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

Total holiday rentals
Explore 20 holiday rentals in Montelupo Fiorentino

Nightly prices starting at
Montelupo Fiorentino holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Montelupo Fiorentino holiday rentals include wifi access

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

4.9 Average rating
Montelupo Fiorentino stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Montelupo Fiorentino
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

Ines' little house
LA CASETTA DELL'INES is an apartment located just below the walls of Malmantile in the hart of the old village , housed in a manor house back to the XVII century. the house has been completely renovated respecting the ancient taste that distinguishes the place. the furnishings reflect the Tuscan style of the early twentieth century while having all the modern comforts . parking is free inside the manor house. you can find a private wellness in the house with infrared cabin and hydromassage shower and turkish bath

Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

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.

Giglio Blu Loft di Charme + Air Conditioning
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Florentine Hills 'Le Scalette'
- central heating is included in the cold months - AC is available in the 3 bedrooms - in addition, ceiling fans are also present in the 3 bedrooms and in the living room - beautiful bed l linens and towels - entra pillows and blankets - high chair and child cot - the kitchen area is equipped with: - induction stove top - pots and pans - dishwasher - dishes, glasses, wine glasses etc - microwave oven - toaster - Nespresso coffee machine - Italian moka coffee machine - hot water kettle -

Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Typical Tuscan country house
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Tower Penthouse in small castle near Florence
900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

The View of Sangiorgio
In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb
Historic charm with modern comfort, Tuscany
Charming Retreat for Two, 15 Minutes from Vinci Escape to a cozy hideaway perfect for couples seeking relaxation and comfort. Enjoy a private garden and a shared travertine pool with stunning views of the Tuscan countryside—especially magical at sunset. Ideal for romantic, slow-paced weekly stays. We live on the property with discretion and are happy to assist if needed. A car is required to reach the house.

Flat for 4 with garden & pool in agriturismo
We have created an intimate and exclusive environment, which can accommodate a maximum of 10 guests, where you can find a feeling of tranquility and freedom. The 70 square meter Rasty apartment is located on the ground floor, it is spread over two independent bedrooms and can accommodate up to four people, with four-poster beds, garden view, bathroom, living area and kitchen with fully equipped kitchenette.
Popular amenities for Montelupo Fiorentino family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi

Country House w/ heated Pool near the City Centre

Farm in the Tuscan hills

Torretta Apartment

I Limoni Apartment in Tuscany

Nada Home

Tuscany Country House Villa Claudia

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

Tuscan cottages in an ancient villa with a garden

Costalmandorlo, a rustic home in the heart of Tuscany

TREEhouse / casaBARTHEL

Private villa/swimming pool in Tuscany

Dalla Rossa(A happy place for family)

Private pool & panoramic garden on the countryside

Farmhouse in Chianti

Lovely house in a scenic and paiceful location
Family-friendly home rentals with a pool

Stone House with Exclusive Pool Codilungo in Chianti

App.with pool and beautiful view, 5 adults

Infinity pool in Chianti 1

Cercis - La Palmierina

Countryside Dream farm in Tuscany

Casa Montecuccoli-sustainable House in Tuscany

Villa of the Hydrangeas

Taylor lab - Apartment in Villa
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)
- Mugello Circuit
- Stazione Santa Maria Novella
- Spiagge Bianche
- Pisa Centrale Railway Station
- Mercato Centrale
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Parco dell'Orecchiella
- Val di Luce





