Resort vacation rentals in Tuscany

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Top-rated resort rentals in Tuscany

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An aerial view reveals a sprawling estate surrounded by lush green fields and trees. The property features a rectangular swimming pool, multiple buildings, and neatly arranged rows of cypress trees, with a winding path leading through the manicured grounds.

Resort in Chiusi

Agriturismo La Sovana, Camera

In the enchanting scenery of the Tuscan hills, in the Sienese countryside a few kilometers from the medieval village of Sarteano, the farm La Sovana is suspended between history and nature. Between the green Valdichiana and the magical Val d 'Orcia, not far from famous tourist destinations such as Siena, Arezzo, Florence or Perugia, it is an oasis that extends for 22 hectares, in which to find intact thatauthentic peace able to offer serenity and tranquility today increasingly rare in this hectic society.

Superhost

An aerial view of the Chianti Resort is captured, showcasing the expansive estate surrounded by lush greenery, olive groves, and vineyards. A private swimming pool is situated within the property, complemented by sun loungers and lawns, emphasizing the serene countryside landscape.

Resort in Castagno Val d'Elsa

Chianti Resort - Casa Ginestra

Casa Ginestra comfortably accommodates up to six people. Its large living room offers a fully equipped open kitchen whose typical Tuscan style is emphasized by a large fireplace. The sleeping area consists of three double bedrooms with single beds, one of which with en suite bathroom. The two bathrooms, one with tub / shower and the other with shower, have a sink, toilet, and bidet. The size of the apartment, already generous in its 120 square meters, is extended to the outside by a private...

A stone building showcases rustic architecture with multiple windows and a welcoming entrance. A pathway lined with circular stones leads to a well-maintained green lawn, accentuated by a bare tree. Clear blue skies and scattered clouds provide a serene backdrop.

Resort in San Donato

4.55 out of 5 average rating, 11 reviews

Agriturismo La Papessa - Mirtus Ap. 11

Mirtus is an apartment for eight people located inside the Agriturismo La Papessa in San Donato, with independent entrance, consisting of a large kitchen living room with a sofa bed, two bedrooms with double beds and a bathroom with shower on the ground floor. There is a bedroom with two single beds and a bathroom with shower on the first floor and also a small private green area. Furnished and equipped, it is equipped with a safe, satellite TV, telephone, alarm system, air conditioning...

A view of Borgo Casa Di Lappi's exterior, showcasing rustic stone buildings and lush greenery. Sunflowers in the foreground add a touch of natural beauty, while a pathway leads toward the structure, framed by trees and a clear blue sky.

Resort in Casalappi

Lovely apartment for 5 people with pool, A/C, TV,

Borgo Casa Di Lappi is a beautiful property with a total of seven private units that is conveniently located 630 m (2059 ft) from Casalappi, Italy in the tourist area "Grosseto - Maremma" and only 105 km (65 mi) from Pisa. Borgo Casa Di Lappi, among other amenities, includes also pool and air conditioning. Trilocale Piano Alto (50sq m) is a two-bedroom unit with one bathroom that is built on two levels and can sleep up to five people. Some rooms are air-conditioned for your comfort (see...

A traditional stone farmhouse is set against a blue sky with scattered clouds. The building features multiple windows and a welcoming entrance, surrounded by well-maintained green lawns and a gravel pathway. A tree stands prominently in the yard, complementing the rustic surroundings.

Resort in San Donato

4.57 out of 5 average rating, 14 reviews

La Papessa Agritourism - Robinia Ap. 10

Robinia is an apartment for eight people located inside the Agriturismo La Papessa in San Donato, with independent entrance, consisting of a large kitchen living room with sofa bed, two bedrooms with double beds and a bathroom with shower on the ground floor. There is a bedroom with two single beds and a bathroom with shower on the first floor and also a small private green area. Furnished and equipped, it is equipped with a safe, satellite TV, telephone, alarm system, air conditioning...

A rustic stone building is set against a vibrant blue sky with scattered clouds. A landscaped area features a pathway made of stone slabs leading to the main entrance. Green chairs are placed near the entrance, surrounded by manicured grass and shrubs.

Resort in San Donato

4.89 out of 5 average rating, 9 reviews

La Papessa Farmhouse - Camelia Ap. 8

Camelia an apartment for four people located inside the Agriturismo La Papessa in San Donato, also equipped with a sofa bed. It has a common entrance with two other apartments, consisting of a large kitchen / living room, a bedroom with a double bed and a bathroom with shower. Furnished and equipped, it is equipped with a safe, satellite TV, telephone, alarm system, air conditioning and a large fireplace. == Property == From its height, up to the hill Agriturismo La Papessa dominates...

