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

Total holiday rentals
Explore 20 holiday rentals in Montespertoli

Nightly prices starting at
Montespertoli holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Montespertoli holiday rentals include wifi access

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

4.8 Average rating
Montespertoli stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Montespertoli
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Vacation immersed in the Tuscan countryside 'Canaiolo'
"💖Treat yourself to a vacation immersed in the Tuscan countryside, with a large equipped swimming pool 🌞💐The scents of nature, breathtaking landscapes and the swimming pool will be the setting for the relaxation you seek. 🚴🏻♂️🏃♀️Then if you feel the need to move, you can swim, walk, or run along the paths around your country home. 🏛The apartment's strategic location allows you to make excursions to Florence, Siena, and Pisa. ✨The apartments have been recently renovated in Tuscan style."

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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.

Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

Villa i Lecci 1
At Villa i Lecci you will have an accommodation for exclusive use, surrounded by the beautiful Chianti landscape, just 1.8 km from the town center. The two double bedrooms, cozy and spacious, are connected by a corridor to the living room with fireplace and to the dining room with kitchen. Perfect for a relaxing pool vacation or a tour of Chianti and the main Tuscan cities, Florence, Siena, Pisa, San Gimignano and Volterra. Suitable for couples, families, and groups of friends.

Sunny Beauty
Tranquility - Beauty - Relaxation. We are in Chianti, San Gimignano, Florence, Siena, Volterra and Pisa are not far away. Beauty and extraordinary things surround us, as well as good genuine food, especially great wine and great oil. Fully renovated home. Note: You can find us on Google Maps. Shops close at 8:00 p.m. I am a local tour guide, I studied art and singing. I wish you a pleasant stay in my home, furnished with love and with the aim of making you feel good.

La Chicchera, ground floor apt with panoramic view
La Chicchera is a recently renovated apartment with attention to detail in a very quiet street in the centre of Montespertoli, a small town in the heart of Chianti and a short distance from Florence and all the other cities of art in Tuscany. Mini-markets, bars, pharmacies, restaurants, shops, banks are within easy walking distance; bus stops are also within walking distance. We will be happy to welcome you and be part of your stay in Tuscany with tips and tricks!

I Limoni Apartment in Tuscany
In the Chianti hills between Florence Siena rich in history and evocative natural sceneries, the cradle of civilizations that have left an artistic and cultural heritage of unparalleled value, surrounded by unspoiled nature luxuriant vineyards cultivated as gardens, centuries-old olive groves, imposing cypresses, is the "VillaBassa" farm is located. easily accessible Florence 30 min Pisa 50 min Siena 50 min S.Gimignano 30 min Monteriggioni 45 min

Farmhouse in Chianti
Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).

Chianti Panorama | House with 3 En-Suite Bathrooms
Immerse yourself in the authentic magic of Chianti 🍷 in our exclusive country home 🏡, boasting panoramic views over Montespertoli and its rolling hills . Strategically located just 1 km from the town center and main amenities 🛍️ like cafes ☕, restaurants 🍽️, and supermarkets 🛒, it is within easy reach of Florence , San Gimignano , Volterra and Siena . All the wonders of Tuscany will be just a charming day trip away!

Costalmandorlo, a rustic home in the heart of Tuscany
Costalmandorlo is your peaceful corner in the center of Tuscany. A charming country cottage restored and furnished with care and with a style that combines ancient and modern. Here you can slow down and relax surrounded by the sounds of nature, admiring beautiful sunsets and having long breakfasts in the garden. A short distance between Florence, Siena and Pisa, it is an excellent base for touring Tuscany.

Heavenly terrace in Chianti between Florence and Siena
Wake up with a view of the Chianti hills, have breakfast on the terrace and reach Florence, San Gimignano and Siena in less than an hour. Finally, enjoy an aperitif at sunset. A quiet house designed for families and friends who want to experience authentic Tuscany and enjoy the peace of the countryside without being isolated.

"Bellaria" Apartment
Bellaria is located on the main road that connects the village (10 minutes on foot) to the various points of interest. Suitable as a base for visiting Tuscany. ●Accommodation tax to be paid in cash at check-in €1.50 per night per adult (over 14 years of age). ●Possibility of self check-in with a lockbox for the keys.
Popular amenities for Montespertoli family-friendly rentals
Family-friendly home rentals with a hot tub

Casa al Gianni - The Simignano Barn

A Big Dream in a Little Tower.

Nada Home

Farmhouse in Chianti with Swimming Pool

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Il Vichiaccio: Florence Villa with Jacuzzi

Il Fienile, Cottage in the country with Jacuzzi

Farmhouse , pool, 13 px. Lucca 10km
Family- and pet-friendly home rentals

Florence Sunset Hills • Giogoli

Casa del Sole in Chianti

The little house in the garden

Paluffo Tower House

Countryhouse 9 kms to Florence-3+2,free park, wine

Lucciano "Cipresso" Farmhouse

Luxury Villa in the very heart of Chianti

Private pool & panoramic garden on the countryside
Family-friendly home rentals with a pool

Relaxation and charm in the Chianti hills

Cercis - La Palmierina

FIENILE VILLACOLLE Tuscan hillside

Stone House with Exclusive Pool Codilungo in Chianti

Villa Isabella

Flat for 4 with garden & pool in agriturismo

The Castle of Ferrano - Castle in Tuscany

Infinity pool in Chianti 1
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Val di Luce
- Boboli's Garden
- Porta Elisa





