Best Villas in Certaldo 2026

A historic castle on a hill surrounded by lush greenery.

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Our top choices for Certaldo villas

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Certaldo - Firenze

Kelly C.

includes taxes & fees

1 Jul - 2 Jul

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

2 Jul - 3 Jul

Luxury Villa in the Florentine hills

Florence

edward p.

includes taxes & fees

19 Jul - 20 Jul

Rooster House, cooking classes and opera

Toscana

includes taxes & fees

8 Jul - 9 Jul

2 outdoor pools, pool umbrellas, pool loungers

La Lunaria di Lajatico

Lajatico

Julia

includes taxes & fees

3 Jul - 4 Jul

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Gaiole in Chianti

includes taxes & fees

1 Jul - 2 Jul

Villa Marcolina

Castelnuovo Berardenga

includes taxes & fees

1 Jul - 2 Jul

The three owls of san gimignano

San Gimignano

includes taxes & fees

15 Jul - 16 Jul

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Top Certaldo Hotel Reviews

The Social Hub Florence Lavagnini

8/10 Good

"I really wanted to give this hotel 5 stars. The room was spotless, the atmosphere was fun and social, and the rooftop views were beautiful. Unfortunately, the rooftop bar experience overshadowed an otherwise excellent stay. We paid €50 for the upgrade package, advertised as 2 rounds of 2 drinks. When we presented our card, the waitress insisted it covered only basic drinks (worth about €8–10), not signature cocktails, making the package nowhere near its advertised value. After showing my receipt, she reluctantly honored two basic drinks. The next morning, Chiara at the front desk was incredibly helpful and wrote a note confirming we were entitled to two rounds of two drinks from any menu. She was so kind and helpful! That evening we received our first round, but the waitress kept our card, leaving us with no proof of the second round. As a side note, the signature cocktail itself was 80% gigantic oblong ice cube, 20% drink. But when we tried to order again, she ignored us while serving other tables, and even seated couples in areas she’d told us were reserved for large parties. We felt singled out and unwelcome simply for asking for what we’d paid for. The front desk later offered a partial refund and complimentary water bottles. My advice: skip the rooftop drink package until it’s managed more consistently. It’s unfortunate that such a great hotel is let down by the rooftop bar. I don’t know if the hotel represents the bar management, but they are attached regardless…"

Hotel Calimala Florence

10/10 Excellent

"The location was perfect, steps away from all of the best sites in Florence. The property was very clean and smelled amazing. The room was spacious and well appointed. The staff helped us get a taxi in the morning and even let me get a drink from the bar even though I didn’t realize a private event was happening. The drinks and food are pricey, as you would expect (about a 10 euro markup from any place else for a spritz), but we would absolutely stay here again."

Find out more about Certaldo

Certaldo Villas information

Number of reviews	182
Accommodation	1793 Villas
Lowest Price	£106
Highest Price	£4,497

Frequently asked questions

How much do villas in Certaldo cost?

Villas in Certaldo cost between £106 and £4,497 per night. These stays give you the privacy to enjoy your own space at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Certaldo?

Certaldo has 1793 villas to pick from. Find a place that's right for you quickly and easily by selecting the "Villa" checkbox under the "Property type" tab in our filter tool.

Why book your villa in Certaldo with Expedia?

Booking a villa in Certaldo is as simple as working out your travel dates and picking a place that meets your needs. Want something low cost or luxurious, or a stay that also features WiFi and a hot tub? Use Expedia's search filters to narrow your results and find the perfect pad.

How can I find cheap villas in Certaldo?

Expedia can help you track down cheap villas in Certaldo. Simply use our handy filter tool to choose amenities, star rating and budget to refine your search and find a great place to stay in a few quick keystrokes.

What is there to do near my villa in Certaldo?

If you're eager to explore the best of Certaldo, make your way to Museum of Sacred Art. It's a winner with locals and visitors alike.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Certaldo villas

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa Montecastello

Luxury Villa in the Florentine hills

Rooster House, cooking classes and opera

La Lunaria di Lajatico

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Villa Marcolina

The three owls of san gimignano

Casa dei Renai by Rentbeat

Tuscan Villa 15 min from Florence, Parking, Garden

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

Villa Il Signorino

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

CountryHouse con Piscina Privata 5 min dal centro

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!

Villa Marina with private pool, Borgo del Silenzio

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

Find holiday rentals that suit your style

Top Certaldo Hotel Reviews

The Social Hub Florence Lavagnini

Find out more about Certaldo

Certaldo Villas information

Frequently asked questions

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