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Apartment holiday rentals in Caldana

Find and book unique apartments on Airbnb

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Popular amenities for Caldana apartment rentals

Weekly 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!
Top guest favourite
Flat in Montalcino
4.96 out of 5 average rating, 68 reviews

Focolare for 4 people with swimming pool in Montalcino

LudovicoRating, 5 stars1 month ago
Giancarlo’s place in Tuscany is a gem with incredible views a comfortable home and great access to the surroundings which are special and unique! Would recommend renting a car to visit the area.
Guest favourite
Flat in Sticciano Scalo
4.91 out of 5 average rating, 22 reviews

Apartment "Tramonto" - Podere Scopaione

HannesRating, 5 stars4 days ago
We had a wonderful time at Devy and can only recommend her agriturismo! The location is perfect – quiet and idyllic, but you can still reach many great places in the area in just about 30 minutes. The apartment is cozy, everything you need is there, and the pool was always clean and inviting. Devy is a very warm hostess, with whom you immediately feel welcome. We have experienced many beautiful things and would love to come back!
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 Monteroni d'Arbia
4.95 out of 5 average rating, 65 reviews

San Giovanni in Poggio, Crepuscolo app. 60 sqm

ŁukaszRating, 5 stars1 month ago
Marvelous place, Sara is very friendly and helpful host. Can’t wait to visit this place 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 Grosseto
4.85 out of 5 average rating, 48 reviews

[Historical centre] Elegant flat with A\C

CesareRating, 5 stars2 weeks ago
We had a great time, the apartment matched the description, the location in the center was excellent, all the services are practically on the doorstep, bars, restaurants... Free parking is easily located 5 minutes' walk away, friendly and responsive host, absolutely recommended ⭐️⭐️⭐️⭐️⭐️
Guest favourite
Flat in Montecastelli Pisano
4.93 out of 5 average rating, 43 reviews

MIMOSA,a nice studio with terrace on the Valley

JoshRating, 5 stars1 month ago
Had a wonderful time staying at Nedda’s beautiful home - the scenery was amazing and she and her family were fantastic hosts. Would definitely return!

Private apartment rentals

Guest favourite
Flat in Poggibonsi
4.95 out of 5 average rating, 62 reviews

Il Casale di Villore, Poggibonsi, Siena, Tuscany, Morellino Apt.

OllieRating, 5 stars5 days ago
We had a wonderful few days here while touring Italy. The pool is fantastic as well as the additional facilities such as boules and table tennis. There is plenty of outdoor seating to enjoy the sunset on an evening. We would love to come back here again and would highly recommend.
Guest favourite
Flat in Montalcino
4.95 out of 5 average rating, 88 reviews

Bruna's House

CarlRating, 5 stars1 week ago
This is a fantastic apartment. Perfect for two couples. Luciana and Fabio are very friendly and welcoming people. The apartment is very well equipped and furnished. It is in a great location, close to the fortress and several highly recommended restaurants. We've been there twice and we'll do it again.
Superhost
Flat in Marina di Grosseto
4.64 out of 5 average rating, 11 reviews

Sea Pearl

NicoleRating, 5 stars9 months ago
We felt very comfortable at the place and especially enjoyed the terrace with the barbecue! The apartment is also a stone throw away from the beach. Franca was also very friendly and helpful :)
Top guest favourite
Flat in Pienza
5 out of 5 average rating, 33 reviews

Live Like a Local & Private Concierge Service

MarydithRating, 5 stars1 week ago
I can’t say enough about our hosts! They were communicative from start to finish and our experience would not have been the same without them. Our favorite part was doing the cooking class and having dinner with them and their family.
Top guest favourite
Flat in San Rocco a Pilli
5 out of 5 average rating, 55 reviews

Authentic Italian Apartment with Private Terrace

CatherineRating, 5 stars2 weeks ago
Such an amazing location overlooking the beautiful Tuscany countryside. Only a short drive to Siena and within an hour of many other Tuscany towns. The villa was extremely well appointed with a welcome pack along with coffee pods which were available for refill during our week stay. Would highly recommend staying here.
Guest favourite
Flat in Manciano
4.93 out of 5 average rating, 14 reviews

Studio Amber: Nature and Relaxation

JulianRating, 5 stars3 days ago
Great accommodation in a beautiful location. Paolo is a wonderful host and gave us very nice tips about what to do in this area. We really enjoyed the time :)
Top guest favourite
Flat in Montemassi
4.96 out of 5 average rating, 99 reviews

"DA OSCA" in the heart of Maremma

EduardoRating, 5 stars3 days ago
Thank you so much for the tips on beaches and restaurants! Thank you for your availability and courtesy! I hope I didn't disturb you too much. I think we'll see each other again in the future!
Top guest favourite
Flat in Portiglioni
5 out of 5 average rating, 17 reviews

apartment in villa

MariucciaRating, 5 stars1 week ago
We felt welcomed. The house is new, tidy and equipped with everything. We made small requests to Lorenzo and he was immediately ready to respond. The place is strategic for visiting the various coves. We'll be back

Apartment rentals with a hot tub

Superhost
Flat in San Giovanni d'Asso
5 out of 5 average rating, 20 reviews

Podere Ferranino #Cimabue Townhouse

CoreyRating, 5 stars2 weeks ago
Amazin relaxation! Great space, gorgeous view, and they even have an electric charging station!
Superhost
Flat in Monterotondo Marittimo
4.76 out of 5 average rating, 37 reviews

Studio in Farmhouse, Swimming Pool, Restaurant.

ElenaRating, 5 stars2 months ago
We had a lovely time with delicious food and very friendly hosts. The location was beautiful and the time very relaxing. Thank you :)
Guest favourite
Flat in Seggiano
4.88 out of 5 average rating, 66 reviews

Romantic farmhouse, garden apartment with panorama

ValerieRating, 5 stars2 days ago
It’s a fantastic location and everything you could imagine from dreams of Tuscany. The house was perfect and the birdlife and pool fabulous.
Guest favourite
Flat in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

Mary BethRating, 5 stars7 months ago
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!
Guest favourite
Flat in Santa Luce
4.83 out of 5 average rating, 30 reviews

Lucrezia's Secret ~ Le Fraine and Olives Glamping

LeaRating, 5 stars3 weeks ago
If you are looking for a calm space in the middle of the nature this place is the perfect one for you!! We’ve enjoyed every second of it, it was exactly how it looked like on the photos and Pino is the perfect host :) we would definitely come again!!
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 Siena
4.91 out of 5 average rating, 132 reviews

Penthouse in Siena near Piazza del Campo and Palio

ElizabethRating, 5 stars1 month ago
We had a fabulous stay here, there was more than enough rooms and space to relax after a day of sightseeing. The view from the living room is gorgeous, the rooms are all charmingly decorated and it had all the amenities we needed: separate beds for 4 adults, large enough showers, laundry and kitchen as well as cosy living room. Federico was very friendly, responsive and made us feel at home immediately. Highly recommend!
Top guest favourite
Flat in Capoliveri
5 out of 5 average rating, 29 reviews

Villetta Serendipity - The Nido Apartment : 40mq

Björn+SilviaRating, 5 stars5 days ago
Chris is a very warm person and shows it. The apartments and the area are very well thought out. Everything arranged with great attention to detail. The natural pool is a force to be reckoned with, it cleans itself by electrolysis (salt). Our skin immediately noticed and thanked us with smoothness. Chris, we would love to come back to your oasis and can hardly imagine Elba without you. Love B+S

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Caldana
  6. Flat rentals