
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 $119 NZD per night before taxes and fees

Verified guest reviews
Over 250 verified reviews to help you choose

Pet-friendly accommodation
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

Wi-Fi availability
20 of Sinalunga holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
FamilyIndoor spacesNearby

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 spacesFamilyWalkability

Pink like the sunset sky
The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!
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Wine Experience Villa in Montepulciano
🏡 Villa Talosa is immersed in the vineyards of the Fattoria della Talosa, a historic winery in Montepulciano that produces Vino Nobile. An authentic place, ideal for relaxing with the magic of the Tuscan countryside and an enchanting view from every window. Just 1.5 km from the historic center, which can also be reached on foot, you can visit our Historic Winery from the 1500s under Piazza Grande: a unique experience between history and passion for wine. Heating and air conditioning are included.
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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.
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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.
Indoor spacesKitchenBarbecue

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
KitchenIndoor spacesBarbecue

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.
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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.
FamilyIndoor spacesBarbecue

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
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Villa Tonacato - Charming Villa with private pool
Ancient rural farmhouse, located on the Tuscan hills with views of the surrounding countryside. Isolated and ideal for those who want to relax but close to the main Italian tourist cities. Each room is equipped with air conditioners with windfree technology, in the living room there is an 82" ULTRA HD TV with SKY and international channels. The pool is equipped with Philips Hue lighting to create the right atmosphere at all times and a Bose Soundtouch bluetooth sound system
Indoor spacesFamilyAccuracy

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.
FamilyIndoor spacesBeach
Popular amenities for Sinalunga family-friendly rentals
Family-friendly home rentals with a hot tub

Palazzo Monaci - Pool in the Crete Senesi
Indoor spacesFamilySleep quality

Tuscan charm of villa - countryside - Villa Senaia
KitchenFamilyBackyard

Casa Dolce Toscana | Panoramic Suites & Views
FamilyKitchenWalkability
Wp Relais Villa Vignalunga
Indoor spacesKitchenCheck-in

Charming Tuscan Villa with View forFamily&Friends
FamilyIndoor spacesBackyard

La Pieve - the house next to the church
FamilyIndoor spacesBathroom

Villa unesco heritage, Jacuzzi & garden. BB Daria
Indoor spacesFamilyHospitality

Villa di Geggiano – Guesthouse
KitchenIndoor spacesTV
Family- and pet-friendly home rentals

Tuscan cottage with an heavenly view
KitchenIndoor spacesQuiet

A paradise in Montepulciano...
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Jenny's Barn
Indoor spacesKitchenHospitality

Beautiful medieval village!!!
KitchenIndoor spacesWalkability

Separate room, between Cortona and Montepulciano
Indoor spacesFamilyPets

Tuscan country house at Mascagni Farmhouse in Pienza
FamilyKitchenView

Apartment in Tuscan farm house.
KitchenIndoor spacesWi-Fi

In Tuscany Rooms
KitchenFamilyWalkability
Family-friendly home rentals with a pool

Castel Brunello - 2 doublebed rooms + terrace
KitchenFamilyPool

Spedaletto Castle, Val d'Orcia, Pienza
KitchenFamilyPool

Loggiato 3 apartment in Tuscany near Siena
FamilyKitchenCheckout

Unique view 3 bdr villa with pool & A/C in Pienza
Indoor spacesKitchenBarbecue

Villa Panorama near Siena Tuscany
KitchenIndoor spacesPool

Geranium Apartment with Pool
Indoor spacesKitchenGetting around

Perfect Large Family Villa in Tuscany
FamilyIndoor spacesOutdoor spaces

Tuscan Villa 14pax Pool • BBQ • Near Montepulciano
KitchenFamilyHeating
Destinations 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
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Basilica of St Francis
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Stadio Artemio Franchi





