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House holiday rentals in Sestino

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Top-rated house rentals in Sestino

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Guest favourite
An expansive outdoor deck offers a serene view of rolling hills under a clear sky. An infinity pool transitions seamlessly into the landscape, with two soft seating cushions placed nearby, inviting relaxation and contemplation of the stunning panoramic scenery.
Home in Casale

Infinity view

Completely renovated location with breathtaking views of the Valdarno. The ground floor consists of a living room with two windows overlooking the patio, fireplace, sofa bed, bathroom with large shower and modern kitchen with steel island, with three French windows to access the outdoor dining area with BBQ. The second floor consists of two double bedrooms each with its own bathroom with shower. The garden is well-kept, there are various relaxation corners, a sundeck and an infinity pool with hydrolysis

LocationValueAmenities

4.88 out of 5 average rating, 204 reviews
Top Guest favourite
Home in San Marino

House "Independent" close to the Historic Center

This independent house, located a few steps from the walls surrounding the historic center of the Republic of San Marino, is the top place for those seeking relax, privacy and a breathtaking view of the surrounding mountains. The house, modern and with attention to detail, is perfect for families, couples or small groups who want to live an unforgettable experience. Large and well-organized spaces are designed for your every comfort. Free parking a few steps from the front door. Pets are welcome

LocationFamilyAccuracy

4.98 out of 5 average rating, 205 reviews
Top Guest favourite
The exterior of a charming farmhouse is visible, featuring stone walls adorned with climbing greenery. Large windows reflect natural light and overlook the landscaped garden. A gravel path leads to the entrance, surrounded by greenery and trees under a clear blue sky.
Home in Rigomagno

House Rigomagno Siena

Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.

LocationFamilyParking

4.96 out of 5 average rating, 125 reviews
Top Guest favourite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home in Prato

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

FamilyValueCheck-in

4.98 out of 5 average rating, 145 reviews
Top Guest favourite
An aerial view of a rustic villa is framed by lush greenery, showcasing a stone exterior and terracotta roof tiles. A salt-water pool is situated nearby, surrounded by outdoor seating. The tranquil landscape of hills is visible in the background under warm evening light.
Home in Poppi

Villa Podere Cerretino

Podere Cerretino is the perfect place to find and discover your own tranquility and relaxation. A corner of paradise surrounded by the picturesque hills of Tuscany in an enchanting landscape, located in a central and strategic position to visit the most interesting places in Tuscany, such as Florence, Siena, Arezzo. The Villa consists of 4 completely independent apartments and an elegant panoramic veranda where you can gather and enjoy a unique vacation.

FamilyLocationHeating

5.0 out of 5 average rating, 67 reviews
Guest favourite
A stone terrace is framed by arched supports, illuminated by gentle lighting. Wooden furniture is arranged for relaxation, with potted plants adding natural elements. The backdrop showcases the medieval bridge, seamlessly integrating the outdoor space with the historic architecture.
Home in Mercatello sul Metauro

The house on the bridge

You will live in a house hundreds of years ago, built on the Romanesque bridge of the village. Large walls, oak beams, terraces under the arches of the bridge and bowls on the road in the warm embrace of a medieval village. Madies, pasta chefs, chests wisely renovated to leave all the flavor of the crafts that still belong to us. Breakfast with the best traditional desserts and pleasant breaks by the lit fireplace. Time will seem to stop with you.

LocationFamilyAmenities

4.95 out of 5 average rating, 59 reviews
Guest favourite
A charming stone house with a terracotta roof features a welcoming entryway, shaded by umbrellas and surrounded by colorful flowers. In the background, a serene saltwater infinity pool is framed by landscaped greenery, complementing the tranquil rural setting.
Home in Foiano della Chiana

Conca d'Oro villa with private pool, sleeps 4

Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi

ValueFamilyAccess

4.92 out of 5 average rating, 173 reviews
Top Guest favourite
The rustic exterior of a restored mill is framed by blooming lilac flowers. The two-story building features stone walls with wooden doors and windows, surrounded by lush greenery and a gravel pathway. Sunlight illuminates the quaint structure, reflecting the peaceful rural setting.
Home in Anghiari

Il Vecchio Mulino

Bongiorno! Il Vecchio Mulino is a restored mill in the Anghiari area. Set in the valley surrounded by sunflower fields and a stream behind the villa, Il Vecchio Mulino is a quiet oasis from the metropolitan cities of Florence and Rome. Take a cooling dip in your own private pool (pool opens mid-May and is closed during the winter), stroll about the lawned gardens and enjoy the rural setting – this is the perfect place to relax and unwind.

LocationValueOutdoor spaces

4.91 out of 5 average rating, 114 reviews
Guest favourite
A rustic dining area features a long wooden table set for eight, with simple tableware and napkins. A large window allows natural light to fill the space, offering a view of the vibrant garden outside, where a hammock is visible in the background.
Home in Anghiari

PoggiodoroLoft, Tuscan dream e relax

Welcome to Poggiodoro Loft, 16th century stones' villa located in the countryside of Anghiari. Stunning views, charming and furnished interiors providing all type of comforts, the relaxing sauna, the private garden where you can enjoy the open air and lunch under the pergola, BBQ, fantastic in the warm seasons, lounge with brazier a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.

