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Vacation home rentals in Casentino

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Top-rated vacation home rentals in Casentino

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Vacation home in Rignano sull'Arno

Holiday Toscany nello Strettoio

Surrounded by the beautiful Tuscan hills, just 30 minutes by train from Florence’s historic city centre, Casale Strettoio is a charming retreat for guests looking for peace, privacy and an authentic Tuscan atmosphere. The apartment is located on the ground floor of one of the oldest homes in Rignano sull’Arno and has recently been carefully renovated, preserving the character and traditional style of the property. The interiors are distinctive, well finished and designed to offer guests a comfortable sense of intimacy and independence. Ideal for 2 adults and 1 child up to 5 years old, the apartment features a cosy 14 m² kitchen-living area with a small one-and-a-half-size sofa bed, refrigerator, electric oven, sink, stovetop, washing machine, dining table and everything needed to prepare and enjoy meals in complete freedom. The bathroom is traditionally built and carefully maintained, with a shower, washbasin and toilet. The sleeping area includes a cosy bedroom with a French bed, a hallway with wardrobe and independent heating, making the apartment suitable for stays during the cooler months as well. One of the most beautiful parts of the property is the swimming pool overlooking the Tuscan hills, next to a relaxing outdoor area where, during the warmer season, guests can enjoy breakfast, lunch or dinner surrounded by peaceful countryside views. The pool may occasionally be shared with members of the owner’s family. Guests also have access to free Wi-Fi, TV, bed linen and towels, sun loungers, a garden and private on-site parking. The location offers the perfect balance between countryside relaxation and easy access to nearby destinations. Rignano sull’Arno is connected by the national railway network, making it easy to reach Florence and explore other beautiful places in Tuscany. Casale Strettoio is an ideal choice for those seeking an authentic, private and peaceful stay in a home full of history and character — a little corner of Tuscany where you can slow down, breathe and enjoy the simple pleasures of life. ...P.S. It 'better to stay at least two nights, thanks!

FamilyValueHospitality

4.89 out of 5 average rating, 377 reviews
Guest favorite
The rustic stone facade of the house features abundant greenery and wisteria blooms cascading from the upper balcony. The entrance is accessible via a stone pathway, and wooden beams frame the windows, enhancing the traditional Tuscan architecture.
Vacation home in San Martino Sopr'Arno

Casa Manu

Characteristic Tuscan stone house immersed in the hills of the province of Arezzo, Tuscany, just restructured, equipped with every comfort. Solarium with outdoor shower. Barbecue grill. Wi-fi. Bed linen, bathroom, kitchen, solarium. Shops at 2 km. Within 70/100 km you can reach the most important sites of interest such as Siena, Florence, Cortona, Perugia, the sanctuary of Verna with the story of St. Francis of Assisi, Sansepolcro and paintings by Piero Della Francesca. Ideal for trekking, for food and wine tourism (in a few kms some of the best wineries in Tuscany can be found), for art and culture enthusiasts.

FamilyLocationBiking

4.92 out of 5 average rating, 132 reviews
Guest favorite
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.
Vacation home in Fiesole

[Florence Hills] Tuscan house with parking space

Our B&B aims to offer a corner of peace and tranquility, easy and quick to get to, in a characteristic renovated Tuscan house just 7 km (25 minutes) from the parking lot in the historical center of Florence. In Borgo Le Palaie you can immerse yourself in the landscape of the Florentine hills among cypresses and olive trees, enjoy the view and visit important vineyards and wineries a short distance away. You can easily get there by car (including a parking space reserved for guests) or by bus, 300 meters away.

LocationFamilyView

4.92 out of 5 average rating, 148 reviews
Guest favorite
Vacation home in Chiaveretto

Tuscan stone farmhouse studio with private terrace

12 km from Arezzo, a delightful studio apartment furnished with care on the ground floor of a typical Tuscan stone farmhouse from the early twentieth century. Surrounded by woods and overlooking a village, the farmhouse is located in a hilly position within a large property of 5 hectares. Through a path immersed in the woods with a pleasant walk you can reach the stream that flows in the valley. Until the end of July approximately (depending on the year) you can take a bath in a small natural pool.

FamilyLocationGetting around

4.94 out of 5 average rating, 134 reviews
Guest favorite
The rustic kitchen area features exposed stone walls and a warm, earthy tone. A small wooden table with two chairs sits adjacent to a red cabinet. A sink with a vintage faucet and decorative items can be seen, complemented by soft lighting from an overhead fixture.
Vacation home in Figline e Incisa Valdarno

Romantic stay at a bio-agritourism in Florence

Escape the crowd and hot of the towns. We are 40 min away from the centre of Florence (consider driving the last 3 km on a narrow winding beautiful countryside road). Be ready for an authentic rural Tuscan lifestyle experience, here the deers graze the fields near the house, you can hear the wild boars grunting and the crickets singing. Healthy food, good wine, a bio sauna and a jacuzzi in the oliveyards; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .

FamilyValueEV charging

4.93 out of 5 average rating, 400 reviews
Guest favorite
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.
Vacation home in Rignano sull'Arno

Tuscan Country house with panoramic pool

Old stone Country House located on the top of an uncontaminated hill in a secluded atmosphere, with stunning 360° panoramas over the hills and the Arno river. Surrounded by private olives grooves, the accommodation offers an ideal mix between peaceful relaxation and opportunities for outdoor activities. With easy access to Florence (18 km) and major arts sites of Tuscan region such as Siena, San Gimignano, Pisa, Lucca, the wine Chianti area and many others landscaping or trekking attractions.

