Apartment holiday rentals in Sinalunga

A spacious bedroom features a king size bed adorned with light bedding, complemented by decorative pillows. A chair is positioned near the window, which opens to a small private terrace with greenery visible. Iroko wooden parquet flooring adds a warm touch.

4.99 out of 5 average rating, 183 reviews

Cortona’s Rooftop Nest

The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It accommodates 4 people. Fans in the bedrooms The apartment is located in the historic center right in front of the wonderful church of St. Francis and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can accommodate up to 4 people. Fans in the rooms.

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An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.

4.98 out of 5 average rating, 160 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

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5.0 out of 5 average rating, 153 reviews

A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.

Apartment in Arezzo

Piazza Grande Boutique Apartment

Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.

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A spacious bedroom features a double bed adorned with a yellow bedspread. Natural light floods in from wide glass doors leading to a balcony with views of the valley. A cozy seating area includes two armchairs and a small table, complemented by decorative curtains.

4.98 out of 5 average rating, 164 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

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A modern kitchenette is equipped with essential appliances, including a microwave and coffee maker. A glass dining table is surrounded by four black chairs. A wooden bunk bed occupies one corner, with light filtering through the window providing a view of the greenery outside.

4.97 out of 5 average rating, 157 reviews

Panoramic Resort - Private Terrace & Parking

New apartment, powerful Wi-Fi, SMART TV, private bathroom, air conditioning, private kitchen, laundry room , free private parking, private terrace. Tea and coffee room for free use. Breathtaking panoramic view . A few minutes from the motorway, but surrounded by greenery, 800 meters from the center of the village, with restaurants, bars and supermarkets. Strategic for visiting major towns in Tuscany : Montalcino , Pienza , Siena , Arezzo , Terme , Montepulciano .

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Apartment in Castelnuovo Berardenga

A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.

4.94 out of 5 average rating, 182 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

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A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.

4.91 out of 5 average rating, 301 reviews

I Tramonti di Eramo, downtown Montepulciano.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

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A spacious living area features a light wooden dining table surrounded by white chairs, positioned near a comfortable sofa. The kitchen, with wooden cabinetry, includes essential appliances. A television is mounted on the wall, and high wooden beams enhance the open, inviting feel.

4.94 out of 5 average rating, 127 reviews

La Piazza - Apartment with a view.

Very central apartment of about 55 square meters overlooking Piazza Garibaldi, the main meeting and gathering point of the town of Sinalunga. Great starting point for visiting the surrounding beauties, from Val di Chiana to Val d'Orcia, from Crete Senesi to Monte Amiata. The art cities of Siena, Arezzo, Florence and Perugia are very close. The owners, born and raised in these places, will be happy to welcome you and meet your needs.

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Apartment in Monticchiello

A cozy room features a spacious bed against a white wall, complemented by rustic wooden beams and an inviting reading chair. A dining table is set with floral arrangements and tableware. Natural light is seen streaming through the open door leading to the garden.

5.0 out of 5 average rating, 102 reviews

Casa Tòrta - comfort room

Casa Tòrta consists of a bedroom, reading room and bathroom, perfect for a short stay or for long periods, having reception services available. In the historic center of Monticchiello, there is this building that dates back to 1200. The large double bed is located in the main room with a fireplace stove with ancient charm. In the brightest room a reading lounge, then the green bathroom with shower.

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4.99 out of 5 average rating, 117 reviews

The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.

Apartment in Montalcino

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

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Apartment in Torrita di Siena

4.91 out of 5 average rating, 138 reviews

New 1BR Stay Near the Center in Tuscany

Welcome to Belvedere, our brand new apartment located in the picturesque village of Torrita di Siena, a corner of paradise in the heart of Tuscany. Perfect for a romantic getaway or a family vacation, our accommodation offers the ideal mix of modern comfort and rustic charm. We are located in Torrita di Siena, a 15-minute drive from Montepulciano and Pienza.

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Apartment in Monticchiello

A spacious suite features a comfortable bed with neutral-toned bedding, complemented by wooden beams overhead. A freestanding bathtub is positioned near the entrance. Soft lighting creates a calming ambiance, while the adjoining bathroom is accessible through a glass door, enhancing the airy feel of the space.

4.97 out of 5 average rating, 410 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

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Popular amenities for Sinalunga apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in Monteroni d'Arbia

An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.

4.94 out of 5 average rating, 283 reviews

"Red Rose" apartment with view of Siena.

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4.99 out of 5 average rating, 165 reviews

A scenic view captures a charming village nestled in green hills, surrounded by vineyards and olive trees. The countryside features rustic architecture with terracotta roofs and a bell tower. A winding road leads through the landscape, inviting exploration of the area's natural beauty.

Apartment in San Gusmè

La Dimora del Luca

LocationAir conditioningHospitality

A rustic dining area features a spacious table set with plates and glassware, surrounded by wooden chairs. Exposed beams highlight the ceiling, while a soft lamp provides gentle illumination. A glimpse of the outside view can be seen through the window, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 231 reviews

Tuscany on the terrace, downtown Montepulciano

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A private terrace is furnished with a seating area, featuring a table and comfortable chairs. Potted flowers adorn the space, enhancing the views of the surrounding Tuscan countryside. The terracotta tiles and stones provide an inviting outdoor setting.

