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Apartment holiday rentals in Casole d'Elsa

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Popular amenities for Casole d'Elsa apartment rentals

Weekly apartment rentals

Superhost
Flat in Casole D'elsa
4.65 out of 5 average rating, 171 reviews

Lonely and romantic place

MARINERating, 5 stars2 weeks ago
Marisa is an extremely friendly, helpful hostess and she speaks French very well!! We had a great interaction with her. Very good accommodation in an exceptional setting! In the quiet of the countryside, it was soothing. I recommend this rental 100%! Both for the place and for the welcome Note that the rental is adjoining their restaurant. This does not make the place noisy but adds an extra note to the very good value for money because we ate very well Everything you need to have a wonderful time 😁
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 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.
Superhost
Flat in San Gimignano
4.88 out of 5 average rating, 113 reviews

Scenic Stilish Country

RichardRating, 5 stars8 months ago
the accommodation is ideally located in the heart of Tuscany,very quiet, well-equipped. Everything was perfect.lory was very responsive to our requests.excellent airbnb that I recommend to everyone.
Superhost
Flat in Mensano
4.86 out of 5 average rating, 63 reviews

Stylish Tuscan duplex - Casa d’Elia

LexieRating, 5 stars2 weeks ago
Lovely spot in a small village a short drive from great wine tasting and sites. Would love to book this quiet, charming spot again in the future.
Superhost
Flat in Colle di Val d'Elsa
5 out of 5 average rating, 20 reviews

Canonica 43

JannaRating, 5 stars13 months ago
Andrea and Barbara were fantastic hosts. From the moment we entered the courtyard being greeted by the beautiful swallows, to sitting outside in the garden enjoying the sunset we were completely relaxed. The house was not only beautiful but also extremely clean, comfortable, and with every modern amenity you could want. We were never in need of anything during our stay - Andrea even allowed us to cut some fresh lettuce from his vegetable garden for one of our breakfasts! The house is peacefully secluded, but conveniently located close to a restaurant/market at the end of the road and a short drive to a lot of adorable towns with great restaurants and markets as well. Andrea was extremely responsive to any questions regarding the house and local recommendations. He even checked in on us to make sure our stay was going well. We loved our stay with Barbara and Andrea, and can only hope to return again one day soon.
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 Casole d'Elsa
4.87 out of 5 average rating, 23 reviews

Big Tuscan mansion apartment, awesome shared pool!

MikeRating, 5 stars4 days ago
What a beautiful 'house'! We arrived a little later, but Emma was already waiting for us. The house is part of several houses on the estate, but very private and you will not be bothered by the neighbors. Beautiful swimming pool, beautiful garden, beautiful surroundings. The house is even more beautiful than in the photos, outside there is now also a nice pergola to sit under. Delicious beds, nice pillows. Screens for all windows! Even a washing machine in the house. We stayed here with my parents, who are 80+ years old. Car is really necessary - we were happy with our 4WD. Fantastic food in the various restaurants in the area. If I may give 1 small note, a light on the garden path to the house would have been nice... and an extra tea towel/dishcloth would have been nice too... Thanks for the stay, we had a really fantastic time here!

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!
Superhost
Flat in Lucca
4.85 out of 5 average rating, 27 reviews

Luxury Apartment with Private Garden inside Lucca

MichaelRating, 5 stars4 months ago
Great location, very nicely decorated, very comfortable bed and bathrooms, but impractical kitchen.
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 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.
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!!
Guest favourite
Flat in Colle di Val d'Elsa
4.94 out of 5 average rating, 69 reviews

Tuscany Apt. Val d' Elsa

ThorolfRating, 5 stars3 days ago
All our expectations and needs were fully met. Restaurants and shops are within walking distance. The apartment is an ideal place to make excursions in Tuscany. Carlo is very friendly and accommodating and gives good tips and suggestions.
Guest favourite
Flat in Siena
4.86 out of 5 average rating, 43 reviews

Fine house with altana and panoramic terrace

JohnRating, 5 stars10 months ago
This was one of the most amazing Airbnb properties I've ever had the pleasure in experiencing. It's a penthouse apartment overlooking the tiled rooftops of Siena, with a view straight across to the famous church tower. Taking your morning coffee here with the pigeons is one of the most serene things you could imagine. Pure Italy. There's also a rooftop garden we could pull fresh cherry tomatoes and basil from for our cooking. It's located literally a 3-minute walk from the main piazza, and in the middle of all Sienna's shopping, walking, and dining attractions. Nicoletta was patient with our travel schedule, and met us on the later side of our check-in without a problem.
Superhost
Flat in Radicondoli
4.84 out of 5 average rating, 44 reviews

Casa Bacco. Sunset view terrace, pool & garden

Lasse RobertRating, 5 stars2 weeks ago
Very friendly and available host. The apartment is charming with its panoramic view over the local area. Can highly recommend staying there!

Apartment rentals with a hot tub

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.
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
4.94 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 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.
Guest favourite
Flat in Centro Storico
4.88 out of 5 average rating, 229 reviews

LUXURY APT IN THE CITY CENTER

MitchellRating, 5 stars1 month ago
Martina's place was a great rental in central Florence. Close enough to walk to major landmarks and the central train station. The place has everything you need and more. We were met by Martina and her friendly dog on arrival. She is very friendly and hospitable and took her time to show us her home and give us lots of information on the area and suggestions. I would recommend this rental to everyone!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Casole d'Elsa
  6. Flat rentals