Family-friendly vacation rentals in San Gimignano

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Top-rated family-friendly rentals in San Gimignano

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

A spacious sleeping area features a large bed with a textured blue blanket. A tray with tea service sits on the bed, complemented by tasteful art pieces on the walls. Light is softly diffused throughout the room, enhancing its modern decor.

Apartment

4.73 out of 5 average rating, 603 reviews

Florence House opposite the Duomo (20 m (~65ft) away)

Pretty and Spacious studio (45 sqm) at 20 minutes from Duomo (therefore in the middle of the historic center) perfect for 2 people, but also suitable for family/friends of max 4 people. A comfortable double bed, two puffs/bed (only for 3°e 4°guest) kitchenette with fridge and a table for 4 people extendable Three big windows overlook Via de Pucci opposite the historic building Pucci. Historical Borough, well served. For 2 guests only the double bed is provided, not singles beds convertibles

Top guest favorite

A curved yellow sofa adorned with colorful cushions provides a focal point in a cozy living area. A round coffee table sits in front, while a decorative ladder bookshelf displays books and accessories against a textured stone wall.

Apartment

4.97 out of 5 average rating, 109 reviews

CaseMaggi Florence Historic City Center Apartment

Welcome to CaseMaggi Holiday Homes. This historic apartment is in the heart of Florence near Piazza Sant'Ambrogio, the Synagogue, a 10 min walk to the Duomo, Santa Croce and museums but in a classic quiet neighborhood filled with restaurants and a famous open market. The apartment has been remodeled protecting its 15th century stone wall, cotto floors and frescoed master bedroom ceiling with full modern kitchen. Antique art and furniture adorn it. We also have apartments in Portovenere.

Guest favorite

Apartment

4.96 out of 5 average rating, 127 reviews

Complimentary wine w/ infra-red Sauna

Welcome to our luxury home, a contemporary-styled, sophisticated 4 bed flat in a Renaissance-era setting that offers guests the perfect blend of old and new. There is taste and elegance in every detail that combines contemporary design and style, alongside the structure's original Renaissance features. Nestled in the heart of Florence’s Oltrarno quarter it is located just a stone’s throw from the Ponte Vecchio and lively streets dotted with shops, bars, restaurants, and artisan workshops.

Top guest favorite

An outdoor dining area is presented under a wooden pergola, featuring a long table surrounded by matching chairs. A well-maintained garden is visible in the background, with grassy patches and stone walls adding to the serene ambiance.

Villa

4.97 out of 5 average rating, 152 reviews

Villa of the 2 Olive Trees (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

Top guest favorite

A bright living area showcases large glass doors leading to an outdoor terrace with scenic views. A colorful area rug lies on the wooden floor, complemented by a modern sofa and decorative artwork on the wall. Natural light fills the space, enhancing its openness.

Home

5 out of 5 average rating, 235 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients, such as bio vegetables, eggs or cheese.

Guest favorite

A well-lit living area showcases a comfortable sofa beside a glass dining table adorned with a bouquet of pink roses. A large artwork depicting an Italian scene is mounted on the wall, complemented by elegant lighting fixtures hanging from the ceiling beams.

Apartment

4.9 out of 5 average rating, 543 reviews

The house of Secret in Ponte Vecchio

Affascinante ed elegante appartamento con possibile posto auto in garage in una tranquilla strada pedonale . Si può raggiungere Ponte Vecchio, la Galleria Uffizi, Piazza della Signoria in due minuti. Si trova al secondo piano di un palazzo storico, senza ascensore. L'appartamento è fornito di tutto ciò che vi serve per vivere al meglio la vostra vacanza o soggiorno di lavoro Un buon collegamento wifi (Fibra) e un computer Apple 27 pollici per unire l'utile al dilettevole.

Guest favorite

A bright and airy living area features a sloped ceiling with exposed wooden beams. A comfortable sofa is accented with decorative pillows, and a small shelf displays books. Natural light filters in through the skylight, enhancing the overall openness of the space.

Apartment

4.91 out of 5 average rating, 152 reviews

NEW: Romantic Apartment in Oltrarno, San Frediano

Bright and airy, fully air con, newly renovated to high spec 2 bed /1 bath apartment on the top floor of a 2 unit building dating back to the 1400's in the charming historical San Frediano district, an easy few minutes walk to all the main sights. According to Lonely Planet, San Frediano is the 1st world’s coolest neighbourhoods to visit. There is no lift, there are 28 steps, not many but quite challenging. Regional identification code CIR 048017LTN8197

Guest favorite

A dining area features a wooden table surrounded by high-backed chairs, complemented by natural light filtering through a window. The kitchen space displays a marble countertop, a modern sink, and overhead shelves showcasing diningware. Exposed wooden beams add a rustic touch to the ceiling.

Home

4.87 out of 5 average rating, 62 reviews

Paluffo Tower House

This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.

Top guest favorite

Villa

4.96 out of 5 average rating, 100 reviews

Charming Villa in Stone in Tuscany, Borgo ai Lecci

The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes.

Superhost

An outdoor patio area is showcased, featuring two wrought-iron chairs positioned near a small table. Potted plants and climbing greenery add a natural touch to the brick pathway, while a rustic stone wall forms the backdrop, offering a serene space for relaxation.

Apartment

4.77 out of 5 average rating, 213 reviews

Small Courtyard

Romantic typical Tuscan accommodation with outdoor space for soft dinners. Available for couples and small families. Central to the medieval Etruscan village village. All shops and main amenities nearby (bank, mail, gas station) . Typical products: Quality wine and oil. Close to the theater of silence of Bocelli ,Volterra 30 km, Pisa 45 km ,sea at 35 km.

Superhost

A spacious dining area is presented with a large wooden table, surrounded by six white chairs. A wall clock adds functionality, while a piece of artwork decorates one side. Natural light flows in through large windows, enhancing the warmth of the room.

Apartment

4.86 out of 5 average rating, 241 reviews

Total Florence 100%

Beautiful bright and quiet apartment in the heart of residential Florence, just a few steps from the best restaurants in Florence and a 10-minute walk from the David Academy, San Lorenzo and the Central Market. Perfect for large families or large groups of friends, it offers a spacious living area to stay together and large private bedrooms.

Top guest favorite

A rustic stone house is illuminated in the evening light, showcasing large windows framed by greenery. Colorful foliage adorns the exterior, complemented by a well-maintained garden area. The structure's classic architectural features highlight its authentic charm.

Villa

4.98 out of 5 average rating, 124 reviews

Quite old farmhouse on the hills of Florence

Two levels 800th rustic country house, on the hills surrounding the town with original forniture and a stunning view of the facing valley, a beautiful patio and large garden. 25 min driving from center, well placed for Chianti area, Siena, San Gimignano. 1hr driving to Pisa, Lucca, Volterra, Arezzo, Cortona and much more!