House holiday rentals in Cerreto Guidi

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Top-rated house rentals in Cerreto Guidi

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Top Guest favourite

Home in Greve in Chianti

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.

LocationFamilyParking

4.99 out of 5 average rating, 113 reviews

Top Guest favourite

A bright and airy living space features a green sofa and a wall adorned with a modern art piece depicting a cityscape. Natural light enters through a nearby door, while decorative plants add a touch of greenery to the interior.

Home in Cerreto Guidi

Live Tuscany with Casa Clara

🌾 Want to experience Tuscany? Casa Clara welcomes you to Cerreto Guidi, in the heart of a region rich in history, art, and tradition. 🏛 Just a short walk away is the Villa Medicea (UNESCO World Heritage), and nearby is Vinci, the birthplace of Leonardo da Vinci. 📍 Thanks to its strategic location, the house is an ideal base to visit Florence, Pisa, and Lucca 🏡 The spacious and bright accommodation offers comfort and tranquility Suitable for couples, families, small groups, and business stays

LocationFamilyDecor

4.89 out of 5 average rating, 218 reviews

Superhost

A unique treehouse is highlighted among vibrant green grass adorned with clusters of purple flowers. Towering trees provide shade, and the structure features a deck that overlooks the surrounding natural landscape, inviting a sense of tranquility and harmony with nature.

Home in Galluzzo

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.

FamilyLocationBreakfast

4.88 out of 5 average rating, 820 reviews

Top Guest favourite

The exterior of the cottage is surrounded by greenery, featuring a sunlit terrace with a dining table and umbrella. Potted plants add color to the entrance, while the rustic charm of the stone and tiled details enhances the natural setting.

Home in Vaiano

Tuscan cottages in an ancient villa with a garden

The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

ValueLocationEV charging

4.99 out of 5 average rating, 290 reviews

Top Guest favourite

A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.

Home in San Casciano In Val di Pesa

The Chianti Classico Sunset

If you are looking for an idyllic location in the heart of the Chianti Classico region, 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 commanding position with an amazing view, where you can enjoy breathtaking sunsets. The complete privacy of the house, the cozy garden, and the large loggia allow you to enjoy your stay in total tranquility. Our reviews are your best guarantee.

ValueFamilySleep quality

4.98 out of 5 average rating, 242 reviews

Top Guest favourite

An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.

Home in Gambassi Terme

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.

FamilyLocationWi-Fi

5.0 out of 5 average rating, 232 reviews

Top Guest favourite

The charming stone house showcases traditional Tuscan architecture, surrounded by lush greenery, including an olive tree. A small seating area with table and chairs is visible on the patio, offering a serene outdoor space. A clean, gravel driveway leads to the entrance.

Home in Tigliano

Il Fienile di Tigliano (former barn in Vinci-Florence)

The Fienile is a typical Tuscan stone house, of about 55 square meters with a large private garden (350 sq.m.), a Jacuzzi that can be used all year round, wi-fi, air conditioning. Everything is for your exclusive use. it is located in a small village, near Vinci, a few km from the birthplace of Leonardo da Vinci, surrounded by olive trees, in the green Tuscan hills. The house is an ex-barn, recently renovated. A charming, intimate, welcoming and relaxing place.

ValueLocationHot tub

4.96 out of 5 average rating, 221 reviews

Guest favourite

A charming house is framed by lush greenery, with several trees dotting the manicured lawn. The exterior features warm tones, complemented by a covered porch area. Various plants provide a natural ambiance, enhancing the serene outdoor space.

Home in Montespertoli

I Limoni Apartment in Tuscany

In the Chianti hills between Florence Siena rich in history and evocative natural sceneries, the cradle of civilizations that have left an artistic and cultural heritage of unparalleled value, surrounded by unspoiled nature luxuriant vineyards cultivated as gardens, centuries-old olive groves, imposing cypresses, is the "VillaBassa" farm is located. easily accessible Florence 30 min Pisa 50 min Siena 50 min S.Gimignano 30 min Monteriggioni 45 min

ValueFamilyCondition

4.84 out of 5 average rating, 148 reviews

Superhost

Home in Barberino Tavarnelle

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 🌷

LocationValueCheck-in

4.87 out of 5 average rating, 215 reviews

Guest favourite

A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.

Home in Fiesole

"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.

ValueLocationParking

4.99 out of 5 average rating, 317 reviews

Guest favourite

A rustic villa features large glass panels that offer views of the surrounding greenery. The spacious outdoor patio area is equipped with a dining set and lounge chairs. Towering trees and well-maintained grass frame the property under a bright blue sky, enhancing the serene countryside setting.

Home in San Miniato

Lovely house in a scenic and paiceful location

This beautiful house is nestled in a quiet and panoramic location, making it the perfect spot to get away from it all. With three bedrooms, three bathrooms, and room for up to six guests, this is the perfect place for a group of friends or a large family to call home while exploring Tuscany. Spend your days hiking the picturesque landscape, wandering through charming villages, or simply relaxing in the lovely gardens of the house.

ValueLocationCleanliness

4.93 out of 5 average rating, 122 reviews

Top Guest favourite

A terrace overlooking the coastline is equipped with a large umbrella, sun loungers, and a small pool. The rocky coastline and clear blue water are visible, while lush greenery frames the outdoor area, creating a serene environment for relaxation.

Home in Rosignano Marittimo

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.

LocationFamilyParks

4.95 out of 5 average rating, 107 reviews