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Apartment vacation rentals in Monteriggioni

Find and book unique apartments on Airbnb

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Popular amenities for Monteriggioni apartment rentals

Weekly apartment rentals

Guest favorite
Apartment 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 favorite
Apartment in Castelnuovo Berardenga
4.88 out of 5 average rating, 25 reviews

Colle ai Lecci: Design Apartment in Tuscany

GülcanRating, 5 stars2 weeks ago
Wir hatten eine unvergessliche Zeit hier - die Natur sowie die Anlage selbst sind wunderschön, etwas rustikal mit ein paar Erneuerungen, über die Ana viel erzählen kann. Man kann sich auf dem Gelände super verteilen, hat genug Privatsphäre falls erwünscht und kann die schönsten Sonnenuntergänge beobachten. Auch der Pool zwischen den Olivenbäumen ist traumhaft. Wir konnten von hier aus einige Städte wie Florenz und Siena besuchen, auch hier hatte Ana super Tipps für geeignete Restaurants parat. Wir kommen gerne wieder!
Top guest favorite
Apartment in Castellina in Chianti
4.97 out of 5 average rating, 113 reviews

Visit Chianti, Siena, S.Gimignano, Florence

CarlyRating, 5 stars1 month ago
The perfect place to explore Chianti each day. We stayed 5 nights and it was just perfect. Great amenities, beautiful pool, bbqs and lovely areas to sit and enjoy the views and the sunset. Always fabulous to come home to. Our upstairs apartment was spacious, comfortable and all we required with a lovely view. We had great recommendations from Silvia which we followed up on. Great to have restaurants nearby. Reasonable- highly recommend.
Top guest favorite
Apartment in Siena
4.97 out of 5 average rating, 32 reviews

Palazzo del Papa Suites standard

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 favorite
Apartment in Montepulciano
4.94 out of 5 average rating, 191 reviews

I Tramonti di Eramo , Montepulciano centro.

TanyaRating, 5 stars1 week ago
Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable
Top guest favorite
Apartment in San Gimignano
4.98 out of 5 average rating, 42 reviews

Herons Superior Apartment - Splendid view!

MicahRating, 5 stars2 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 favorite
Apartment in Carpineto
4.95 out of 5 average rating, 170 reviews

Campagna Toscana, pace e relax a 10 min da Siena

TchiRating, 5 stars3 weeks ago
We enjoyed our stay at Francesco's place, the only downside was that we were a little to early to use the very beautiful pool, which we didn't expect. Francesco was busy cleaning the pool while we were there, and it is officially open for use only from June onwards. Fortunately we found a swimming spot at the river nearby, and other than the the place was great and Francesco was helpful and friendly.
Top guest favorite
Apartment in Poggibonsi
4.99 out of 5 average rating, 276 reviews

Laura Chianti Vacanze

MichaelRating, 5 stars2 weeks ago
Tolle geräumige Wohnung, um die Umgebung zu erkunden. Hilfreiche Informationen durch die netten Gastgeber. Ruhige Lage. 2 tolle Bäder mit Regendusche. Die Küche ist sehr gut ausgestattet, auch mit vielen Kleinigkeiten, die man im Alltag gebrauchen kann. Der Garten mit dem Grill ist toll mit schönem Ausblick auf die traumhafte Landschaft mit den Weinbergen und Zypressen. Wenn man ein Baby hat, sollte man ein gutes Babyphone mit weitreichenden Verbindung mitnehmen, da der Garten ein paar Meter vom Haus entfernt liegt. Wir haben uns sehr wohl gefühlt und können die Unterkunft wärmstens empfehlen.

Private apartment rentals

Guest favorite
Apartment in Castiglione del Lago
4.91 out of 5 average rating, 143 reviews

Ulivo - Charming apartment in the countryside

CharlotteRating, 5 stars1 week ago
Wow, what a beautiful apartment this was. Nestled in the countryside by the Tuscany/Umbria border is this gorgeous farmhouse owned by Simona and Yens and what a find it was! The rolling hills are captivating and if you want to switch off, enjoy visiting beautiful villages, eat lovely food and really rest, this is the place to do it. We were welcomed by their two friendly dogs and received lots of tips about the local area from Yens on arrival. The apartment is spacious and serene. From spending evenings on the patio eating al fresco, watching the stars or having morning swims, we had a wonderful time and would wholeheartedly recommend this to anyone and everyone seeking some peace and quiet. The farmhouse is remote but it's very easy to get anywhere by car and the drives are never dull with the countryside views. It's hard to put into words how relaxing this place is and so I suggest you book and find out, you won't regret it! Thank you so much Simona and Yens!
Guest favorite
Apartment 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 favorite
Apartment in Pievescola
4.99 out of 5 average rating, 109 reviews

