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

Total holiday rentals
Explore 20 holiday rentals in Sinalunga

Nightly prices starting at
Sinalunga holiday rentals start at €62 per night before taxes and fees

Verified guest reviews
Over 250 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Sinalunga holiday rentals include wifi 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 farmhouse 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 companionship of our animals. It's an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a holiday; it's a return to our roots. This peaceful haven will stay in your heart. We look forward to welcoming you!
Indoor spacesFamilyAmenities
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!
Indoor spacesKitchenCheck-in
4.92 out of 5 average rating, 628 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.
Indoor spacesFamilyView
4.97 out of 5 average rating, 252 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.
FamilyKitchenHiking
4.96 out of 5 average rating, 125 reviews
Casa Dolce Toscana | Panoramic Suites & Views
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.
FamilyKitchenAir conditioning
4.98 out of 5 average rating, 187 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
Indoor spacesKitchenCheckout
4.92 out of 5 average rating, 338 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.
Indoor spacesKitchenNearby
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.
KitchenFamilyDecor
4.94 out of 5 average rating, 109 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.
KitchenFamilyAmenities
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 room, 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.
KitchenIndoor spacesValue
4.98 out of 5 average rating, 173 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.
KitchenFamilyGetting around
4.98 out of 5 average rating, 160 reviews
Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi
Indoor spacesFamilyParking
4.92 out of 5 average rating, 173 reviewsPopular amenities for Sinalunga family-friendly rentals
Family-friendly home rentals with a hot tub

Wine Experience Villa in Montepulciano
KitchenIndoor spacesHot tub
4.97 out of 5 average rating, 126 reviews
Charming Tuscan Villa in Val d'Orcia with a view
FamilyIndoor spacesQuiet
4.97 out of 5 average rating, 131 reviews
Palazzo Monaci - Pool in the Crete Senesi
KitchenIndoor spacesSolo travel
4.96 out of 5 average rating, 142 reviewsWp Relais Villa Vignalunga
Indoor spacesFamilyValue
4.93 out of 5 average rating, 117 reviews
Tuscan charm of villa - countryside - Villa Senaia
KitchenFamilyCheck-in
4.9 out of 5 average rating, 241 reviews
Villa di Geggiano – Guesthouse
KitchenIndoor spacesBiking
4.99 out of 5 average rating, 155 reviews
Villa unesco heritage, Jacuzzi & garden. BB Daria
Indoor spacesFamilyGetting around
4.98 out of 5 average rating, 183 reviews
Villa in Montepulciano with a Pool
FamilyKitchenDecor
4.92 out of 5 average rating, 149 reviewsFamily- and pet-friendly home rentals

La Lisa: country house surrounded by fields
FamilyKitchenLocation
4.94 out of 5 average rating, 135 reviews
Il Leccio Toscana Siena Apartment
KitchenFamilyView
4.95 out of 5 average rating, 106 reviews
Jenny's Barn
FamilyKitchenWalkability
4.96 out of 5 average rating, 187 reviews
A paradise in Montepulciano...
FamilyIndoor spacesWalkability
4.96 out of 5 average rating, 169 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
KitchenFamilyAccuracy
4.92 out of 5 average rating, 359 reviews
Separate room, between Cortona and Montepulciano
Indoor spacesKitchenPets
4.95 out of 5 average rating, 229 reviews
Beautiful medieval village!!!
FamilyIndoor spacesAmenities
4.99 out of 5 average rating, 475 reviews
Under the sunset, Montepulciano
FamilyKitchenBathroom
4.98 out of 5 average rating, 165 reviewsFamily-friendly home rentals with a pool

Podere Vergianoni nestled in Chianti with a pool
FamilyIndoor spacesBreakfast
5.0 out of 5 average rating, 352 reviews
Comfort Apartment in the Chianti Vineyards
KitchenIndoor spacesAir conditioning
4.93 out of 5 average rating, 455 reviews
The Eagle and the Olive Tree
KitchenFamilyGetting around
5.0 out of 5 average rating, 129 reviews
La Vignaccia (Farmhouse) - villa w/private pool
KitchenIndoor spacesAmenities
4.96 out of 5 average rating, 102 reviews
Panoramic Country Suite Montalcino
FamilyKitchenBreakfast
4.9 out of 5 average rating, 406 reviews
Villa Panorama near Siena Tuscany
FamilyIndoor spacesComfort
5.0 out of 5 average rating, 55 reviews
Geranium Apartment with Pool
FamilyIndoor spacesParks
4.68 out of 5 average rating, 19 reviews
Perfect Large Family Villa in Tuscany
KitchenFamilyView
4.91 out of 5 average rating, 23 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
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Basilica of St Francis
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Stadio Artemio Franchi





