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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 $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,870 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and 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

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Sinalunga vacation rentals include wifi 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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Guest favourite
Home in Asciano
4.96 out of 5 average rating, 134 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Guest favourite
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
4.85 out of 5 average rating, 48 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.

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 230 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top guest favourite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona
4.99 out of 5 average rating, 167 reviews

Casa Dolce Toscana | Panoramic Suite with a View

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

Top guest favourite
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
4.93 out of 5 average rating, 313 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

Top guest favourite
An open kitchen area features a large window that offers a panoramic view of the surrounding landscape. A dining table is set for two, with modern chairs and colorful decor elements. Light reflects off the terracotta floor, highlighting the wooden beams overhead.
Loft in Montepulciano
5 out of 5 average rating, 507 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Top guest favourite
Townhouse in Trequanda
5 out of 5 average rating, 29 reviews

Romantic Tuscan Holiday House

Recently renovated Casa Etruria features a chic modern home inside its ancient stone walls, with every modern convenience,lots of original charm and the most beautiful sunset view from the bedroom and balcony . Casa Etruria is a 13th century gate house over the Western entrance to Trequanda - Porta al Leccio. Trequanda is medieval borgo located in Val d'Orcia , south of Siena. Val d'Orcia was recognised by UNESCO in 2004 as a World Heritage Site for its outstanding beauty.

Guest favourite
Apartment in Scrofiano
4.96 out of 5 average rating, 26 reviews

Design apartment with view, private terrace, 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. Stylish apartment with a spacious terrace full of greenery and open countryside views. Designed in warm Tuscan tones, it features a large bathroom, a fully equipped kitchen, and a cozy bedroom. Located in the heart of historic Scrofiano, just a short walk from free public parking, it is a perfect base for exploring Tuscany.

Top guest favourite
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, 25 reviews

Residence in the Tuscan hills – relaxation and nature

A cozy apartment for two, located 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 Val d 'Orcia and the Crete Senesi: Siena, Montalcino, Montepulciano, Pienza, are all within a 10–40 minute drive. Florence can also be easily visited during the day. Ideal for those looking for relaxation, authenticity, breathtaking landscapes and typical Tuscan flavors.

Top guest favourite
Apartment in Sinalunga
4.98 out of 5 average rating, 393 reviews

Resort Panoramic view - Free parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Buffet di dolci gratuiti. Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

Guest favourite
Condo in Sinalunga
5 out of 5 average rating, 10 reviews

La Casina di Barbara

Typical Tuscan house just renovated preserving historic features such as the ceiling in wooden and brick beams 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 pharmacy. It has air conditioning, free Wi-Fi, independent heating, a full kitchen, a private bathroom. Self check-in. Free parking about two hundred meters away.

Top guest favourite
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.
Apartment in Sinalunga
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.

Popular amenities for Sinalunga vacation rentals

When is the best time to visit Sinalunga?

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Avg. price$149 CAD$137 CAD$137 CAD$134 CAD$136 CAD$136 CAD$139 CAD$151 CAD$144 CAD$136 CAD$143 CAD$156 CAD
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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 apartment rentals in Sinalunga?

    Experience the best of Sinalunga with our apartment rentals, starting at about $50 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 20 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 Apartment Rentals in Sinalunga?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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