Tuscan View 360: 3 bedr, 2 baths, free parking

SilvanaRating, 5 starstoday
My family and I had a great time at Mario‘s place. Mario is a great host and would recommend him to my friends and family. Thank you Mario for the cake and the wine, much appreciated!
Guest favorite
Apartment 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.
Top guest favorite
Apartment in Sinalunga
4.99 out of 5 average rating, 275 reviews

Resort Panoramic view - Free parking

EnricoRating, 5 starstoday
Soggiorno incantevole, camera e patio con vista inarrivabile per bellezza e quiete. Camera bellissima, fornitissima, tutto estremamente curato nei dettagli da una persona -Elena, pur non avendo avuto l'occasione di incontrarsi- che ci mette amore nel fornire una esperienza assolutamente da ripetere. Anche gli spazi comuni sono estremamente curati e confortevoli.
Superhost
Apartment in San Gimignano
4.66 out of 5 average rating, 159 reviews

appartamento confortevole agriturismo SanGimignano

ChristinaRating, 5 stars6 days 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.
Guest favorite
Apartment in Siena
4.92 out of 5 average rating, 119 reviews

[Piazza del Campo] Loft elegante con terrazza

PeterRating, 5 stars2 weeks ago
Wow! What a beautiful place to stay! The roof terrace was amazing with beautiful views across rooftops to the Tuscan countryside. The centre of Siena with its Piazza del Campo is only a few minutes stroll away and the Duomo not much further. There are plenty of restaurants all around and a decent supermarket 3 minutes walk away. The apartment is well equipped with everything we needed for our stay. We would highly recommend!
Guest favorite
Apartment in Siena
4.86 out of 5 average rating, 43 reviews

Dimora di pregio con altana e terrazza panoramica

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.

Apartment rentals with a hot tub

Guest favorite
Apartment in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

DaniloRating, 5 stars2 months ago
Tutto perfetto. La posizione dell'appartamento è magnifica: immerso nel verde, offre una vista rilassante sulle colline circostanti. Allo stesso tempo è in una posizione strategica per chi desidera visitare i borghi storici del Valdarno e del Chianti. L’appartamento è curato, luminoso e pulito. Paola e la sua famiglia sono padroni di casa molto gentili e sempre disponibili a offrire consigli su attività e luoghi da visitare nella zona. Consigliatissimo!
Guest favorite
Apartment in Centro Storico
4.88 out of 5 average rating, 165 reviews

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF

MatthewRating, 5 stars2 weeks ago
Our stay at Luca’s place in Florence was wonderful. The location was extremely convenient with main attractions like the uffizi and galleria dell’academia just a short walk away. The apartment is also located in a very nice square that is lively and fun, but not noisy from the room. There are many restaurants and shops just down the stairs. The room itself was all that we could have wanted. The whirlpool tub was a very nice feature, the bed was conformable, and the atmosphere of the room was very cozy. If we return to Florence, we would love to stay at Luca’s place again!
Guest favorite
Apartment in Centro Storico
4.93 out of 5 average rating, 542 reviews

Casa di Delizie - 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
Apartment in Centro Storico
4.8 out of 5 average rating, 708 reviews

.2 La Casa sui Tetti dell'Oltrarno

FloriaRating, 5 stars4 weeks ago
Nous avons été ravie de cet appartement très bien placé à Florence qui est une ville merveilleuse, il est situé très proche du fameux Ponte Vecchio Et nous nous sommes régalé grâce à la gastronomie Florentine. Nous recommandons vivement cette location
Top guest favorite
Apartment in Centro Storico
4.98 out of 5 average rating, 268 reviews

[Ponte Vecchio] Prestige and unique view

VieriRating, 5 stars4 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.
Guest favorite
Apartment in Lucca
4.86 out of 5 average rating, 201 reviews

La terrazza degli ulivi a Lucca

KevinRating, 5 stars1 day 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 favorite
Apartment in Siena
4.94 out of 5 average rating, 109 reviews

Domus Nannini - L' Angolo di Paradiso 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 favorite
Apartment in Siena
4.91 out of 5 average rating, 129 reviews

Villa’Colombaiolo di Marciano',28

EwaRating, 5 stars2 weeks ago
Wygodny choć nieco staromodny apartament w spokojnej okolicy, wokół dużo zieleni i piękny widok z okna. Duży i zadbany basen z przestrzenią do odpoczynku. Dobre miejsce na relaks po zwiedzaniu Sieny i okolic.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Monteriggioni
  6. Apartment rentals