
Family-friendly vacation rentals in Sinalunga
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Sinalunga

Total vacation rentals
Explore 20 vacation rentals in Sinalunga

Nightly prices starting at
Sinalunga vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 250 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Sinalunga vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sinalunga rentals

4.7 Average rating
Sinalunga stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Sinalunga
Guests agree: these family-friendly homes 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 property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth 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 in your soul. We look forward to welcoming you!
4.93 out of 5 average rating, 294 reviews
Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
4.92 out of 5 average rating, 626 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.
4.96 out of 5 average rating, 142 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.
4.97 out of 5 average rating, 251 reviews
La Lisa: country house surrounded by fields
La Lisa is a traditional farm house that has been wisely restored. It is surrounded by Tuscan countryside hills, in a quiet, out of time atmosphere. At the same time it is well connected with the A1 motorway and the highway Siena – Perugia (6 km). A large yard with a barbecue and pizza oven, is ideal for evenings under the stars. There's also a tavern with kitchen, living and dining room can host up to 30 people. During warm season enjoy the HEATED POOL equipped with loungers and umbrellas.
4.94 out of 5 average rating, 135 reviews
House Rigomagno Siena
Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.
4.96 out of 5 average rating, 125 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
4.93 out of 5 average rating, 336 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
4.99 out of 5 average rating, 116 reviews
Tuscan farmhouse stay with restaurant and pool
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.
4.94 out of 5 average rating, 108 reviews
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.
5.0 out of 5 average rating, 116 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.
4.98 out of 5 average rating, 171 reviews
Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.
4.98 out of 5 average rating, 160 reviewsPopular amenities for Sinalunga family-friendly rentals
Family-friendly home rentals with a hot tub

Wine Experience Villa in Montepulciano
4.97 out of 5 average rating, 126 reviews
Charming Tuscan Villa in Val d'Orcia with a view
4.97 out of 5 average rating, 130 reviews
Casa Dolce Toscana | Panoramic Suite with a View
4.98 out of 5 average rating, 187 reviews
Tuscan charm of villa - countryside - Villa Senaia
4.9 out of 5 average rating, 240 reviewsWp Relais Villa Vignalunga
4.93 out of 5 average rating, 117 reviews
Villa di Geggiano - Guesthouse
4.99 out of 5 average rating, 155 reviews
Villa a Montepulciano con Piscina
4.92 out of 5 average rating, 148 reviews
Fontarcella, H&R- mediterranean home with jacuzzi
4.98 out of 5 average rating, 168 reviewsFamily- and pet-friendly home rentals

Jenny's Barn
4.96 out of 5 average rating, 187 reviews
A paradise in Montepulciano...
4.96 out of 5 average rating, 168 reviews
Spedaletto Castle, Val d'Orcia, Pienza
4.97 out of 5 average rating, 185 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
4.92 out of 5 average rating, 359 reviews
Unique view 3 bdr villa with pool & A/C in Pienza
4.95 out of 5 average rating, 104 reviews
Separate room, between Cortona and Montepulciano
4.95 out of 5 average rating, 229 reviews
Beautiful medieval village!!!
4.99 out of 5 average rating, 474 reviews
Mafuccio Farmhouse - "Casa di Rigo"
4.94 out of 5 average rating, 125 reviewsFamily-friendly home rentals with a pool

Podere Vergianoni nestled in Chianti with a pool
5.0 out of 5 average rating, 352 reviews
Comfort Apartment in the Chianti Vineyards
4.93 out of 5 average rating, 455 reviews
Panoramic Country Suite Montalcino
4.9 out of 5 average rating, 406 reviews
La Vignaccia (Farmhouse) - villa w/private pool
4.96 out of 5 average rating, 102 reviews
Farmhouse close to Montepulciano
4.88 out of 5 average rating, 144 reviews
Mimosa Apartment - Poggio al Vento
4.99 out of 5 average rating, 112 reviews
Villa Panorama near Siena Tuscany
5.0 out of 5 average rating, 55 reviews
Geranium Apartment with Pool
4.68 out of 5 average rating, 19 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Basilica of St Francis
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Stadio Artemio Franchi





