A historic castle on a hill surrounded by lush greenery.

Certaldo Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Certaldo vacation rentals

A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

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
$89 nightly
The price is $101
Nov 14 - Nov 15
Total with taxes and fees
Borgo Antico Residence
Two people seated on a wooden chair with a plaid cushion, a table with a charcuterie board between them, and a potted plant to the right.

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.
$95 nightly
The price is $99
Nov 4 - Nov 5
Total with taxes and fees
ViaGiotto A welcoming and well-kept apartment in Tuscany,
A covered patio with a table and chairs, potted plants, and a view of the cityscape.

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

Mili House with 3 bedrooms, 2 bathrooms, and a garage
certaldo
$358 nightly
The price is $362
Nov 5 - Nov 6
Total with taxes and fees
Mili House with 3 bedrooms, 2 bathrooms, and a garage
A modern bedroom with a bed, bedside tables, a bench, and artwork on the wall.

4. Vale's House

Vale's House
Certaldo
$154 nightly
The price is $157
Nov 1 - Nov 2
Total with taxes and fees
Vale's House
A white door with a glass panel, a potted plant, and a doormat on a stone step.

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

ViaGiotto Junior Welcoming and well-kept apartment in Tuscany
Certaldo
$98 nightly
The price is $98
Nov 1 - Nov 2
Total with taxes and fees
ViaGiotto Junior Welcoming and well-kept apartment in Tuscany
A two-story building with a stone base and a white upper section.

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
$154 nightly
The price is $157
Nov 2 - Nov 3
Total with taxes and fees
ReginaSerena, 2–4 people, private park
A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

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 traveler
$218 nightly
The price is $221
Nov 1 - Nov 2
Total with taxes and fees
Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
A building with a brick facade, arched doorways, a staircase, and a balcony with railings.

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.
$1,296 nightly
The price is $1,296
Nov 2 - Nov 3
Total with taxes and fees
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
An arched entrance with a lantern above, flanked by two potted plants.

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
$159 nightly
The price is $179
Nov 23 - Nov 24
Total with taxes and fees
Villa il Fedino
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

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 traveler
Camping Boschetto Di Piemma
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

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
$116 nightly
The price is $132
Nov 1 - Nov 2
Total with taxes and fees
B&B La Fonte del Machiavelli
A stone building with a wooden door, a grill outside, and a stone wall.

12. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
$366 nightly
The price is $379
Nov 4 - Nov 5
Total with taxes and fees
Teranga in Chianti - Parking & Garden 3 BR
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

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
$162 nightly
The price is $194
Nov 4 - Nov 5
Total with taxes and fees
Palazzo Alfieri Residenza d’epoca - Place of Charme
A tented room with a bed, curtains, and a view of an outdoor deck.

14. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (122 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
$42 nightly
The price is $49
Nov 1 - Nov 2
Total with taxes and fees
hu Firenze Certosa camping in town
A stone building with a patio area featuring a table and chairs under a large umbrella.

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
$93 nightly
The price is $106
Nov 29 - Nov 30
Total with taxes and fees
Relais Villa Olmo - Place of Charme
A balcony with wicker furniture, overlooking a historic square with a prominent tower and a clock.

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
$99 nightly
The price is $123
Nov 30 - Dec 1
Total with taxes and fees
Relais Piazza Signoria
A detailed view of a Gothic-style cathedral with intricate architectural elements and statues.

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
$87 nightly
The price is $109
Nov 24 - Nov 25
Total with taxes and fees
Luxury B&B La Dimora degli Angeli
A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

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
$259 nightly
The price is $289
Nov 5 - Nov 6
Total with taxes and fees
Terre di Baccio
A modern bedroom with a wooden ceiling, a bed with a white headboard, a beige sofa, and a glass-enclosed shower area with marble walls.

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
$87 nightly
The price is $109
Nov 5 - Nov 6
Total with taxes and fees
Residenza La Musa Amarcord
Room

20. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (364 reviews)
"Such a great location and easy stay. We had a tower room and the view was incredible especially at sunset!"
Canada
Nina
$72 nightly
The price is $95
Nov 4 - Nov 5
Total with taxes and fees
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

IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"Very modern hotel that was conveniently located to the city centre"
Peter 8-night trip
Posted 1 hour ago
IQ Hotel Firenze

Find out more about Certaldo

Everything you need to know about Certaldo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Certaldo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Certaldo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Certaldo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Certaldo. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Certaldo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $49 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Certaldo rentals

At Expedia, we put the best Certaldo vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Certaldo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Certaldo vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Certaldo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Boboli Gardens. 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.