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House vacation rentals in Bolgheri

Find and book unique houses on Airbnb

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Popular amenities for Bolgheri house rentals

House rentals with a pool

Guest favorite
Home in Pistoia
4.92 out of 5 average rating, 133 reviews

dependance in villa Toscana

DustinRating, 5 stars2 weeks ago
My wife and I stayed at Marco’s for a week for our honeymoon. We both loved it. Pool was beautiful and peaceful. The property is fantastic the pictures don’t do it justice. As amazing as it looks in the photos it is 1000 times better in person. The front gate made everything feel so secure. Walking up the steps to the guest house we were hit with a nice floral smell with all the daisies growing everywhere. Such a peaceful and beautiful property. The view was stunning looking over the mountains. The place was perfect. The kitchen was everything we needed and more, the pull out couch allowed us to relax and watch tv at the end of the night. The patios were perfect for coffees and meals. And the bed was nice and comfortable. Marco left a flower pedal heart on the bed for us which was a nice personal touch. We met his parents (who stay in the main house) they were very kind and gave us our privacy. There was lots of information about the area and things to do. Wish we stayed longer
Guest favorite
Home in San Martino
4.94 out of 5 average rating, 212 reviews

Casa Bada - Barn

RaymondRating, 5 stars3 weeks ago
Great place and location. everything about the place and our stay was excellent.
Guest favorite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

LéaRating, 5 stars4 days ago
Nous avons adoré notre séjour chez Bernardino ! Le paysage est magnifique, l’endroit est très propre et la piscine est un vrai plus pour se détendre. Bernardino est un hôte attentionné, toujours à l’écoute et prêt à aider à tout moment. Merci pour cette belle expérience !
Guest favorite
Home in Metato
4.97 out of 5 average rating, 116 reviews

beautifull detached former country

JehanneRating, 5 stars1 month ago
Un vrai petit paradis. Un accueil chaleureux par Manuela. Je recommande vivement !!! Nous venons de partir et rêvons d’y retourner!
Top guest favorite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars2 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 108 reviews

The Owl: view, pool and garden

FrankRating, 5 stars4 days ago
Ein unvergesslicher Aufenthalt im Herzen der Toskana! Die Wohnung liegt traumhaft schön in der Natur – umgeben von sanften Hügeln, Weinbergen und unzähligen Olivenbäumen, die in der Sonne silbern schimmern und das Landschaftsbild einfach magisch machen. Die Aussicht ins Tal ist atemberaubend schön – man könnte stundenlang einfach nur dastehen und schauen. Der 28 Meter Pool? Besser geht es nicht – perfekt gelegen mit Panoramablick, absoluter Ruhe und einer Atmosphäre, die zur puren Entspannung einlädt. Was diesen Ort aber wirklich besonders macht, sind die Menschen: Jacopo, Sophia und ihre Kinder haben uns mit einer so herzlichen Offenheit empfangen, dass wir uns sofort wie bei guten Freunden gefühlt haben. Es ist einfach schön, solchen Menschen zu begegnen – authentisch, warm und voller Lebensfreude. Und dann war da noch Luba, die Schäferhündin – ein echtes Herz auf vier Pfoten! Sie hat uns jedes Mal mit solcher Freude empfangen, dass wir sie sofort ins Herz geschlossen haben.
Guest favorite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 138 reviews

Casa di Lyndall - Entire house with exclusive pool

SilvanRating, 5 stars2 days ago
Wir hatten eine wunderbare Woche in Lyndalls Haus in Lecchi in Chianti! Das Grundstück, das Haus und der Pool waren sogar größer und schöner als erwartet. Die Landschaft ist traumhaft – perfekt zum Entspannen. Die Küche war hervorragend ausgestattet, sodass wir fast jeden Tag gekocht haben. Auch die Restaurant-Empfehlung im Ort war ein Volltreffer. Wir haben uns rundum wohlgefühlt und würden jederzeit gerne wiederkommen. Vielen Dank, Lyndall!
Top guest favorite
Home in Volterra
4.93 out of 5 average rating, 180 reviews

Podere Collina

DeanRating, 5 stars3 weeks ago
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!

Weekly house rentals

Superhost
Home in Barberino Tavarnelle
4.76 out of 5 average rating, 55 reviews

7 min Cantina Antinori | Pool | Casa Sala & Pepe

RyanRating, 5 stars1 month ago
Beautiful home near Chianti. Clean and comfortable, with amazing vineyard/sunset views. The hosts were very responsive and friendly, and they gave clear instructions. One thing to note is that the property is listed as "Entire Home", but it is actually a condominium that shares walls and outdoor common areas with the neighbors. There is a divider in the backyard between us and the neighbors, but it is not completely private. Overall, we had a great time here.
Top guest favorite
Home in Suvereto
4.96 out of 5 average rating, 48 reviews

The house in the Castle and the secret garden

RebeccaRating, 5 stars2 weeks ago
A beautiful place. You can see and feel it is not just a random vacation rental but feels like someones home and someone has put a lot of detail and love in the place. Once you talk with Diana, you understand even better: as the owner, so the home :) The house offers all you need to stay there (with your whole family) also for longer than only a few nights. The village is very cute and offers all you need, plus charming bars and restaurants. On top it is a great starting point to go and explore the area/ medieval towns/ nature parcs/ beaches. By car it felt like everything is reachable in max 20minutes. Further you can explore by bike and even start from the town on hikes so: if you get a chance to book, stop searching - hit the button and enjoy your time :)
Guest favorite
Home in Asciano
4.94 out of 5 average rating, 35 reviews

Family Forest - Piscina nelle Crete Senesi

SylviaRating, 5 stars2 weeks ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!
Guest favorite
Home in Castagneto Carducci
4.88 out of 5 average rating, 8 reviews

Casa Noce a Castagneto Carducci

MaksumRating, 5 stars22 months ago
Отличное месторасположение дома, прекрасный вид, частная парковка у дома и пляжа, близость к центру, прекрасный свежий воздух, отсутствие комаров, что в полной мере даёт возможность насладится прекрасными видами под бокал прохладного просекко. Владелец дома Родольфо очень приятный и внимательный хозяин.
Top guest favorite
Home in Montebenichi
5 out of 5 average rating, 59 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

SusanRating, 5 stars3 weeks ago
Our stay in Montebenichi was almost indescribable. Having been to Tuscany before, this time was pure magic. The flat is within the compound of a 12th century fortress village that is mostly inhabited by residents. Tommaso had stocked the kitchen with plenty of coffee, milk, water, juices, snacks and his grandmother's amazing Limoncello! The pool area has the most incredible view with an outdoor kitchen where Tommaso arranged for us to have a traditional Tuscan cooking class. He also made reservations for us at the village Michelin-rated restaurant that is just steps from the flat. One of our favorite things was hearing the wolves of Tuscany howl in the distance - no need to be afraid - it was pure magic. We saw very few tourists which made the experience even better. Moreover, Tommaso was THE BEST HOST we have ever had while staying at an Airbnb. His dedication to ensuring the perfect stay for us was truly a standout. We can not say enough good things about our stay!
Top guest favorite
Home in Pontassieve
4.96 out of 5 average rating, 82 reviews

La casina ridente in Toscana con vista mozzafiato

FelipeRating, 5 stars2 weeks ago
Stella nos recebeu muito bem, foi simpática e prestativa. A casa estava muito limpa e organizada. O espaço e aconchegante. O lugar é extraordinário, muito bonito, com natureza exuberante e uma vista maravilhosa. Stella recomendou lugares para visitar e restaurantes da região que gostamos muito. Somente elogios, nenhuma reclamação.
Superhost
Home in Castagneto Carducci
4.76 out of 5 average rating, 17 reviews

