
Apartment holiday rentals in Boccheggiano
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Boccheggiano
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Boccheggiano apartment rentals
Weekly apartment rentals

Borgo Iesolana Suite Superior
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!

Colle ai Lecci: Design Apartment in Tuscany
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!

La casa blu del "Poderepiandicava"
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

San Giovanni in Poggio, Crepuscolo app. 60 mq
Marvelous place, Sara is very friendly and helpful host. Can’t wait to visit this place again.

Palazzo del Papa Suites standard
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.

La Torre-Luxury attic - BEACH FRONT - Tuscany
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!

La Casina del Corso
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!

Panorama Ferien Toscana "Olivo"
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

Focolare per 4 persone con piscina a Montalcino
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.

La Casa di Bruna
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.

Dimora di pregio con altana e terrazza panoramica
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.

Authentic Italian Apartment with Private Terrace
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.

" DA OSCA " nel cuore della Maremma
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!

Lägenhet "Palazzo" i lantligt hus med pool
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 :-)

Charming apartment,balcony, beautiful view, A/C
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.

Casa Evelina - Incredible View, Central Location
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

Podere Ferranino #Cimabue Townhouse
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.

SerenaHouse
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!

Artemisia Dreamscape with Wooden Hot Tub
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!

Studio in Farmhouse, Swimming Pool, Restaurant.
Wir hatten eine schöne Zeit mit leckerem Essen und sehr freundlichen Gastgebern. Die Lage war wunderschön und die Zeit sehr entspannend. Vielen Dank :)

Romantic farmhouse, garden apartment with panorama
It’s a fantastic location and everything you could imagine from dreams of Tuscany. The house was perfect and the birdlife and pool fabulous.

Apartment with garden in the heart of Tuscany
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!

Domus Nannini - L' Angolo di Paradiso Spa
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!

Penthouse in Siena near Piazza del Campo and Palio
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
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Elba
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Feniglia
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Spiaggia Di Sansone
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Spiaggia di Marina Di Campo