A historic castle on a hill surrounded by lush greenery.

Certaldo Vacation Rentals

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Our top choices for Certaldo vacation rentals

1. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is CA $92
CA $146 total
includes taxes & fees
Sep 2 - Sep 3
Borgo Antico Residence

2. ViaGiotto A welcoming and well-kept apartment in Tuscany,

ViaGiotto A welcoming and well-kept apartment in Tuscany,
Certaldo
9.0 out of 10, Wonderful, (2 reviews)
"This is truly a welcoming apartment in a small town easily accessible to other sites. Clean, up to date with many little thoughtful touches. Our hostess was very friendly and helpful. This is our fifth Vrbo in Italy and one of the best. "
United States
Teresa S.
The price is CA $108
CA $142 total
includes taxes & fees
Aug 23 - Aug 24
ViaGiotto A welcoming and well-kept apartment in Tuscany,

3. Vale's House

Vale's House
Certaldo
The price is CA $161
CA $226 total
includes taxes & fees
Aug 19 - Aug 20
Vale's House

4. ViaGiotto Junior Welcoming and well-kept apartment in Tuscany

ViaGiotto Junior Welcoming and well-kept apartment in Tuscany
Certaldo
The price is CA $112
CA $141 total
includes taxes & fees
Aug 27 - Aug 28
ViaGiotto Junior Welcoming and well-kept apartment in Tuscany

5. Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveller
The price is CA $171
CA $176 total
includes taxes & fees
Aug 25 - Aug 26
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

6. ReginaSerena 2/4 people private park

ReginaSerena 2/4 people private park
Toscana
10.0 out of 10, Exceptional, (1 review)
"La gentillesse du propriétaire et très aidantes. Le logis était très jolie et très propre. Merci à Debra à sa famille "
Canada
luc
The price is CA $144
CA $226 total
includes taxes & fees
Aug 24 - Aug 25
ReginaSerena 2/4 people private park

7. Comfortable house immersed in the Florentine Chianti vineyards pets welcome

Comfortable house immersed in the Florentine Chianti vineyards pets welcome
Toscana
The price is CA $130
CA $204 total
includes taxes & fees
Aug 17 - Aug 18
Comfortable house immersed in the Florentine Chianti vineyards pets welcome

8. Mili house 3 bedrooms 2 bathrooms and garage

Mili house 3 bedrooms 2 bathrooms and garage
certaldo
The price is CA $357
CA $521 total
includes taxes & fees
Aug 23 - Aug 24
Mili house 3 bedrooms 2 bathrooms and garage

9. Apartment in Chianti estate near Certaldo

Apartment in Chianti estate near Certaldo
Certaldo
The price is CA $364
CA $684 total
includes taxes & fees
Aug 27 - Aug 28
Apartment in Chianti estate near Certaldo

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

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is CA $758
CA $953 total
includes taxes & fees
Aug 17 - Aug 18
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

11. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (110 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is CA $147
CA $210 total
includes taxes & fees
Sep 15 - Sep 16
Palazzo al Torrione 2

12. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is CA $133
CA $150 total
includes taxes & fees
Sep 15 - Sep 16
Chianti Village Morrocco

13. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is CA $241
CA $274 total
includes taxes & fees
Sep 3 - Sep 4
Antico Borgo il Cardino

14. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (2 reviews)
"Super clean, felt brand new with a beaaautiful view on the terrace! Quite a few stairs (heavy luggage :D) but definitely worth it! Sadly we only stayed two nights"
United Kingdom
Celesta
The price is CA $145
CA $163 total
includes taxes & fees
Sep 4 - Sep 5
DomuS Miniato

15. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (261 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is CA $235
CA $263 total
includes taxes & fees
Aug 30 - Aug 31
Relais Villa Olmo

16. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is CA $420
CA $468 total
includes taxes & fees
Aug 19 - Aug 20
Terre di Baccio

17. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (97 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is CA $70
CA $82 total
includes taxes & fees
Aug 24 - Aug 25
hu Firenze Certosa camping in town

18. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (260 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is CA $135
CA $171 total
includes taxes & fees
Aug 24 - Aug 25
Fattoria il Milione Agriturismo

19. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is CA $134
CA $167 total
includes taxes & fees
Aug 20 - Aug 21
I Parigi Corbinelli

20. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (292 reviews)
"Exceptionally friendly service staff that helped us. Location was also very convenient and accessible. Super clean room with strong AC that worked well during summer."
Singapore
Justin
The price is CA $131
CA $166 total
includes taxes & fees
Aug 18 - Aug 19
La Torre Del Cestello
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Certaldo Hotel Reviews

Find out more about Certaldo

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Certaldo. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Certaldo?

Yes, we have vacation rentals close to well known sights in Certaldo, or you can go with a more remote option if you're looking for relaxation. Nature enthusiasts will enjoy the gardens and countryside in Certaldo. Make sure you have time to check out the festivals while you're in the area.

What are some of the best vacation rentals that Certaldo has to offer?

Villa La Stella - Casa per Ferie: This vacation home rental near Certaldo is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Certaldo?

Choose from 9 Expedia vacation rentals in Certaldo for a memorable vacation.

What’s there to see and do in Certaldo?

Enjoy the area's cultural attractions such as Museum of Sacred Art, or get outdoors into nature at a spot like Alta Val d'Elsa River Park. Other popular places to visit in the area include Piazza di Santa Maria Novella and Piazza del Duomo.

What’s a vacation rental in Certaldo like?

A vacation rental is a private property you can book for a few weeks or just a few days in Certaldo. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.