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

Total holiday rentals
Explore 30 holiday rentals in Certaldo

Nightly prices starting at
Certaldo holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Certaldo holiday rentals include Wi-Fi access

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

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

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
KitchenFamilyHiking

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.
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In centro a Certaldo
L'appartamento si trova nel cuore di Certaldo, paese piccolo e tranquillo immerso tra le inconfondibili colline toscane, a soli 5 minuti a piedi trovate la stazione dei treni da dove potete raggiungere Siena o Firenze, e anche alte città, oppure in auto. Certaldo ha un fascino medioevale unico nel suo genere: il centro storico nella parte alta è infatti conservato splendidamente e dal nostro appartamento potrete raggiungerlo a piedi in pochi minuti oppure con una panoramica funicolare.
FamilyIndoor spacesParking

Cosy Tuscan Home near Florence & San Gimignano
UN NIDO ACCOGLIENTE dove tradizione e confort moderno s'incontrano. Perfetto per chi desidera rallentare, rilassarsi e vivere la Toscana più autentica, lontano dal caos. Immagina di svegliarti nel cuore di un borgo toscano, affacciarti sulla piazza e iniziare la giornata con la tranquillità e I ritmi locali. L'appartamento completamente ristrutturato e arredato con gusto, si trova nel centro storico di Gambassi Terme, un punto strategico per eslorare le meraviglie della Toscana.
KitchenIndoor spacesSleep quality

Stone House with Exclusive Pool Codilungo in Chianti
Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.
Indoor spacesFamilyWi-Fi

Casa al Gianni - Il Fienile di Simignano
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!
FamilyKitchenBarbecue

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
Indoor spacesFamilyView

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.
Indoor spacesFamilySleep quality

La Casa di Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
FamilyKitchenHot tub

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
Indoor spacesFamilyBiking

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
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Casa in torre medioevale con vista a Certaldo
Casa vacanze situata nel cuore del borgo medioevale di Certaldo. Appartamento al secondo piano senza ascensore costituito da cucina con sala da pranzo, camera con TV al plasma e terrazza, bagno con cabina doccia, cameretta con divano letto, zona relax e vista panoramica. Ampio giardino con barbecue! Posti letto complessivi 4. Free WiFi!!!
Indoor spacesFamilyCheck-in
Popular amenities for Certaldo family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi
Indoor spacesFamilyPets

I Limoni Apartment in Tuscany
Indoor spacesFamilyQuiet

Torretta Apartment
FamilyIndoor spacesSleep quality

SuiteLouise.pool, Hot Tub,homeGym & private Garden
FamilyIndoor spacesBarbecue

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
Indoor spacesKitchenLong stay

Villa di Geggiano - Guesthouse
KitchenIndoor spacesParking

Country House w/ heated Pool near the City Centre
FamilyIndoor spacesLayout

La Pieve - the house next to the church
KitchenIndoor spacesCleanliness
Family- and pet-friendly home rentals

Bellissimo borgo medievale!!!
Indoor spacesFamilyCondition

Private villa/swimming pool in Tuscany
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Authentic Tuscan Country House WITH A/C
Indoor spacesKitchenShared spaces

Historic house in heart of Tuscany
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Colonica nel Chianti
Indoor spacesFamilyAmenities

Florentine Hills "Le Scalette"
Indoor spacesFamilyBarbecue

Suite in Castello di Valle
FamilyIndoor spacesComfort

TREEhouse/casaBARTHEL
Indoor spacesFamilyOutdoor spaces
Family-friendly home rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views
FamilyIndoor spacesLong stay

Infinity pool in Chianti 1
FamilyIndoor spacesWi-Fi

Cercis - La Palmierina
KitchenFamilyAccuracy

Torre dei Belforti
KitchenIndoor spacesWalkability

Podere La Castellina - N°1 COTTAGE
Indoor spacesFamilyView

Casa La Selva
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Relax e charme tra le colline del chianti
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Villa delle Ortensie
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When is the best time to visit Certaldo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 NZD | $160 NZD | $181 NZD | $204 NZD | $204 NZD | $218 NZD | $223 NZD | $213 NZD | $189 NZD | $201 NZD | $186 NZD | $196 NZD |
| Avg. temp | 7°C | 8°C | 11°C | 14°C | 18°C | 23°C | 25°C | 25°C | 21°C | 16°C | 11°C | 7°C |
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
- Cala Violina
- Stazione Santa Maria Novella
- Spiagge Bianche
- Pisa Centrale Railway Station
- Mercato Centrale
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden





