is mounted on the wall, and natural light illuminates the room. Decorative elements include a hanging light and a plant in the corner.

Holiday home in Florence

Zen Island downtown Florence, new apartment for 6

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Holiday home in Montespertoli

A panoramic view captures a hillside town featuring a historic tower, surrounded by lush greenery and rolling vineyards. The landscape displays a blend of trees, fields, and distant hills under a clear sky, showcasing the natural beauty of the Tuscan countryside.

Chianti Panorama | House with 3 En-Suite Bathrooms

LocationValueSleep quality

4.95 out of 5 average rating, 146 reviews

4.91 out of 5 average rating, 356 reviews

A spacious living area is highlighted by large windows, allowing natural light to fill the room. Elegant furnishings include a comfortable gray sofa, a round dining table with four chairs, and a cozy reading nook, creating a welcoming atmosphere for relaxation and socializing.

Holiday home in Florence

Melarancio Residence

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4.74 out of 5 average rating, 144 reviews

Holiday home in Centro

Duomo Charme – A few steps from the Duomo

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4.95 out of 5 average rating, 307 reviews

A bright kitchen-living room features wooden cabinetry and a traditional stove. A dining table with white chairs is set beside two windows that offer natural light. Traditional tiles adorn the walls, complementing the rustic charm of the wooden beams on the ceiling.

Holiday home in Sorana

Tuscan Nature Views From Casa Gave

ValueFamilyCleanliness

4.95 out of 5 average rating, 114 reviews

A living area is featured with a plush red sofa positioned across from a marble coffee table. Large windows open to a lush garden, allowing natural light to illuminate the space. Wooden cabinetry is visible in the background, complementing the neutral tones of the decor.

Holiday home in Florence

SMN Luxury Secret Garden View

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