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Apartment holiday rentals in Certaldo

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Popular amenities for Certaldo apartment rentals

Weekly apartment rentals

Top guest favourite
Flat in Certaldo
4.94 out of 5 average rating, 17 reviews

Tuscany Hills la Veduta 1

MahidharRating, 5 stars2 months ago
Great location with view of wineyards. Free parking spot and electric charger. Loved sitting outside at the gazebo for meals with an excellent view of tuscany hills. Place is huge and very well maintained. Complimentary Coffee and teas were amazing.
Guest favourite
Flat in San Gimignano
4.85 out of 5 average rating, 79 reviews

Wonderful countryside S.Gimignano - Apt. Alba

josephRating, 5 stars1 week ago
Wow, what can we say? From the moment we booked this delightful spot in Tuscany our holiday could not have gone any better. Valentina was always available to answer questions and make suggestions before we arrived as well as help us whilst we were there. Her parents were also very friendly and available to answer any questions. The accommodation was perfect, well equipped and the property maintained its Tuscan culture. The pool and surrounding garden were perfect. Ideal for either staying put and relaxing or visiting delightful Tuscan hill top cities. We cannot recommend this Airbnb highly enough. We intend to return. Thank you Valentina, for a wonderful holiday.
Superhost
Flat in Certaldo
4.72 out of 5 average rating, 183 reviews

TOWER HOUSE TUSCANY - CASA TORRE

JenniferRating, 5 stars6 days ago
Beautiful, unique location. We were there for the yearly festival which was so fun to watch. We watched fireworks from the roof which was so much fun. There were breathtaking views everywhere. And we tried to make friends with all the local kitties at the cat sanctuary. Our ONLY complaint was that the apartment was HOT!!! The fans were super helpful but it was uncomfortably hot. Not honestly, even knowing that, we would stay here again!
Guest favourite
Flat in San Gimignano
4.96 out of 5 average rating, 24 reviews

Apartment La Roccaia

MelanieRating, 5 stars2 weeks ago
This place is what I imagined when I close my eyes and think of Tuscany. The view from the bedroom is amazing and the apartment is adorable. There is AC but we didn’t end up needing it since the windows let in such a glorious breeze. The kitchen was well equipped, we were just missing paper towels. The pool was great with a fantastic view although it would have been helpful to have access to pool towels. The location is great and about a 15 minute drive into San Gimignano so you probably need a car. It was also a quick drive to supermarkets and nearby wineries which we loved. Berta was really helpful during check-in and provided us with recommendations in the area.
Superhost
Flat in San Gimignano
4.66 out of 5 average rating, 159 reviews

comfortable apartment farmhouse SanGimignano

ChristinaRating, 5 stars1 week ago
We had a wonderful time at Poggio! The location is perfect for daytrips and we especially enjoyed the pool which is only to be shared with a few other guests. The view is one of a kind. The apartment is equipped simple, but sufficient as one doesn’t spend too much time there anyways.
Top guest favourite
Flat in San Gimignano
4.98 out of 5 average rating, 42 reviews

Herons Superior Apartment - Splendid view!

MicahRating, 5 stars3 weeks ago
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.
Guest favourite
Flat in Certaldo
4.94 out of 5 average rating, 35 reviews

La Torretta | Decameron View | Sweet apartment

FrançoiseRating, 5 stars1 month ago
very well located to discover Tuscany. several possibilities to radiate ( train and car) very warm welcome, very available host, attentive and responsive, good advice! Elisabetta is a perfect collaborator by taking care of the bookings of the desired visits. apartment with a lot of character, small private terrace overlooking Certaldo alto. certainly, we confirm the reviews of previous tenants on particularly low ceilings heights. it remains a shame to have to waste so much water to have this hot one. everything is designed for the comfort of its hosts. it might be missing a small coffee table for the living room. we strongly advise guests to trust Elisabetta, whom we thank again very much!! a reference to share! Françoise and Valerie
Superhost
Flat in Gambassi Terme
5 out of 5 average rating, 5 reviews

Podere Boscone 3

LiekeRating, 5 stars9 months ago
We really enjoyed it! It was a beautiful location and the location is very central to go to the big well-known cities. The view was breathtaking! You can sit outside. The cottage is a bit more authentic, but that also gives character.

