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Apartment holiday rentals in Montecastelli Pisano

Find and book unique apartments on Airbnb

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Popular amenities for Montecastelli Pisano apartment rentals

Weekly apartment rentals

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!
Superhost
Flat in San Vincenzo
5 out of 5 average rating, 5 reviews

La Torre-Luxury attic - BEACH FRONT - Tuscany

MollyRating, 5 stars3 weeks ago
Great location and host was there to greet us and let us in. Town was wonderful.
Top guest favourite
Flat in Montepulciano
5 out of 5 average rating, 118 reviews

Stuart White Tea Central Panoramic & Garden

MarkRating, 5 stars1 month ago
My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!
Guest favourite
Flat in Montepulciano
4.94 out of 5 average rating, 195 reviews

I Tramonti di Eramo, Montepulciano city center.

TahiraRating, 5 stars3 days ago
Spectacular view as pictured. Since the apartment is located in the historic center, you need to park at a parking lot a little outside the center (which is the case for all the apartments in the area). Apartment was overall more spacious than expected. Although the balcony was quite narrow, the beautiful view made up for it. Location was convenient to walk to many shops and restaurants.
Guest favourite
Flat in Carpineto
4.95 out of 5 average rating, 171 reviews

Tuscan countryside, peace and relaxation 10 minutes from Siena

NoahRating, 5 stars2 weeks ago
Beautiful place near Siena. The hosts are very friendly and kind. We really enjoyed our stay in here!
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!
Guest favourite
Flat in Centro Storico
4.96 out of 5 average rating, 355 reviews

Stunning apartment with double balcony by the Dome

DarrenRating, 5 stars3 weeks ago
Book this airbnb if it is available during your stay! Alessandro could easily take more money for the breathtaking view. it had everything we needed in the kitchen to cook our own dinner, everything was clean and welcoming. Alessandro was a great host and had a lot of tips for the city. 10/10!
Guest favourite
Flat in San Gimignano
4.92 out of 5 average rating, 109 reviews

Apartment with panoramic garden in San Gimignano

AndrewRating, 5 stars1 week ago
We recently had a wonderful stay at Casa Alberto. So private and quiet with wonderful views, yet so close to the town. As soon as it goes dark all the fireflies come out and put on a spectacular display. This place is highly recommended and we would definitely return.

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 Casole D'elsa
4.65 out of 5 average rating, 172 reviews

Lonely and romantic place

MARINERating, 5 stars3 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 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!!
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.
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.
Guest favourite
Flat in Belforte
4.88 out of 5 average rating, 59 reviews

Gianni's House

GintaRating, 5 stars2 days ago
Wonderful place to stay if you want an authentic place to catch the real Italian charm. Wonderful,responsive host. The village is small but charming.
Guest favourite
Flat in Querceto
4.81 out of 5 average rating, 27 reviews

Apartment in the countryside with view and pool

ShawneeRating, 5 stars8 months ago
Beautiful village with welcoming people, my husband & I enjoyed the few days we had there. They had amazing wine & good food, will definitely recommend.
Top guest favourite
Flat in Piombino
4.98 out of 5 average rating, 59 reviews

Seaside Retreat: Borgo alla Noce

KevinRating, 5 stars4 days ago
Great experience! Edoardo was super friendly and the appartment was great especially the amazing sea view!

Apartment rentals with a hot tub

Guest favourite
Flat in Centro Storico
4.88 out of 5 average rating, 166 reviews

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF

Sac NicteRating, 5 stars4 days ago
This apartment in the heart of Florence is a true gem. It’s spacious, comfortable, and modern, yet still retains its historic charm. The location is simply dreamlike, with the widow view and the proximity to The Accademia being the highlight. Having the Accademia right in front of the window was priceless. The bathroom is spacious and clean, and the kitchen is well-stocked and discreet. Conveniently located, restaurants, shops, and a supermarket are just a short walk away. The communication was easy and fast, and Luca was friendly and helpful. Overall, this is a perfect apartment in an ideal location. I highly recommend it, and I’ll definitely be back on my next trip to Florence. Thank you so much for hosting! 🤍
Guest favourite
Flat in Centro Storico
4.93 out of 5 average rating, 544 reviews

House of Delights - The Medici private leisure house

LukeRating, 5 stars2 weeks ago
The apartment is as advertised. Really something. Highly recommend.
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, 202 reviews

The terrace of the olive trees in Lucca

SusannaRating, 5 starstoday
Highly recommend staying here. It’s a beautiful little apartment with very large outdoor roof space for dining, lounging etc. very clean. Walking distance to all of lucca.
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!
Top guest favourite
Flat in Centro Storico
4.98 out of 5 average rating, 269 reviews

[Ponte Vecchio] Prestige and unique view

VieriRating, 5 stars1 week 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.
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 Pisa
  5. Montecastelli Pisano
  6. Flat rentals