4.99 out of 5 average rating, 104 reviews

Magnificent 2 BR with Terrace and Air Conditioning

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4.84 out of 5 average rating, 172 reviews

A spacious bed is positioned against a light blue wall, with crisp white linens and decorative pillows. A wooden side table supports a teal suitcase, next to a modern floor lamp that casts a soft glow. Natural wood flooring completes the room's serene aesthetic.

Apartment in Bettolle

wonderful view, terrace, parking centrally located

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The bedroom features a spacious double bed adorned with soft linens and cushions, complemented by subtle bedside lamps. Exposed wooden beams highlight the ceiling, while natural light filters through a window, adding warmth to the serene, neutral color palette.

4.96 out of 5 average rating, 416 reviews

Cortona Shabby Chic House - independent & balcony-

LocationFamilyHiking

A small round table is set on a balcony, accompanied by two white chairs. A bottle of wine and two glasses are positioned on the table. The railing features decorative ironwork, framing a panoramic view over the terracotta rooftops and the valley below.

4.97 out of 5 average rating, 178 reviews

I Terrazzini apt.1

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Apartment in Villa A Sesta

A serene garden area is visible, featuring two wooden lounge chairs positioned on lush green grass. Surrounding plants and flowers add a touch of color. The stone house in the background features multiple windows, framed by greenery and terracotta pots.

4.94 out of 5 average rating, 242 reviews

At Paola's in Chianti

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Private apartment rentals

An outdoor terrace is presented with a modern seating arrangement featuring two white cushioned chairs and a matching sofa surrounding a dark coffee table. The view captures the rooftops of Montepulciano, complemented by a clear blue sky and distant hills.

5.0 out of 5 average rating, 118 reviews

Dimora dell'Erbe - Rooftop Apartment

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4.96 out of 5 average rating, 27 reviews

Apartment in Scrofiano

Design apartment with view, private terrace, A/C

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4.9 out of 5 average rating, 62 reviews

Artist's House in Val di Chiana

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4.89 out of 5 average rating, 18 reviews

Apartment in Asciano

Incredible Views & Pool in the Tuscan Hills

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5.0 out of 5 average rating, 19 reviews

Romantic apartment in Tuscany SUITE LA STUFA

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A lush garden pathway is framed by a large flowering tree, with clusters of small white blossoms creating a serene atmosphere. Stone walls provide structure to the garden, and a small, white dog can be seen exploring the area. The space invites tranquil outdoor moments.

4.91 out of 5 average rating, 54 reviews

La Chiocciola

ValueFamilyCheck-in

5.0 out of 5 average rating, 57 reviews

A serene terrace space is presented, featuring a round glass table surrounded by white iron chairs. Greenery and blooming flowers are placed in terracotta pots, complemented by a trellis above providing shade. A charming view of terracotta rooftops and clear blue sky is visible in the background.

Apartment in Pienza

Live Like a Local & Private Concierge Service

ValueLocationWalkability

5.0 out of 5 average rating, 39 reviews

An outdoor lounge area is shaded by a lush pergola, offering expansive views of the surrounding countryside. Comfortable seating surrounds a modern round table, while a potted plant adds a touch of greenery, creating a serene spot for relaxation.

Apartment in Lucignano

Palazzo Trapani Luxury Residence

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Apartment rentals with a hot tub

4.98 out of 5 average rating, 112 reviews

The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.

Apartment in Siena

Luxury frescoed apartment in the historical center

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An outdoor seating area is presented with a stone wall backdrop, featuring a round table surrounded by four white plastic chairs. A terracotta pot with flowers adds a touch of color. Natural light illuminates the space, highlighting the rustic stone and wooden beams above.

4.89 out of 5 average rating, 144 reviews

Agriturismo Pilari apt. Stalla

LocationFamilyBiking

4.91 out of 5 average rating, 143 reviews

A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.

Apartment in Siena

Villa'Colombaiolo di Marciano', 28

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An ancient stone well is positioned in the foreground, showcasing intricate carvings and a circular top. In the background, an impressive stone building features a tower and windows, accented by flags. The scene captures the historical charm of Montepulciano's central square under a clear blue sky.

4.93 out of 5 average rating, 153 reviews

Charming House in Montepulciano

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4.98 out of 5 average rating, 107 reviews

The living area features a stylish design with a dark gray sofa and two deep red armchairs. A round glass table sits on a marble floor, enhanced by natural light from the two windows with light curtains. A decorative mirror and elegant light fixtures adorn the walls.

Apartment in Siena

Domus Nannini - L'Arco di Matteotti Spa

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Superhost

A sunlit outdoor area features comfortable lounge chairs in vibrant colors beside a hot tub. Olive trees and shrubs surround the space, providing a serene backdrop. A gentle slope of green grass continues toward distant hills, enhancing the tranquil atmosphere.

Apartment in Montevarchi

4.88 out of 5 average rating, 105 reviews

Apartment with garden in the heart of Tuscany

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Apartment in Monteleone d'Orvieto

An indoor pool is surrounded by rustic stone walls and a vaulted brick ceiling. Soft lighting enhances the tranquil ambiance. A shallow section of the pool is visible, along with steps leading to another area. Cozy cushions are placed nearby, inviting relaxation.

4.96 out of 5 average rating, 85 reviews

Elegant historic Palazzo, views of Tuscan valley

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