
Holiday houses in Sinalunga
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Top-rated holiday rentals in Sinalunga
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

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.

Charming Tuscany Apartments 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. Stylish and peaceful apartment with a private balcony overlooking the Tuscan countryside,perfect for enjoying a quiet evening with a glass of wine. Bright interiors and original details create a warm and authentic atmosphere. Located in the heart of Scrofiano, in central Tuscany, it is an ideal base for exploring Siena, Montepulciano, Cortona and Pienza.

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

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.

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 .

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Relax in the Tuscan hills – A&O Residence
Cozy accommodation for two, inside a 1950s manor house in the village of Sinalunga. Shared garden, 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, 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.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

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.

Casale Santa Barbara - Exclusive Apartment
Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.
Popular amenities for Sinalunga holiday rentals
Other great holiday rentals in Sinalunga

Luxury Medieval Tower - Penthouse

Tuscany jem: The Chianti Farmer's House

Biancalana Apartment

Luxury Medieval Tower • Exclusive Chianti Stay

La Loggia Apartment

Charming Tuscan Home with Splendid Terrace

Medieval One Bedroom Barn

The Bell
When is the best time to visit Sinalunga?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $176 NZD | $163 NZD | $163 NZD | $160 NZD | $161 NZD | $161 NZD | $165 NZD | $180 NZD | $171 NZD | $161 NZD | $170 NZD | $185 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 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 10 homes with free parking, over 20 homes with wifi, over 10 homes with air conditioning, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $50 NZD per night before taxes and fees

Verified guest reviews
Over 1,870 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
20 properties have a dedicated workspace

Wi-Fi availability
50 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!
Destinations to explore
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Lake Trasimeno
- Lake Bolsena
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Del Chianti
- Centro Storico Orvieto
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Boboli's Garden
- Basilica of St Francis
- Avignonesi Winery Fattoria Le Capezzine
- Piazza della Signoria
- Strozzi Palace
- Cascate del Mulino
- Stadio Artemio Franchi





