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Vacation rentals in Sinalunga

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Sinalunga

  • Total vacation rentals

    Explore 60 vacation rentals in Sinalunga

  • Nightly prices starting at

    Sinalunga vacation rentals start at R 480 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 2,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Sinalunga vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sinalunga rentals

  • 4.8 Average rating

    Sinalunga stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Sinalunga

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
Apartment in Scrofiano
5.0 out of 5 average rating, 4 reviews

Panoramic View New Apartment with Balcony and A/C

This apartment is part of Anguria Toscana, a collection of charming stays in the medieval village of Scrofiano, in the heart of Tuscany. Spacious and full of natural light, the apartment features beautiful open views over the Tuscan countryside, a private balcony, air conditioning, and a traditional fireplace.The large living spaces and separate fully equipped kitchen make it ideal for longer stays, couples or families looking for comfort and authenticity Free public parking is available nearby.

Guest favorite
A small pot with a green plant is placed on a stone windowsill. Behind it, a colorful bird decoration on a stake reads 'WELCOME.' The view reveals traditional terracotta roofs and distant hills under a partly cloudy sky.
Home in Sinalunga
4.84 out of 5 average rating, 50 reviews

Tuscany Cottage

Take a break! Enjoy Tuscany landscapes staying in this cottage in the historic centre of Sinalunga. Guests will have at disposal the entire accomodation, stands on 3 floors, with a equipped kitchen, dining table and the access to a private courtyard, a living room with sofa-bed and TV, a bedroom with AC and a queen size bed, and a bathroom with shower. The house, restored, has a typical torretta structure, and ceiling with wooden beams and exposed bricks. It’s a strategic point to visit Tuscany.

Superhost
The exterior of a rustic stone villa features a large, multi-level structure with a sloping roof and a shaded terrace. Comfortable seating areas with sun loungers are positioned on the grassy lawn, surrounded by low greenery and tall trees, under a clear blue sky.
Home in Sinalunga
4.9 out of 5 average rating, 21 reviews

Perfect Large Family Villa in Tuscany

*** Now in our second summer*** Il Corniolo is our 'happy place' - a charming rural Tuscan villa with modern features and a simple family-friendly design, perfect for you & friends. Near the bustling tourist towns of Montelpulciano & Pienza, Il Corniolo is your home-from-home; a haven of countryside calm with lovely pool & hilltop views overlooking the olive groves & vineyards in L' Amorosa valley. Our home-away-from-home is a spacious, well-appointed luxury villa for you to make memories in.

Top guest favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.92 out of 5 average rating, 330 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Guest favorite
Apartment in Sinalunga
4.89 out of 5 average rating, 65 reviews

Artist's House in Val di Chiana

Enjoy a relaxing break at Casa D'artista in Val di Chiana: in the production area of ​​the Chianina breed, it is ideal for relaxing and visiting the Valdichiana and Val D'Orcia. The proximity to the "Valdichiana" motorway exit and the Siena/Perugia highway allow you to reach Florence, Perugia, Siena, Arezzo, the city of Christmas and Lake Trasimeno. Excellent starting point for trips to Chianti and the Crete Senesi, excursions along the Bonifica path and the Valle del Gigante Bianco.

Top guest favorite
Apartment in Sinalunga
5.0 out of 5 average rating, 19 reviews

Romantic apartment in Tuscany SUITE LA STUFA

Today a dependance, originally this was where tobacco leaves were dried, which is why it maintains the name "LA STUFA" (The stove). Completely renovated, it is divided over two levels. On the ground floor, we find the kitchen and living room, a bathroom with shower. Piccolo Borgo Nonna Nella is perfect for discovering iconic Tuscany: Siena, the Val d’Orcia, the Crete Senesi, Cortona, Arezzo, and the Casentino are just a short drive away. Relaxation and breathtaking views guaranteed.