Private apartment rentals

Guest favourite
Flat in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars3 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Guest favourite
Flat in Massa e Cozzile PT
4.94 out of 5 average rating, 177 reviews

Tuscan olive farm, apartment

KimRating, 5 stars3 weeks ago
We were very warmly welcomed by Marinella and felt right at home. She gave us great tips on what to do in the area – that was super helpful! The place is beautifully situated, with a breathtaking view that has delighted you every day. If anything came up, Marinella was immediately on hand and took care of herself lovingly. We had a great time all around and will definitely be back. Clear recommendation!
Guest favourite
Flat in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviews

Colle ai Lecci: Design Apartment in Tuscany

JamesRating, 5 stars2 weeks ago
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!
Guest favourite
Flat in Lucca
4.97 out of 5 average rating, 77 reviews

Casa Clarabella

JakeRating, 5 stars2 days ago
So worth it to stay inside the walls. This is a great place for that!
Superhost
Flat in San Gimignano
5 out of 5 average rating, 5 reviews

Casa Renai a San Gimignano (4)

PatriciaRating, 5 stars2 months ago
We specially enjoyed the recordplayer with LP's. The cash bar is an exellent idea for travelling guests. It was lovely sitting outside in this beautifull setting. I would defnitely recommend this property.
Guest favourite
Flat in Roccastrada
5 out of 5 average rating, 15 reviews

Apartment in a wine estate

Steven JohnRating, 5 stars1 month ago
We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephan’s knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.
Top guest favourite
Flat in Siena
4.97 out of 5 average rating, 32 reviews

Palazzo del Papa Standard Suites

TravisRating, 5 stars1 month ago
AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.
Guest favourite
Flat in Centro Storico
5 out of 5 average rating, 25 reviews

Loggia in the Santo Spirito district

MyaRating, 5 stars1 week ago
We had the most amazing stay at Sibilla's apartment! It is STUNNINGLY decorated and almost makes it feel like you are staying in the Medici Chapel itself. The apartment had everything we needed, and the plant room/ sunroom was glorious to enjoy in the mornings/returning after a day's exploring. We met both Niccolo and Sibilia and both were so friendly and helpful. The area surrounding the apartment is perfect, with central Florence being a 20 minute walk away, and the restaurants/shops/wine bars of Santo Spirito being literally on your doorstep. This is the most enjoyable Air BnB we have ever stayed in, and would come back in a heartbeat! Grazie mille!!

Apartment rentals with a hot tub

Guest favourite
Flat in Monteroni d'Arbia
4.96 out of 5 average rating, 248 reviews

"Red Rose" apartment with view of Siena.

MauricioRating, 5 stars1 day ago
The place and the attention Marta offers are excellent. A good place to base yourself to visit Tuscany.
Guest favourite
Flat in Centro Storico
4.93 out of 5 average rating, 543 reviews

House of Delights - The Medici private leisure house

XavierRating, 5 stars2 weeks ago
Easy check in and out. Beautiful space and much bigger than expected. Great place to relax and explore if staying in the city. Really no negatives, book it and be happy.
Guest favourite
Flat in Castelnuovo Berardenga
4.93 out of 5 average rating, 161 reviews

Villa di Geggiano - Perellino Suite

RachelRating, 5 stars1 week ago
This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.
Top guest favourite
Flat in Siena
4.94 out of 5 average rating, 109 reviews

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

DanyelleRating, 5 stars3 weeks ago
After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!
Superhost
Flat in Centro Storico
4.8 out of 5 average rating, 709 reviews

.2 La Casa sui Tetti dell 'Oltrarno

FrancescoRating, 5 stars2 weeks ago
Apartment as described. Very clean and comfortable. The center is a 10-minute walk away. Always top-notch and very kind communication. When I return to Florence, if there is the possibility, I will return to this apartment.
Guest favourite
Flat in Lucca
4.86 out of 5 average rating, 201 reviews

The terrace of the olive trees in Lucca

KevinRating, 5 stars2 days ago
Emily's apartment is the perfect location to explore Lucca. She was extremely helpful when communicating and very prompt when replying to any queries.
Top guest favourite
Flat in Centro Storico
4.98 out of 5 average rating, 268 reviews

[Ponte Vecchio] Prestige and unique view

VieriRating, 5 stars5 days ago
Excellent location and beautiful apartment. Easy to get in self-check in and good communication with the host. Great kitchen, stocked with all the hardware you need. Common area was comfortable for the 4 of us. The view is amazing. Balconies on the water with close up views of Ponte Vecchio. Definitely one of the best places we've stayed in a 20 day trip in several cities.
Top guest favourite
Flat in Siena
4.91 out of 5 average rating, 129 reviews

Villa'Colombaiolo di Marciano', 28

HannahRating, 5 stars3 weeks ago
We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.

Quick stats about flat rentals in Certaldo

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹4,327 before taxes and fees

  • Total number of reviews

    950 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Metropolitan City of Florence
  5. Certaldo
  6. Flat rentals