FamilyLocationKitchen

4.87 out of 5 average rating, 167 reviews
Top Guest favourite
A rustic living area features a wooden table surrounded by two elegant armchairs and a beige sofa. A stone fireplace, stocked with logs, stands as a focal point, while wooden beams adorn the ceiling. An inviting atmosphere is created by warm, natural colors and soft furnishings.
Home in Anghiari

Casa Rosmarino Eco-Wellness Country Home

Price includes: - Infrared Sauna - Wood for Fireplace - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay The house is located inside a Borgo (small group of houses) Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

LocationValueWi-Fi

4.99 out of 5 average rating, 274 reviews
Top Guest favourite
The image captures a vibrant town square in Cortona, featuring a historic clock tower and a series of stone steps leading to a large building. Outdoor seating is visible, with visitors enjoying the sunny day, and nearby buildings display a range of architectural styles.
Home in Cortona

Casa del Passerino

Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!

ValueLocationWalkability

4.94 out of 5 average rating, 225 reviews
Top Guest favourite
A rustic stone house is surrounded by lush greenery, featuring wooden shutters and a tiled roof. A shaded outdoor dining area is visible, complemented by potted plants. The serene garden setting invites relaxation and enjoyment of the natural landscape.
Home in Torreone Cortona

Tuscany House | View Breathtaking

Casa Belvedere is 10 minute drive from the center of Cortona. Is located along an old Roman road and enjoys a spectacular view of Cortona. Equipped cooking, 2 double room, 2 bathrooms, sofa bed, large garden with provides all the comforts to relax, sunbathe and have lunch under the pergola, enjoying the view of Cortona and the Val di Chiana.

FamilyValuePets

4.97 out of 5 average rating, 112 reviews

Popular amenities for Sestino house rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
A shaded outdoor seating area is observed, featuring wooden benches and a table on a tiled patio. In the background, a pool area is visible, framed by greenery and steps leading up to a pleasant garden space.
Home in Sogliano al Rubicone

Country house with private pool

FamilyLocationHeating

4.94 out of 5 average rating, 124 reviews
Top Guest favourite
The exterior of the house is depicted, featuring a two-story structure with a light yellow facade and brown shutters. Lush greenery surrounds the building, including tall trees and flowering plants. A pathway leads to the home against a backdrop of a blue sky with scattered clouds.
Home in Cortona

Casa Lucy

LocationValueLaundry

4.95 out of 5 average rating, 110 reviews
Guest favourite
The image showcases a rustic stone building surrounded by a gravel courtyard. Flower pots with vibrant geraniums decorate the area, and a large tree provides shade. Sunlight illuminates the brick facade, creating a warm and inviting atmosphere in the outdoor space.
Home in Foiano della Chiana

La Lisa: country house surrounded by fields

LocationValueNearby

4.94 out of 5 average rating, 135 reviews
Top Guest favourite
The rustic stone building is set amidst lush gardens, framed by tall cypress trees. A winding pathway leads through the greenery, guiding towards the entrance. The structure showcases rustic charm with climbing vines and an inviting, well-maintained outdoor space. A small dog is seen wandering nearby.
Home in Città di Castello

Due Torri, Umbrian elegance

LocationFamilyWalkability

5.0 out of 5 average rating, 27 reviews
Guest favourite
The exterior of a stone rustic house is presented, featuring large steel structures that frame the outdoor space. Multiple windows are visible, along with a door leading into the building. The surrounding area is paved with gravel, contributing to a natural ambiance.
Home in Tavernelle

Palazzolo Resort

LocationFamilyHeating

5.0 out of 5 average rating, 11 reviews
Top Guest favourite
Home in Castiglion Fiorentino

Villa with Private Pool in the Tuscan Countryside

ValueLocationBarbecue

5.0 out of 5 average rating, 23 reviews
Guest favourite
The rustic stone farmhouse is set amid lush greenery, with tall trees framing the entrance. A gravel pathway leads to the house, which features open windows and a welcoming façade. A sign indicating 'S. Lucia' can be seen nearby, adding to its charm.
Home in Lippiano

Private Villa - Pool, A/C & Trad Pizza Oven

LocationFamilyView

4.95 out of 5 average rating, 43 reviews
Guest favourite
The exterior of a spacious villa is displayed, featuring a large garden and a swimming pool in the foreground. Lounge chairs are arranged around the pool area, and the building showcases a combination of stone and plaster finishes under a clear blue sky.
Home in Tavullia

