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, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
$89 nightly
The price is $101
Oct 22 - Oct 23
Total with taxes and fees
Borgo Antico Residence
A kitchen area with a vase of dried plants on a tray, a microwave, and a window with curtains.

2. Vale's House

Vale's House
Certaldo
$155 nightly
The price is $158
Oct 17 - Oct 18
Total with taxes and fees
Vale's House
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.

3. 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.

4. 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 17 - Oct 18
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.

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
$154 nightly
The price is $158
Oct 22 - Oct 23
Total with taxes and fees
ReginaSerena 2/4 people private park
A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

6. Your nest in the Tuscany countryside

Your nest in the Tuscany countryside
Certaldo - Firenze
$253 nightly
The price is $256
Oct 17 - Oct 18
Total with taxes and fees
Your nest in the Tuscany countryside
A covered patio with a table and chairs, potted plants, and a view of the cityscape.

7. Mili house 3 bedrooms 2 bathrooms and garage

Mili house 3 bedrooms 2 bathrooms and garage
certaldo
$356 nightly
The price is $360
Oct 22 - Oct 23
Total with taxes and fees
Mili house 3 bedrooms 2 bathrooms and garage
A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

8. 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
$243 nightly
The price is $246
Nov 15 - Nov 16
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.

9. 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.
$651 nightly
The price is $651
Oct 22 - Oct 23
Total with taxes and fees
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
An open wooden door leading to an outdoor patio with a table and chairs.

10. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
$117 nightly
The price is $134
Nov 8 - Nov 9
Total with taxes and fees
Palazzo al Torrione 2
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

11. 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 21 - Oct 22
Total with taxes and fees
Camping Boschetto Di Piemma
A narrow alleyway with brick walls, wooden barrels, and potted plants.

12. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
$166 nightly
The price is $171
Oct 16 - Oct 17
Total with taxes and fees
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
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, (106 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
$207 nightly
The price is $233
Oct 26 - Oct 27
Total with taxes and fees
Villa il Fedino
A water park with a pool, slides, and a wooden deck area.

14. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (118 reviews)
"Friendly staff!"
United States
larisa
$40 nightly
The price is $47
Oct 20 - Oct 21
Total with taxes and fees
hu Firenze Certosa camping in town
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

15. 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
$138 nightly
The price is $155
Nov 13 - Nov 14
Total with taxes and fees
Relais Villa Olmo - Place of Charme
A bedroom with a bed, a wardrobe, and a bedside table.

16. Anchor Santa Croce

Anchor Santa Croce
Historic Centre of Florence
9.8 out of 10, Exceptional, (7 reviews)
"Staff was very helpful and attentive. Location was perfect, within walking distance to many restaurants, piazza’s, shops."
United States
Franie
$107 nightly
The price is $131
Nov 2 - Nov 3
Total with taxes and fees
Anchor Santa Croce
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

17. 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
$305 nightly
The price is $340
Nov 14 - Nov 15
Total with taxes and fees
Terre di Baccio
Reception

18. 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
$158 nightly
The price is $187
Nov 14 - Nov 15
Total with taxes and fees
Teatro Luxury Apartments Firenze - Starhotels Collezione
A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

19. Signoria Collection

Signoria Collection
Historic Centre of Florence
9.8 out of 10, Exceptional, (17 reviews)
"Room was always clean. Location is amazing."
Canada
Doug
$152 nightly
The price is $181
Nov 11 - Nov 12
Total with taxes and fees
Signoria Collection
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

20. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,787 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 15 - Nov 16
Total with taxes and fees
Hu Firenze Camping In Town
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 Paris

Hotel Paris

10/10 Excellent
"Best place to be. So near to everything. Helpful staff."
Karen 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 $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.