A historic castle on a hill surrounded by lush greenery.

Certaldo Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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
Oct 29 - Oct 30
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.
$96 nightly
The price is $99
Oct 29 - Oct 30
Total with taxes and fees
ViaGiotto A welcoming and well-kept apartment in Tuscany,
A white door with a glass panel, a potted plant, and a doormat on a stone step.

3. 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
Oct 29 - Oct 30
Total with taxes and fees
ViaGiotto Junior Welcoming and well-kept apartment in Tuscany
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 $158
Nov 1 - Nov 2
Total with taxes and fees
Vale's House
A two-story building with a stone base and a white upper section.

5. 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
$134 nightly
The price is $137
Oct 28 - Oct 29
Total with taxes and fees
ReginaSerena, 2–4 people, private park
A covered patio with a table and chairs, potted plants, and a view of the cityscape.

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

Mili House with 3 bedrooms, 2 bathrooms, and a garage
certaldo
$356 nightly
The price is $360
Nov 3 - Nov 4
Total with taxes and fees
Mili House with 3 bedrooms, 2 bathrooms, and a garage
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 $222
Nov 2 - Nov 3
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.
$1,299 nightly
The price is $1,299
Nov 2 - Nov 3
Total with taxes and fees
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

9. 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 30 - Oct 31
Total with taxes and fees
Camping Boschetto Di Piemma
An arched entrance with a lantern above, flanked by two potted plants.

10. 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
$164 nightly
The price is $185
Nov 23 - Nov 24
Total with taxes and fees
Villa il Fedino
An open wooden door leading to an outdoor patio with a table and chairs.

11. 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 8 - Nov 9
Total with taxes and fees
Palazzo al Torrione 2
A stone building with a patio area featuring a table and chairs under a large umbrella.

12. 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
$106 nightly
The price is $120
Nov 13 - Nov 14
Total with taxes and fees
Relais Villa Olmo - Place of Charme
A tented room with a bed, curtains, and a view of an outdoor deck.

13. 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
$32 nightly
The price is $38
Nov 2 - Nov 3
Total with taxes and fees
hu Firenze Certosa camping in town
A building with multiple windows, a balcony with balustrade, and storefronts with awnings.

14. Anchor Santa Croce

Anchor Santa Croce
Historic Centre of Florence
9.8 out of 10, Exceptional, (9 reviews)
"Amazing place to stay. Clean, close to main touristic attractions in Florence."
Canada
Adina
$97 nightly
The price is $120
Nov 1 - Nov 2
Total with taxes and fees
Anchor Santa Croce
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.

15. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
10.0 out of 10, Exceptional, (181 reviews)
"The staff was super friendly and helped us with recommendations, acquiring a taxi, and booking dinner reservations! The room was very clean and had lovely Firenze charm. Definitely would stay again."
United States
Lauren
$89 nightly
The price is $112
Nov 18 - Nov 19
Total with taxes and fees
Residenza La Musa Amarcord
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

16. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,794 reviews)
"Loved the place. Our cabin was perfect & it’s right on a bus line into town."
United States
Debra
$52 nightly
The price is $65
Nov 22 - Nov 23
Total with taxes and fees
Hu Firenze Camping In Town
An outdoor patio with a table, chairs, and a view of a landscape.

17. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (83 reviews)
"The hostess Sonia was fabulous."
United States
Kim
$158 nightly
The price is $162
Nov 3 - Nov 4
Total with taxes and fees
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

18. Signoria Collection

Signoria Collection
Historic Centre of Florence
9.8 out of 10, Exceptional, (18 reviews)
"Room was always clean. Location is amazing."
Canada
Doug
$133 nightly
The price is $160
Nov 24 - Nov 25
Total with taxes and fees
Signoria Collection
A balcony with wicker furniture, overlooking a historic square with a prominent tower and a clock.

19. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (889 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
$101 nightly
The price is $124
Nov 17 - Nov 18
Total with taxes and fees
Relais Piazza Signoria
A table with two wine glasses, a bottle, and a book.

20. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (101 reviews)
"Very nice place. Nice people, clean and just nice"
Denmark
Leo
$69 nightly
The price is $81
Nov 18 - Nov 19
Total with taxes and fees
Domus il Palio B&B
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Certaldo Hotel Reviews

Hotel Paris

Hotel Paris

10/10 Excellent
"Very good place. Loved it"
MUHAMMAD 2-night trip
Posted 2 hours ago
Hotel Paris

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 $38 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.