The charming stone building features a traditional tiled roof and multiple levels. Surrounding green hills create a scenic backdrop, while well-kept pathways and landscaped gardens enhance the inviting atmosphere of the property. Clear blue skies provide a bright, open feel to the exterior.

Resort in Montone

Pulciano Apartments - Pulciano Apartment Classic 3

Pulciano Apartment Classic are apartments located around the Borgo square, all on the second floor with terrace/balcony, simply and comfortably furnished. Apartments for two, three or four people are available, consisting of a double bed and a one-and-a-half-square sofa bed. They are equipped with kitchenette, refrigerator, TV and hair dryer. Some accommodations are interconnecting, ideal for large families or groups of friends. PLEASE NOTE: the pictures represent the type, not the...

Superhost

An aerial view showcases the expansive estate, highlighted by the lush greenery of surrounding trees and olive groves. A swimming pool is visible within the property, providing a space for relaxation. The hills of Tuscany serve as a scenic backdrop.

Resort in Il Castagno

Chianti Resort - Casa Lavanda

Casa Lavanda, which has a total area of 110 square meters, comfortably accommodates up to six people. The comfortable living room leads to a large dining room with a bright equipped kitchen, exposed beams and a large fireplace. The sleeping area consists of three double bedrooms with single beds, one of which with en suite bathroom. The two bathrooms have a sink, toilet and bidet; one has a tub / shower and the other a shower. At the exclusive disposal of guests a pleasant terraced...

The exterior view of a rustic stone farmhouse is presented, featuring a symmetrical facade with multiple windows. A gravel pathway leads to the entrance, where a small seating area with green chairs is visible. A large tree stands prominently in the front yard.

Resort in San Donato

5 out of 5 average rating, 4 reviews

Agriturismo La Papessa - Verbena Ap. 7

Verbena is an apartment located inside the Agriturismo La Papessa in San Donato, also equipped with a sofa bed in the living room. It has a common entrance with two other apartments, consisting of a large kitchen / living room, a bedroom with a double bed and a bathroom with shower. In the turret on the second floor, there is access to a reading "sitting room" with a double sofa bed. Furnished and equipped, it is equipped with a safe, satellite TV, telephone, alarm system and air...

A rustic stone building is surrounded by lush greenery and a neatly arranged pathway. Large windows can be seen on the upper floors, and a spacious terrace framed by seating is located at the front. The sky is bright with scattered clouds.

Resort in San Donato

4.82 out of 5 average rating, 33 reviews

Agriturismo La Papessa - Oleandro Ap. 9

Oleandro is an apartment for six people located inside the Agriturismo La Papessa in San Donato. The front entrance is to be shared with other two apartment. It lies on the first floor compose of a kitchen-living room with sofa bed, two bedrooms, one of which with a double e a single beds, the other with two single beds, bathroom with shower. Furinture, safe-box, satellite tv, telephone, security alarm and air conditioned included. == Property == From its height, up to the hill...

A spacious outdoor area is presented, featuring comfortable seating arrangements under a bamboo pergola. Lush greenery fills the background, with pathways leading to a charming kiosk. Decorative planters and a wooden barrel add subtle details to the inviting atmosphere.

Hotel room in Alberese

Country Resort Le Due Ruote - Family Room -Veranda

Spending a stay in the wild heart of the Tuscan Maremma, between the green and the sea, it is not just an holiday but a conscious return to self-love. The wide spaces for relax and meditation are the result of a careful study made by Luca, Architect as profession and Architurist for passion. You will be thrilled with Elsa's Cooking, definition of RESPECT of the times and seasons, because the dinner rite, here, has something special, it is a moment of genuine encounter and sharing.

Top guest favorite

An outdoor dining area features multiple wooden tables and chairs, arranged under a spacious roof. The design allows for ample natural light, with soft shadows cast on the wooden floor. A panoramic view of the countryside is visible in the background, highlighted by the warm hues of sunset.

Resort in Pelago

4.97 out of 5 average rating, 37 reviews

CAMELIA JUNIOR SUITE Tenuta Risalpiano

The Camelia double bedroom is a spacious 35 sqm Junior Suite, overlooking the woods and with a panoramic view of the Tuscan countryside where you can admire the hills up to Florence and a splendid sunset. It has a living area with a sofa bed, a walk-in closet and a private bathroom with shower, bidet and courtesy kit, kettle, minibar, Wi-Fi. It can accommodate up to 4 people, ideal for families. Bed sheets, towels, buffet breakfast and daily cleaning are included in the price

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Villas

Luxurious estates for the ultimate escape

Bungalows

Intimate homes. inviting architecture

Popular amenities for Tuscany resort rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly resort rentals

A spacious bedroom is highlighted by an orange accent wall. A comfortable king-sized bed is complemented by a pair of bedside tables. Sunlight enters through a large door leading to a private balcony. A cozy seating area is present, enhancing the room's relaxation potential.