Superhost
An exterior view of a rustic stone structure is presented, featuring a covered porch with a wooden table and benches. Olive trees surround the area, providing shade. A barbecue station is visible nearby, with a pathway leading through the outdoor space.
Cottage in Sinalunga
4.85 out of 5 average rating, 97 reviews

Stunning cottage on the Tuscan hills

An amazing renovated Tuscan cottage set in one hectare of olive grove with around 200 trees, in a panoramic hillside location overlooking the Valdichiana countryside. The house offers two double bedrooms with air conditioning and TV, two bathrooms, a spacious living area with fully equipped kitchen and dishwasher, plus an extra room with washing machine and sofa. Outside, a rustic covered patio with dining table and built-in barbecue is ideal for outdoor meals in total peace.

Top guest favorite
Apartment in Asciano
4.9 out of 5 average rating, 21 reviews

Incredible Views & Pool in the Tuscan Hills

Escape to the heart of Tuscany and enjoy a stay surrounded by rolling hills, timeless beauty, and unforgettable views. The house offers access to a beautiful shared swimming pool and peaceful outdoor spaces, perfect for relaxing in the sun or enjoying peaceful evenings. Inside, you will find comfort, style, and everything you need for a memorable stay. Ideal for couples, families, or groups of friends looking for an authentic Tuscan experience, just a short drive from Siena.

Guest favorite
A spacious bedroom features a wooden ceiling with exposed beams and a stone accent wall. A large bed is adorned with decorative pillows and a patterned duvet. Soft lighting is provided by bedside lamps, complementing the warm wood flooring and a cozy area rug.
Condo in Sinalunga
5.0 out of 5 average rating, 16 reviews

Graziella's House

Typical Tuscan house recently renovated while preserving the historical features such as the ceiling in wooden beams and bricks with the addition of a touch of modernity. In the historic center, in a quiet area, a short walk from the main square where you can find bars, restaurants, grocery stores and a pharmacy. It has air conditioning, free wifi, independent heating, a full kitchen, and a private bathroom. Self check-in. Free parking about two hundred meters away.

Guest favorite
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.
Apartment in Sinalunga
4.98 out of 5 average rating, 164 reviews

Panoramic Resort - Private Terrace & Parking

New apartment, Wi-Fi, SMART TV, private bathroom, air conditioning, private kitchen, laundry area, free private parking, private terrace. 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 . City tax to be paid at the property.

Top guest favorite
An open-concept living area is showcased, featuring an elegantly styled wooden dining table surrounded by black chairs. A cozy seating area with a blue sofa is situated across from a stone fireplace. Large windows allow natural light to fill the space, highlighting its inviting features.
Condo in Sinalunga
4.96 out of 5 average rating, 28 reviews

Residence in the Tuscan hills – relaxation and nature

Cozy apartment for two, in a 1950s manor house in the village of Sinalunga. Municipal swimming pool and tennis court 100 m away. The location is perfect for exploring the wonders of the Val d'Orcia and the Crete Senesi: Siena, Montalcino, Montepulciano, and Pienza are all within 10–40 minutes by car. Florence can also be easily visited in a day. Ideal for those seeking relaxation, authenticity, breathtaking landscapes, and typical Tuscan flavors.

Guest favorite
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
4.92 out of 5 average rating, 172 reviews

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

Popular amenities for Sinalunga vacation rentals

When is the best time to visit Sinalunga?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 1,679 ZARR 1,552 ZARR 1,552 ZARR 1,584 ZARR 1,632 ZARR 1,711 ZARR 1,568 ZARR 1,711 ZARR 1,632 ZARR 1,536 ZARR 1,616 ZARR 1,759 ZAR
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Sinalunga?

    Sinalunga has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Sinalunga?

    Experience the best of Sinalunga with our condo rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Sinalunga?

    Four-legged friends are welcome in Sinalunga. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Sinalunga?

    Yes! Work meets play with ease at over 30 vacation rentals in Sinalunga featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Sinalunga vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Sinalunga, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Sinalunga have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Sinalunga. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Sinalunga have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Sinalunga. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Sinalunga have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Sinalunga. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Sinalunga have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Sinalunga. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Sinalunga?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.