A historic castle on a hill surrounded by lush greenery.

Certaldo Holiday Rentals

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Our top choices for Certaldo holiday rentals

1. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
9.6 out of 10, Exceptional, (5 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is NZ$180
includes taxes & fees
11 Nov - 12 Nov
Borgo Antico Residence

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

ViaGiotto A welcoming and well-kept apartment in Tuscany,
Certaldo
9.4 out of 10, Exceptional, (3 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 NZ$175
includes taxes & fees
4 Nov - 5 Nov
ViaGiotto A welcoming and well-kept apartment in Tuscany,

3. Mili House with 3 bedrooms, 2 bathrooms, and a garage

Mili House with 3 bedrooms, 2 bathrooms, and a garage
certaldo
The price is NZ$626
includes taxes & fees
7 Nov - 8 Nov
Mili House with 3 bedrooms, 2 bathrooms, and a garage

4. Vale's House

Vale's House
Certaldo
The price is NZ$279
includes taxes & fees
1 Nov - 2 Nov
Vale's House

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

ViaGiotto Junior Welcoming and well-kept apartment in Tuscany
Certaldo
The price is NZ$174
includes taxes & fees
2 Nov - 3 Nov
ViaGiotto Junior Welcoming and well-kept apartment in Tuscany

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 NZ$279
includes taxes & fees
7 Nov - 8 Nov
ReginaSerena, 2–4 people, private park

7. 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 NZ$394
includes taxes & fees
1 Nov - 2 Nov
Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

8. 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 NZ$2,304
includes taxes & fees
2 Nov - 3 Nov
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

9. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (108 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is NZ$319
includes taxes & fees
23 Nov - 24 Nov
Villa il Fedino

10. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (91 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
Camping Boschetto Di Piemma

11. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (93 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is NZ$234
includes taxes & fees
1 Nov - 2 Nov
B&B La Fonte del Machiavelli

12. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
The price is NZ$694
includes taxes & fees
10 Nov - 11 Nov
Teranga in Chianti - Parking & Garden 3 BR

13. Palazzo Alfieri Residenza d’epoca - Place of Charme

Palazzo Alfieri Residenza d’epoca - Place of Charme
Historic Centre of Florence
9.2 out of 10, Wonderful, (862 reviews)
"The staff are amazing & the location is great"
United Kingdom
Helen Jane
The price is NZ$360
includes taxes & fees
23 Nov - 24 Nov
Palazzo Alfieri Residenza d’epoca - Place of Charme

14. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (123 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
The price is NZ$88
includes taxes & fees
10 Nov - 11 Nov
hu Firenze Certosa camping in town

15. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (274 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
The price is NZ$188
includes taxes & fees
29 Nov - 30 Nov
Relais Villa Olmo - Place of Charme

16. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (890 reviews)
"The people were all extremely nice and helpful, location was amazing, exactly what we were after having never been to Florence !!"
United States
David
The price is NZ$238
includes taxes & fees
30 Nov - 1 Dec
Relais Piazza Signoria

17. Luxury B&B La Dimora degli Angeli

Luxury B&B La Dimora degli Angeli
Historic Centre of Florence
9.2 out of 10, Wonderful, (617 reviews)
"Excellent location, breakfast was awesome, perfect place for a young couples."
United States
Maurin
The price is NZ$205
includes taxes & fees
4 Nov - 5 Nov
Luxury B&B La Dimora degli Angeli

18. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is NZ$557
includes taxes & fees
6 Nov - 7 Nov
Terre di Baccio

19. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
10.0 out of 10, Exceptional, (181 reviews)
"Great location away from the crowds. Quiet. Elegant hotel with a friendly and pleasant staff."
United States
Samuel
The price is NZ$203
includes taxes & fees
18 Nov - 19 Nov
Residenza La Musa Amarcord

20. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (367 reviews)
"Such a great location and easy stay. We had a tower room and the view was incredible especially at sunset!"
Canada
Nina
The price is NZ$169
includes taxes & fees
4 Nov - 5 Nov
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Certaldo holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Certaldo. 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 Certaldo. 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 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 holiday 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 Certaldo short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Certaldo?

Yes, there are holiday rentals close to the most popular sights in Certaldo, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Certaldo has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of 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 holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Certaldo?

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

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 Boboli Gardens. Other popular places to visit in the area include Piazza di Santa Maria Novella and Piazza del Duomo.

What’s a holiday rental in Certaldo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Certaldo. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.