Almifiole

FamilyLocationPool

5.0 out of 5 average rating, 21 reviews

Weekly house rentals

Guest favourite
A spacious bedroom features a king-size bed with neutral bedding, complemented by decorative pillows. Soft lighting is provided by wall sconces, while natural stone walls add texture. A small bedside table and an armchair enhance the inviting ambiance.
Home in Sarsina

Nature Retreat | Peace & Relax in the Hills

FamilyLocationRiver

4.95 out of 5 average rating, 66 reviews
Top Guest favourite
A serene sleeping area features a spacious bed with neutral bedding, complemented by a rustic stone wall. A small bedside table with a lamp is positioned next to the bed, while soft natural light fills the room from a window adorned with light curtains.
Home in Mercato Saraceno

Casa del Moro

LocationValueParking

4.97 out of 5 average rating, 36 reviews
Guest favourite
A stone house with a rustic exterior is highlighted by a greenery-adorned entrance. The two-story structure features multiple windows and a staircase leading to an upper level. A cozy patio area is visible, surrounded by a lawn and natural landscape.
Home in Sansepolcro

Palazzo: A Little House in the Woods – Peace and Tranquility

LocationFamilyHeating

4.97 out of 5 average rating, 62 reviews
Top Guest favourite
The exterior of the villa is showcased, featuring a stone facade and a red-tiled roof. A staircase leads to a covered entrance with arched columns. Lush greenery surrounds the building, and large windows with wooden shutters enhance its rustic charm.
Home in Chiusi della Verna

Villa dei Macchini

LocationFamilyWi-Fi

5.0 out of 5 average rating, 16 reviews
Top Guest favourite
Home in San Giustino

Chalet Violet with Hot Tube

LocationFamilyCleanliness

4.96 out of 5 average rating, 23 reviews
Top Guest favourite
The entrance of Villa Piandarca is framed by lush greenery and decorative pots. A rustic wooden door stands partially open, revealing a white curtain gently flowing in the breeze. The building's warm yellow exterior adds to the inviting atmosphere of the property.
Home in Terranuova Bracciolini

Villa Piandarca - Tuscany - WIFI - private pool

FamilyLocationCleanliness

4.98 out of 5 average rating, 60 reviews
Guest favourite
A scenic view showcases rolling hills and a tranquil private pool surrounded by greenery. The landscape features a mix of trees and open fields, with a distant medieval village visible on the hillside.
Home in Borgo alla Collina

luxury villa in centre of tuscany

ValueLocationAccess

4.77 out of 5 average rating, 100 reviews
Guest favourite
Home in Montagnano

Il Podere - Rustic charm in Tuscany

LocationFamilyView

5.0 out of 5 average rating, 12 reviews

Private house rentals

Top Guest favourite
Home in San Leo

San Leo Historic Center A/C Relax

LocationSleep qualityBreakfast

4.98 out of 5 average rating, 44 reviews
Guest favourite
A covered patio area is framed by wooden beams, featuring a long dining table with natural wood accents. Sun loungers are positioned on lush green grass nearby, offering a view of the expansive valley and sky dotted with clouds. Olive trees provide a natural backdrop.
Home in Cortona

The View

LocationFamilyComfort

5.0 out of 5 average rating, 45 reviews
Guest favourite
A serene outdoor area features two wooden lounge chairs positioned beside a modern infinity pool. The pool reflects the landscape of rolling hills and distant historic structures, with lush greenery surrounding the space, creating a tranquil setting for relaxation.
Home in Poppi

Casentino Villa Antonella

LocationFamilyOutdoor spaces

4.95 out of 5 average rating, 21 reviews
Top Guest favourite
The exterior of the accommodation features a charming white facade with green shutters. A table with chairs is set under a large umbrella, surrounded by blooming red flowers. The entrance showcases wooden double doors, adding to the inviting atmosphere.
Home in Casorbica-Salcotto

Apt. Silvana-Tenuta VillaAugusto

LocationFamilySleep quality

4.95 out of 5 average rating, 66 reviews
Top Guest favourite
Home in Umbertide

Farmhouse with incredible view with pool

FamilyValueLayout

5.0 out of 5 average rating, 13 reviews
Top Guest favourite
Home in Venere

Vacation home

LocationFamilyParking

4.98 out of 5 average rating, 41 reviews
Top Guest favourite
A charming countryside villa displays traditional stonework, surrounded by lush green fields and trees. The main building features classic Tuscan architecture, while a smaller guest house is positioned nearby, both offering an inviting and serene environment amidst nature.
Home in Campogialli

Salceta a Tuscany Country House Private Pool & BBQ

LocationFamilyGetting around

4.97 out of 5 average rating, 36 reviews
Guest favourite
A serene pool is bordered by a stone patio, inviting relaxation. The surrounding lawn features green grass and several trees. In the background, the restored stone farmhouse stands prominently, with steps leading up to it, framed by lush greenery.
Home in Monte Santa Maria Tiberina

Casale S. Stefano

FamilyLocationCondition

4.9 out of 5 average rating, 41 reviews

Destinations to explore