Hotel room in Alberese

Country Resort Le Due Ruote - Junior Suite - Veranda

MariusRating, 5 stars34 months ago

Very positive experience, very clean. Great location to explore the maremma area! Nice, relaxing and welcoming back country resort! Nice hosts and amazing food.

A bright sleeping area features a spacious bed with neutral bedding. Soft, natural light filters through sheer curtains at the window, illuminating the room. Two nightstands with lamps provide gentle lighting, and a piece of wall art adds a subtle decorative touch.

Hotel room in Alberese

Country Resort Le Due Ruote – Classic Garden

A spacious room features a large bed with crisp white linens, complemented by bedside tables. A cozy sofa is positioned near the wall, and a stylish rug is placed on the tiled floor. A colorful artwork adorns one wall, adding a touch of warmth.

Hotel room in Alberese

Country Resort Le Due Ruote - Superior Room - Veranda

A spacious bedroom features a large bed with white linens set against a soft yellow wall. A bedside table with a lamp is positioned next to the bed, providing gentle lighting. A door and a radiator are visible in the background.

Hotel room in Alberese

Country Resort Le Due Ruote - Comfort Room-Veranda

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Resort rentals with a pool

A clear blue swimming pool is surrounded by lounge chairs and umbrellas, inviting relaxation. In the background, a stone building with a rustic facade complements the serene setting, with tall trees providing shade along the edges of the property.

Resort in Casalappi

Lovely apartment for 3 people with A/C, pool, TV,

TommasoRating, 5 stars48 months ago

Perfect and welcoming structure, cleanliness and courtesy of the staff. Wonderful place to relax five minutes from the sea

A rustic stone building is set against a bright sky, featuring multiple windows and an arched entrance. The surrounding area includes a manicured lawn and a pathway lined with stones, leading to a small seating area with dark green chairs.

Resort in San Donato

4.4 out of 5 average rating, 5 reviews

Agriturismo La Papessa - Azalea Ap. 4

JonRating, 5 stars20 months ago

This property exceeded our expectations. We chose it quickly from limited options in a specific area that we needed to be in. It turned out to be great find. It’s a ground floor apartment in a beautiful building in a beautiful garden surrounded by olive groves and vineyards. We spent a lot of time sitting under a shady tree in front of the apartment, enjoying the view and atmosphere. The apartment is pleasingly simple/rustic, clean, and comfortable. There was sufficient toiletries, towels, bedding. We were given a bottle of wine from the estate that the property is in. Delicious. The kitchen was fine for our needs. Good wifi too. The slightly unusual bathroom/shower was just fine. We actually quite liked it. Good water temperature and pressure. There was a bit of “floor noise” from upstairs when people were there. But nothing bothersome. Overall it was the perfect place for a relaxing week in this beautiful area. Host friendly & responsive. We’d love to return.

The stone building features a rustic façade with large windows and a welcoming entrance. A pathway made of square stones meanders through the lush green lawn, leading to outdoor seating arrangements. Clear skies with scattered clouds provide a vibrant backdrop.

Resort in San Donato

4.4 out of 5 average rating, 5 reviews

La Papessa Farmhouse - Melograno Ap.1

ValérieRating, 5 stars21 months ago

Loved our stay at the Papesa! The private patio was outstanding. Wonderful sunsets! Nice bottle of wine upon arrival was a nice touch. Beautiful pool, nice bbq area and the commodity of a full kitchen. Easy access to all of Chianti area for wine tastings. Great wine tasting at Montevechio winery. Highly recommend. Will be back! Thank you for a lovely stay.

A spacious outdoor pool is surrounded by sun loungers under large umbrellas. The natural stone façade of the property can be seen in the background, alongside trees and landscaped areas, creating a serene setting for relaxation.

Resort in Casalappi

Beautiful apartment for 3 people with A/C, pool, T

MariusRating, 5 stars8 months ago

The flats within Antico Borgo Casalappi are different to regular airbnbs, they all belong to one big apartment complex with around 20-30 flats I'd guess. We stayed there during september for 8 days. Everything was totally fine, quite a few options around and the people were nice. Furniture is kinda old, but regarding the price what would be to expect?