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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (3 reviews)
The price is CA $91
CA $145 total
includes taxes & fees
Oct 11 - Oct 12
Borgo Antico Residence
A view from a window overlooking a rural landscape with fields and a distant mountain range.

2. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (66 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is CA $175
CA $200 total
includes taxes & fees
Oct 26 - Oct 27
B&B Palazzo Tortoli
An open wooden door leading to an outdoor patio with a table and chairs.

3. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
The price is CA $130
CA $191 total
includes taxes & fees
Nov 8 - Nov 9
Palazzo al Torrione 2
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, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is CA $314
CA $352 total
includes taxes & fees
Nov 1 - Nov 2
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 traveller
The price is CA $67
CA $78 total
includes taxes & fees
Oct 11 - Oct 12
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, (88 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is CA $165
CA $188 total
includes taxes & fees
Oct 11 - Oct 12
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
9.4 out of 10, Exceptional, (269 reviews)
The price is CA $194
CA $218 total
includes taxes & fees
Oct 21 - Oct 22
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
The price is CA $178
CA $202 total
includes taxes & fees
Nov 8 - Nov 9
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
The price is CA $392
CA $437 total
includes taxes & fees
Nov 8 - Nov 9
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, (850 reviews)
"Beautiful rooms and great location"
Canada
Taylor
The price is CA $355
CA $413 total
includes taxes & fees
Nov 8 - Nov 9
Palazzo Alfieri Residenza d’epoca - Place of Charme
A water park with a pool, slides, and a wooden deck area.

11. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (115 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is CA $60
CA $70 total
includes taxes & fees
Oct 12 - Oct 13
hu Firenze Certosa camping in town
A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

12. Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (337 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
The price is CA $211
CA $283 total
includes taxes & fees
Nov 9 - Nov 10
Tornabuoni Suites Collection
Reception

13. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (138 reviews)
"Book this for our honeymoon and will definitely come back"
Canada
Kerby
The price is CA $214
CA $255 total
includes taxes & fees
Nov 9 - Nov 10
Teatro Luxury Apartments Firenze - Starhotels Collezione
A table set with croissants, coffee cups, and a vase with flowers on a balcony overlooking a cityscape.

14. Antica Torre di Via Tornabuoni 1

Antica Torre di Via Tornabuoni 1
Historic Centre of Florence
9.8 out of 10, Exceptional, (611 reviews)
"The location is great; there are many great restaurants and fashion stores in walking distance. The staff is awesome and their service level is superb."
United States
Edwin
The price is CA $462
CA $527 total
includes taxes & fees
Nov 4 - Nov 5
Antica Torre di Via Tornabuoni 1
Room

15. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (342 reviews)
"Great location easy to park car with car service they offer"
United States
Joanna
The price is CA $175
CA $215 total
includes taxes & fees
Nov 8 - Nov 9
La Torre Del Cestello
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

16. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (170 reviews)
"Beautiful setting, stunning views, incredible pool and gardens and so easy to jump on the bus into the city."
United Kingdom
Jacqui
The price is CA $108
CA $138 total
includes taxes & fees
Nov 2 - Nov 3
I Parigi Corbinelli
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

17. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (884 reviews)
The price is CA $176
CA $213 total
includes taxes & fees
Nov 9 - Nov 10
Relais Piazza Signoria
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

18. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (251 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is CA $143
CA $163 total
includes taxes & fees
Nov 2 - Nov 3
La Terrazza Sul Campo Rooming House
A terrace with a table set for dining, overlooking a cityscape with historic buildings and a prominent dome.

19. Palazzo Graziani

Palazzo Graziani
Historic Centre of Florence
9.2 out of 10, Wonderful, (698 reviews)
"Would stay here every time. Best rooftop in the city as well."
United States
Matthew
The price is CA $192
CA $234 total
includes taxes & fees
Nov 9 - Nov 10
Palazzo Graziani
A bedroom with a large bed, a bedside table, a lamp, a wardrobe, and a TV on the wall.

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, (636 reviews)
"Lovely hotel, great location."
United Kingdom
Robert
The price is CA $360
CA $418 total
includes taxes & fees
Nov 8 - Nov 9
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

Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"La qualité et service de cette hotel nous ont agréablement surpris . Très belle chambre rénover et a la fois traditionnel et luxueuse , salle de bain moderne. Le service est de loin le meilleur que nous avons eux dans ce voyages. Si on reviens a Florence nous y séjournerons ."
Pierre 2-night trip
Posted 14 hours ago
Hotel Albani 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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Certaldo vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Certaldo vacation rentals we have selected for you start as low as CA $70 per night. Entering your travel dates in the search wizard 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. 

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.