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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
$89 nightly
The price is $102
Oct 27 - Oct 28
Total with taxes and fees
Borgo Antico Residence
An open wooden door leading to an outdoor patio with a table and chairs.

2. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$117 nightly
The price is $134
Nov 7 - Nov 8
Total with taxes and fees
Palazzo al Torrione 2
A table with breakfast items and a view of rolling hills.

3. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
$80 nightly
The price is $91
Oct 22 - Oct 23
Total with taxes and fees
Chianti Village Morrocco
An arched entrance with a lantern above, flanked by two potted plants.

4. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (106 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
$205 nightly
The price is $230
Oct 21 - Oct 22
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.

5. 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
$47 nightly
The price is $55
Oct 18 - Oct 19
Total with taxes and fees
Camping Boschetto Di Piemma
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

6. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
$116 nightly
The price is $132
Oct 28 - Oct 29
Total with taxes and fees
B&B La Fonte del Machiavelli
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

7. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (271 reviews)
"Very friendly and clean."
United States
Mohamed
$122 nightly
The price is $138
Nov 17 - Nov 18
Total with taxes and fees
Relais Villa Olmo - Place of Charme
A dining area with a table set for two, featuring a view of greenery through a window.

8. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (39 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
$134 nightly
The price is $152
Nov 8 - Nov 9
Total with taxes and fees
La Locanda di Pietracupa
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

9. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 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
$319 nightly
The price is $355
Oct 20 - Oct 21
Total with taxes and fees
Terre di Baccio
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

10. 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, (856 reviews)
"Beautiful rooms and great location"
Canada
Taylor
$229 nightly
The price is $267
Nov 17 - Nov 18
Total with taxes and fees
Palazzo Alfieri Residenza d’epoca - Place of Charme
A rustic outdoor setting with a wooden structure, a wheelbarrow, and potted plants.

11. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
$372 nightly
The price is $385
Oct 18 - Oct 19
Total with taxes and fees
Teranga in Chianti - Parking & Garden 3 BR
A hot tub with a bottle and glasses, surrounded by a misty outdoor area with trees and a pool.

12. Lebbiano Residence Bio Resort

Lebbiano Residence Bio Resort
3.0 star property
Scandicci
9.4 out of 10, Exceptional, (23 reviews)
"Very good service, staff are very friendly and helpful. I would defenitely come back."
Australia
R.D
$188 nightly
The price is $213
Nov 5 - Nov 6
Total with taxes and fees
Lebbiano Residence Bio Resort
A water park with a pool, slides, and a wooden deck area.

13. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (120 reviews)
"Friendly staff!"
United States
larisa
$40 nightly
The price is $47
Oct 25 - Oct 26
Total with taxes and fees
hu Firenze Certosa camping in town
A modern bedroom with a large bed, a desk with chairs, and a bathroom visible through an open door.

14. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,193 reviews)
"Great location"
United States
Diana
$122 nightly
The price is $150
Nov 2 - Nov 3
Total with taxes and fees
Palazzo Mannaioni Suites
Reception

15. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (140 reviews)
"Book this for our honeymoon and will definitely come back"
Canada
Kerby
$156 nightly
The price is $186
Nov 17 - Nov 18
Total with taxes and fees
Teatro Luxury Apartments Firenze - Starhotels Collezione
A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

16. Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (339 reviews)
"Great location, very clean room, and friendly, helpful staff. We had a very comfortable stay and would happily stay here again."
United States
HYEUNJOO
$166 nightly
The price is $196
Nov 9 - Nov 10
Total with taxes and fees
Tornabuoni Suites Collection
Room

17. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (351 reviews)
"Such a great location and easy stay. We had a tower room and the view was incredible especially at sunset!"
Canada
Nina
$95 nightly
The price is $120
Nov 17 - Nov 18
Total with taxes and fees
La Torre Del Cestello
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

18. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (885 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
$103 nightly
The price is $127
Nov 17 - Nov 18
Total with taxes and fees
Relais Piazza Signoria
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
9.8 out of 10, Exceptional, (179 reviews)
"The hotel was beautiful. The staff was super accommodating. My friends came by from another hotel and said they had wished to have reserved here instead. Modern accommodations and of course luckily an elevator. DEFINITELY would stay here again"
United States
Arely
$96 nightly
The price is $119
Nov 15 - Nov 16
Total with taxes and fees
Residenza La Musa Amarcord
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

20. Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (642 reviews)
"Lovely hotel, great location."
United Kingdom
Robert
$218 nightly
The price is $255
Nov 16 - Nov 17
Total with taxes and fees
Il Rivalta - Place of Charme
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

Bernini Palace

Bernini Palace

10/10 Excellent
"Great location! Very friendly and helpful staff. Room was charming and very clean."
Laura 2-night trip
Posted 4 hours ago
Bernini Palace

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 $47 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.