
Holiday houses in Sinalunga
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Sinalunga

Total holiday rentals
Explore 60 holiday rentals in Sinalunga

Nightly prices starting at
Sinalunga holiday rentals start at $52 NZD per night before taxes and fees

Verified guest reviews
Over 2,340 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Sinalunga holiday 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 holiday rentals in Sinalunga
Guests agree: these stays are highly rated for location, cleanliness and more.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

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.

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!

The walnut tree view, Montepulciano
The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

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.

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.

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
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.

Residence in the Tuscan hills – relaxation and nature
Accogliente appartamento per due, all’interno di una casa padronale anni ’50 nel borgo di Sinalunga. Piscina comunale e campo da tennis a 100 m. La posizione è perfetta per esplorare le meraviglie della Val d’Orcia e delle Crete Senesi: Siena, Montalcino, Montepulciano, Pienza, sono tutte raggiungibili in 10–40 minuti d’auto. Anche Firenze è facilmente visitabile in giornata. Ideale per chi cerca relax, autenticità, paesaggi mozzafiato e sapori tipici toscani.

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.

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 .

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 holiday rentals
Other great holiday rentals in Sinalunga

La Chiocciola

Stunning cottage on the Tuscan hills

Romantic apartment in Tuscany SUITE LA STUFA

Villa Il Tollino

La Casina di Barbara

La Segreta

Romantic Tuscan Holiday House

The twigs
When is the best time to visit Sinalunga?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 NZD | $167 NZD | $167 NZD | $164 NZD | $165 NZD | $165 NZD | $169 NZD | $184 NZD | $176 NZD | $165 NZD | $174 NZD | $190 NZD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°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 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 condo rentals in Sinalunga have a kitchen?
Absolutely! We offer over 10 condo 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.
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Basilica of St Francis
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Centro Storico Orvieto
- Medici Chapel
- Stadio Artemio Franchi
- Mount Amiata
- Avignonesi Winery Fattoria Le Capezzine