LocationFamilyLaundry

4.89 out of 5 average rating, 132 reviews
Top guest favorite
A modern kitchen space features a marble countertop with two wooden stools. Large windows showcase a scenic view of Florence's rooftops, including the iconic dome, while natural light fills the room. A fruit bowl and coffee maker are included on the counter.
Vacation home in Centro

Breathtaking view from romantic nest in citycenter

Unique and charming attic in the middle of historic center with amazing breathtaking view on the city center. Perfect for a romantic stay in the heart of Florence. Fully windowed on 3/4 walls. Completely renewed with modern design furniture. Powerful A/C, fast wi-fi, fully equipped kitchen. Going downstairs you will immediately be absorbed in the most beautiful area of city center. Attention! Only for young-soul people: 5th FLOOR, NO LIFT, last 2 flights of stairs in a narrow spiral stair.

ValueFamilyGetting around

4.95 out of 5 average rating, 485 reviews
Top guest favorite
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.
Vacation home in Badia a Passignano

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

LocationValueQuiet

5.0 out of 5 average rating, 123 reviews
Guest favorite
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.
Vacation home in Chiusi della Verna

Experience rustic off-grid life in the wilderness

This ancient rustic farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves, the bumpy road and the lack of phone signal offer an authentic off-grid experience. A rare privilege to go into the wild and take a break from urban life and modern conveniences. Hike to the monastery of St.Francis and the sacred forests of La Verna...or simply sit and enjoy the peace of this magical remote place.

FamilyValueParks

4.97 out of 5 average rating, 159 reviews
Guest favorite
Vacation home in Centro

Duomo Charme – A few steps from the Duomo

Experience Florence like a local! Just 100 meters from the Duomo, in a charming 16th-century building, this romantic studio offers a double bed, sofa bed, mini kitchen and bathroom with shower. Typical restaurants, bars and museums are just below the house. A 3-minute walk away, the tram connects directly to the station and airport. Paid parking right in front of the house. Located on the 3rd floor without an elevator: authentic Florentine charm!

ValueFamilySleep quality

4.75 out of 5 average rating, 146 reviews
Superhost
Vacation 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.

LocationFamilyParking

4.88 out of 5 average rating, 230 reviews
Top guest favorite
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.
Vacation home in Rosennano

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.

LocationFamilyPool

4.99 out of 5 average rating, 104 reviews

Popular amenities for Casentino vacation home rentals

Family-friendly vacation home rentals

Top guest favorite
A sparkling swimming pool is framed by a well-maintained garden, equipped with lounge chairs and umbrellas. The stone building rises above the pool area, displaying balconies and surrounded by lush greenery. Clear blue skies are visible overhead.
Vacation home in San Donato

Chianti Penthouse with panoramic View & Pool

LocationValueAmenities

4.98 out of 5 average rating, 174 reviews
Guest favorite
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.
Vacation home in Faella

Tuscan farmhouse with pool surrounded by greenery

LocationFamilyPool

4.93 out of 5 average rating, 146 reviews
Top guest favorite
A scenic view of the surrounding countryside is captured, featuring a private swimming pool bordered by olive trees. The hillside is dotted with lush greenery, while the distant mountains and valleys create a peaceful backdrop under a clear blue sky.
Vacation home in Loro Ciuffenna

"Soffitta" (Loft) 2/3p, pool, pvt garden, view

FamilyLocationAir conditioning

4.93 out of 5 average rating, 82 reviews
Guest favorite
An aerial view of the historic borgo reveals a cluster of stone buildings surrounded by lush greenery. A well-maintained pool with clear water is visible in the foreground, complemented by manicured lawns and trees, creating a serene outdoor setting.
Vacation home in Subbiano

House in Tuscany with swimming pool "La casetta di Ghiora"

ValueFamilyCleanliness

4.94 out of 5 average rating, 51 reviews
Guest favorite
Vacation home in Montebenichi

Agriturismo I Moraioli, Cantina apartment

LocationIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 8 reviews
Superhost
A spacious, well-equipped kitchen features wooden cabinetry and a gas stove. Light neutral walls provide a warm backdrop, complemented by a rustic dining table and high stools. Chalkboard art adds an artistic touch, and a kettle on the stove suggests functionality.
Vacation home in Terranuova Bracciolini

Casa Canto alla Luna Pool WiFi Garden & Yard

LocationFamilyBreakfast

4.93 out of 5 average rating, 46 reviews
Top guest favorite
An arched doorway leads into a bright hallway. A white orchid stands in a sleek pot on a console table, complemented by light wood flooring. Hooks mounted on a wall provide storage options, while a light-colored cabinet offers additional space.
Vacation home in Soci

L'orchidea Vacation Home

FamilyLocationSleep quality

5.0 out of 5 average rating, 37 reviews
Superhost
The exterior of a rustic stone building is featured, adorned with climbing greenery. A path made of weathered stone leads to an entrance, accompanied by potted plants. In the background, a second building is visible, surrounded by a spacious gravel area and trees.
Vacation home in Pieve A Maiano

Sangiovese -Apartment in the vineyards/Olive trees

LocationGrillOutdoor spaces

4.9 out of 5 average rating, 21 reviews

Vacation home rentals with a patio