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Apartment holiday rentals in Boccheggiano

Find and book unique apartments on Airbnb

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Popular amenities for Boccheggiano 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!
Guest favourite
Flat in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 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!
Guest favourite
Flat in Castelnuovo di Val di Cecina
4.96 out of 5 average rating, 47 reviews

La casa blu del "Poderepiandicava"

DariuszRating, 5 stars1 month ago
Całkowicie polecamy to miejsce Jest to uroczy zakątek, z dala od zgielku zapewniajacy dużą dozę prywatności Gospodarz jest komunikatywny, elastyczny i nie narzucający się Do najbliższego przepięknego historycznego miasteczka jest zaledwie 10 minut jazdy samochodem. Lokalizacja jest również świetną bazą wypadową do mnóstwa lokalnych i znanych atrakcji w promieniu 1 do 2 godzin jazdy samochodem. Polecamy i jeszcze raz dziękujemy
Guest favourite
Flat in Monteroni d'Arbia
4.95 out of 5 average rating, 65 reviews

San Giovanni in Poggio, Crepuscolo app. 60 mq

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

La Torre-Luxury attic - BEACH FRONT - Tuscany

DaveyRating, 5 stars2 weeks ago
Beautiful beach views and an incredible terrace to enjoy them from. The bed was super comfortable, the place was spotless, and check-in was a breeze. Great host – friendly, responsive, and really flexible with our changing arrival time. Highly recommend! Vista mozzafiato sulla spiaggia e una terrazza incredibile da cui godersela. Il letto era super comodo, la casa impeccabile e il check-in facilissimo. Host eccezionale – gentile, reattivo e davvero flessibile con il nostro orario di arrivo variabile. Consigliatissimo!
Top guest favourite
Flat in Massa Marittima
4.96 out of 5 average rating, 28 reviews

La Casina del Corso

BradleyRating, 5 stars2 months ago
I had a great stay! The place looks better in person in my opinion. It smelled very nice and the space was clean. The local restaurants are good as well. I would definitely recommend to others. Thank you Catia & Antonio!
Guest favourite
Flat in Massa Marittima
4.93 out of 5 average rating, 14 reviews

Panorama Ferien Toscana "Olivo"

InesRating, 5 stars1 month ago
Die Unterkunft war wunderschön und wunderschön gelegen. Sehr ruhig und idyllisch. Wir konnten Glühwürmchen, eine Wildkatze und viele andere Tiere beobachten. Die Unterkunft selbst ist noch besser als auf den Bildern. Einfach eine wunderbare Zeit gehabt. Aber das Beste ist die Gastfreundschaft von Francesco. Er war hilfsbereit und sehr herzlich. Wir werden gerne wiederkommen.

Private apartment rentals

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

Focolare per 4 persone con piscina a Montalcino

AlessandroRating, 5 stars3 weeks ago
Stupendo b/b immerso nella colline senesi. L'appartamento per 4 persone era pulito e in ordine con tutto il necessario per il soggiorno. L'area esterna è incantevole: viti, piante stupende e giardino curato. La piscina a sfioro - con vista - è sicuramente il punto forte: davvero impagabile la vista. L'host è stato cortese e disponibile anche a fronte di qualche inconveniente che si è verificato durante la permanenza. Uniche note negative: check in non disagevole. Al nostro arrivo, la chiave inserita nella key box era quella del monocale e non del nostro appartamento. Ergo, abbiamo dovuto contattare la responsabile e attendere l'arrivo - dopo 15 minuti circa - della domestica che ci ha fornito la chiave corretta. L'appartamento era pulito eccetto la presenza, vicino al lavabo, di molte formiche morte. Il lavabo era intasato e, pertanto abbiamo segnalato alla domestica che è intervenuta per sbloccare. Nel complesso, comunque, posto davvero bello che merita la visita.
Guest favourite
Flat in Montalcino
4.95 out of 5 average rating, 88 reviews

La Casa di Bruna

CarlRating, 5 stars1 week ago
Questo è un appartamento fantastico. Perfetto per due coppie. Luciana e Fabio sono persone molto cordiali e accoglienti. L'appartamento è molto ben attrezzato e arredato. Si trova in un'ottima posizione, vicino alla fortezza e a diversi ristoranti altamente consigliati. Ci siamo stati due volte e lo faremo di nuovo.
Guest favourite
Flat 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.
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.
Top guest favourite
Flat in Montemassi
4.96 out of 5 average rating, 99 reviews

" DA OSCA " nel cuore della Maremma

EduardoRating, 5 stars3 days ago
Grazie mille per i consigli su spiagge e ristoranti! Vi ringraziamo per la disponibilità e la cortesia! Sperando di non aver disturbato troppo credo che in futuro ci rivedremo!
Guest favourite
Flat in Solaia
4.98 out of 5 average rating, 58 reviews

