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 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Certaldo vacation rentals

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.

1. 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.
$87 nightly
The price is $90
Nov 16 - Nov 17
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.

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

ViaGiotto Junior Welcoming and well-kept apartment in Tuscany
Certaldo
$89 nightly
The price is $89
Nov 16 - Nov 17
Total with taxes and fees
ViaGiotto Junior Welcoming and well-kept apartment in Tuscany
A kitchen area with a vase of dried plants on a tray, a microwave, and a window with curtains.

3. Vale's House

Vale's House
Certaldo
$144 nightly
The price is $148
Nov 16 - Nov 17
Total with taxes and fees
Vale's House
A two-story building with a stone base and a white upper section.

4. 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
$144 nightly
The price is $148
Nov 22 - Nov 23
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.

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

Mili House with 3 bedrooms, 2 bathrooms, and a garage
certaldo
$322 nightly
The price is $326
Nov 21 - Nov 22
Total with taxes and fees
Mili House with 3 bedrooms, 2 bathrooms, and a garage
A building with a brick facade, arched doorways, a staircase, and a balcony with railings.

6. 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.
$1,281 nightly
The price is $1,281
Nov 15 - Nov 16
Total with taxes and fees
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

7. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
$114 nightly
The price is $128
Dec 2 - Dec 3
Total with taxes and fees
Palazzo Pacini
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

8. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (277 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
$89 nightly
The price is $101
Nov 29 - Nov 30
Total with taxes and fees
Relais Villa Olmo - Place of Charme
A narrow alleyway with brick walls, wooden barrels, and potted plants.

9. Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.
San Gimignano City Centre
9.8 out of 10, Exceptional, (44 reviews)
"P. Buonaccorsi is a unique property that is centrally located in San Gimignano. It is well maintained and restored and a very beautiful residence. Senora and Bianca were perfect hosts. The town was perfectly located in Tuscany and within easy day-trips to Florence, Siena, and Massa Marittima."
United States
Glenn
$149 nightly
The price is $154
Nov 15 - Nov 16
Total with taxes and fees
Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.
A water park with a pool, slides, and a wooden deck area.

10. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (128 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
$42 nightly
The price is $50
Nov 22 - Nov 23
Total with taxes and fees
hu Firenze Certosa camping in town
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, (94 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
$114 nightly
The price is $130
Nov 15 - Nov 16
Total with taxes and fees
B&B La Fonte del Machiavelli
A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

12. Signoria Collection

Signoria Collection
Historic Centre of Florence
9.8 out of 10, Exceptional, (24 reviews)
"The property location was ideal for visiting the landmarks, churches and museums."
United States
SCOTT
$97 nightly
The price is $119
Dec 13 - Dec 14
Total with taxes and fees
Signoria Collection
An arched entrance with a lantern above, flanked by two potted plants.

13. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (109 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
$155 nightly
The price is $175
Nov 23 - Nov 24
Total with taxes and fees
Villa il Fedino
A dining area with a table set for two, featuring a view of greenery through a window.

14. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (40 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
$143 nightly
The price is $161
Nov 28 - Nov 29
Total with taxes and fees
La Locanda di Pietracupa
A swimming pool with lounge chairs and a flag.

15. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.2 out of 10, Very good, (284 reviews)
"Great location for a Tuscany experience ."
United States
Bond
$58 nightly
The price is $79
Nov 15 - Nov 16
Total with taxes and fees
Fattoria il Milione Agriturismo
A hotel room with a large bed, a bedside table, a lamp, and a view of a dome through a window.

16. San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
9.8 out of 10, Exceptional, (462 reviews)
"Great place to stay!!"
United States
Neil
$98 nightly
The price is $121
Dec 1 - Dec 2
Total with taxes and fees
San Giuliano Inn - Adults Only
An outdoor dining area with multiple tables and chairs, surrounded by plants and hanging lights.

17. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,808 reviews)
"Loved the place. Our cabin was perfect & it’s right on a bus line into town."
United States
Debra
$50 nightly
The price is $63
Dec 15 - Dec 16
Total with taxes and fees
Hu Firenze Camping In Town
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, (899 reviews)
"Amazing location lots of space and very comfortable. Would go back for sure"
Canada
Paul
$99 nightly
The price is $122
Dec 3 - Dec 4
Total with taxes and fees
Relais Piazza Signoria
An outdoor patio with a table, chairs, and a view of a landscape.

19. 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
$136 nightly
The price is $140
Nov 16 - Nov 17
Total with taxes and fees
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
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.

20. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
10.0 out of 10, Exceptional, (184 reviews)
"Beautiful room and property"
United States
Amy
$74 nightly
The price is $95
Nov 18 - Nov 19
Total with taxes and fees
Residenza La Musa Amarcord
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

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Great hotel. Great service."
Juan 4-night trip
Posted 14 hours ago
Radisson Blu Hotel, Florence

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 $50 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.