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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 ﺩ.ﺇ 110 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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Top guest favorite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 516 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Guest favorite
Home in Asciano
4.96 out of 5 average rating, 135 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.

Top guest favorite
The exterior of a charming stone villa is surrounded by a lush garden featuring vibrant lavender plants. Stairs lead to a welcoming entrance adorned with potted flowers and a shaded seating area. The rustic façade reflects traditional Tuscan architecture against a clear blue sky.
Villa in Chianciano Terme
4.97 out of 5 average rating, 127 reviews

Charming Tuscan Villa with View forFamily&Friends

Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 153 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favorite
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, 237 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 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
4.93 out of 5 average rating, 319 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
4.9 out of 5 average rating, 61 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
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, 152 reviews

Panoramic Resort - Private Terrace & Parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito , Terrazza privata . Sala da tea e Caffè ad uso gratuito . Vista panoramica mozzafiato . A pochi minuti dall’Autostrada , ma immerso nel verde , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Terme , Montepulciano .

Top guest favorite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.93 out of 5 average rating, 281 reviews

Casa al Gianni - Hut

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Guest favorite
Apartment in Scrofiano
4.96 out of 5 average rating, 27 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 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, 27 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.

Top guest favorite
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. priceﺩ.ﺇ 386ﺩ.ﺇ 356ﺩ.ﺇ 356ﺩ.ﺇ 364ﺩ.ﺇ 375ﺩ.ﺇ 393ﺩ.ﺇ 360ﺩ.ﺇ 393ﺩ.ﺇ 375ﺩ.ﺇ 353ﺩ.ﺇ 371ﺩ.ﺇ 404
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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 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 Apartment Rentals in Sinalunga?

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