Lägenhet "Palazzo" i lantligt hus med pool

ManuelRating, 5 stars2 weeks ago
Es war ein wundervoller Aufenthalt bei Katya und Bengt. Die beiden sind super herzlich und man fühlt sich bei ihnen wie Zuhause. Es war schön mit ihnen ins Gespräch zu kommen und sich gegenseitig auszutauschen. Die Unterkunft besitzt alles, was man benötigt. Auch die Küche ist sehr gut ausgestattet. Zudem war es sehr sehr sauber. Die Unterkunft liegt mitten im Grünen zwischen Olivenbäumen und einem wunderschönen Garten! Etwas abseits von allem, was uns persönlich aber sehr gut gefallen hat. Man hat wirklich Zeit zu entspannen und die Ruhe zu genießen. Mit dem Auto ist man in ca. 30 Minuten in Siena und auch weitere Städte sind in ca. 1 Stunde mit dem Auto gut zu erreichen. Wir werden definitiv noch einmal zurückkommen und bedanken uns bei Katya und Bengt für die schöne Zeit die wir bei ihnen verbringen durften :-)
Guest favourite
Flat in Scrofiano
5 out of 5 average rating, 47 reviews

Charming apartment,balcony, beautiful view, A/C

MaureenRating, 5 stars3 weeks ago
We really enjoyed our stay at this really unique accommodation. It is located in a medieval village, high on a hill. The apartment is compact, but has everything you need. The view from the balcony is fantastic. Malgorzata was a great host and very responsive when we had questions. I would not hesitate to recommend this property.
Guest favourite
Flat in Montepulciano
4.91 out of 5 average rating, 76 reviews

Casa Evelina - Incredible View, Central Location

LisbethRating, 5 stars5 days ago
This is a great location in the heart of montepulciano. You walk out of the unit and onto the main street full of restaurants and shops. The house is spacious with three bedrooms all with comfortable beds. There were extra pillows and linens, which are always helpful. We had all the windows open due to warmer weather with a nice breeze at night. Despite being right on the street, we did not hear any evening noise throughout the night sleeping was peaceful. The views from the apartment are exquisite.

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

MartinRating, 5 stars10 months ago
Sehr schönes Haus, landestypisch eingerichtet dabei aber trotzdem modern. Besonders gefallen haben und die Betten und die angenehme sanfte aber effektive Klimatisierung. Sehr geräumig, so dass ein Aufenthalt mit 4 Personen sehr angenehm möglich ist. Es gibt sogar eine Lademöglichkeit für E-Fahrzeuge.
Top guest favourite
Flat in Radicondoli
4.96 out of 5 average rating, 23 reviews

SerenaHouse

JudithRating, 5 stars4 days ago
Die Unterkunft ist sehr hochwertig ausgestattet und extrem sauber. Es stand ein Willkommensgruß in Form von Keksen und gekühltem Wasser bereit und als Gastgeschenk eine Flasche Wein. Belforte ist ein kleiner Ort mit dem zu empfehlenden Restaurant La Mura. Wir haben den Ort und Casa Serena wegen seiner besonderen ruhigen Lage ausgesucht. Leider befindet sich derzeit um die Unterkunft herum eine Baustelle, weil die Zufahrtsstraßen neu gemacht wird. Also machten wir Ganztagestouren in die Umgebung. ;-) Patrizio und seine Tochter Serena machen das Möglichste um diese Unannehmlichkeit zu entschädigen. Ihre Hilfsbereitschaft und Gastfreundlichkeit sind wirklich enorm. Nach einer Reifenpanne mit dem Motorrad hat Patrizio uns wie selbstverständlich mit dem Auto in die 30km entfernte Werkstatt gefahren. Wir drücken die Daumen, dass die Bauarbeiten bald fertig sind und kommen dann sehr gerne wieder!
Superhost
Flat in Santa Luce
4.86 out of 5 average rating, 14 reviews

Artemisia Dreamscape with Wooden Hot Tub

RobertRating, 5 stars1 week ago
Our stay was fantastic! As a couple needing a break from a long start to the year, we couldn’t have asked for a better place to relax. Nestled in between fields and olive trees, we felt completely at home, the view from the deck was stunning and listening to the different sounds at night, from our private hot tub with a bottle of wine was perfect! We made several day trips to Volterra, Lucca and even Florence from the cabin, though definitely wake up early if you’re planning to venture further out! Would definitely recommend hiring a car if you’re going to stay here! 10 out of 10 stay! Thanks Pino!
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
Wir hatten eine schöne Zeit mit leckerem Essen und sehr freundlichen Gastgebern. Die Lage war wunderschön und die Zeit sehr entspannend. Vielen Dank :)
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

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!
Top guest favourite
Flat 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!
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!

Destinations to explore

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