A Bolgheri e Castagneto Carducci

DanielaRating, 5 stars9 months ago
Da dove partire? Niccolò è il padrone di casa perfetto, ospitale, premuroso e gentilissimo. L'alloggio è immerso nella silenziosa campagna bogherese, tra ulivi e vigneti a metà strada tra Castagneto Carducci e Bolgheri, il mare dista 10 minuti in macchina. La casa è comoda, razionale, pulita, dotata di aria condizionata, lavatrice, lavastoviglie. La cucina è attrezzata, materassi, cuscini e lenzuola nuovi. Non avrei potuto scegliere di meglio! Grazie di cuore, ci rivedremo sicuramente
Top guest favorite
Home in Cecina
5 out of 5 average rating, 15 reviews

Villetta Rio immersa nel verde

MichaelRating, 5 stars1 month ago
Letizia was already waiting for us at the gate and gave us a warm welcome, she showed us around the house and left a present. Fresh selfmade olive oil and apricot jam! Letizia is a wonderful host and responds very quickly to questions (with W-app). The location is about 10 minutes drive away from the beach and the wonderful inland of Toscane (and lots of restaurants).

Private house rentals

Guest favorite
Home in Castelmuzio
4.95 out of 5 average rating, 41 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Top guest favorite
Home in Campiglia Marittima
5 out of 5 average rating, 39 reviews

appartamento in casale

MeretRating, 5 stars2 weeks ago
We absolutely loved our wonderful stay at Susanna's and Carlo's. The apartment was well equipped, comfortable bed, welcoming interior, the views were stunning. It was really calm and it felt like home. Especially because Susanna and Carlo were such great hosts, friendly, helpful with good advice, they even organised to rent bikes for us. Also, the dog Peppe, gave us so much love, such a sweet dog, we really miss him. We witnessed the arrival of two cute cats and how they met Peppe. It was hard to leave. We absolutely recommend to stay there! Grazie mille per tutto, Susanna, Carlo and Peppe!
Superhost
Home in Chianni
4.83 out of 5 average rating, 59 reviews

Three bedroom historical house with the best views

LaurenRating, 5 stars4 weeks ago
We loved our stay here! The house and the views were truly as picturesque as it seems in the photos. A dream spot! The town itself is full of local flair and is beautiful too. Not touristy at all. Close enough to nearby towns though to explore more of Tuscany! Overall a great stay and Laura was a kind and responsive host.
Guest favorite
Home in Bibbona
4.92 out of 5 average rating, 25 reviews

Tuscany,Bolgheri, Cottage

EmmaRating, 5 stars10 months ago
La casa è in una posizione splendida: su un colle a ridosso del bosco, guarda verso il mare e il filare di cipressi di Bolgheri. Un posto unico, la vista e i tramonti sono impagabili. Le spiagge principali sono raggiungibili in macchina in un tempo che varia dai 15 ai 30 minuti a seconda della meta. Se si sta a casa, il ping pong è una grande risorsa per bambini (e adulti). Cinghiali (questi solo oltre la rete che delimita il bosco), tassi e lepri scorrazzano nelle vicinanze e li si incontra quotidianamente. La presenza ravvicinata della casa principale è al contempo rassicurante e molto discreta, si ha totalmente la propria privacy. All'interno, la casa è molto ben organizzata ed estremamente piacevole da viversi. Marina molto disponibile e attenta. Siamo stati splendidamente!
Top guest favorite
Home in Volegno
5 out of 5 average rating, 46 reviews

Casale del boscaccio La civetta

BiancaRating, 5 stars1 week ago
Da elisabetta siamo stati benissimo, tutti i servizi sono stati impeccabili, a partire dal check in dove elisabetta è stata flessibile riguardo all’orario è estremamente disponibile. la casa è perfettamente attrezzata di tutto il necessario e impeccabile a livello di pulizia. l’ ambientazione poi è da sogno. consiglio assolutamente un soggiorno, non ve ne pentirete!
Top guest favorite
Home in Campiglia Marittima
5 out of 5 average rating, 32 reviews

Appartamento La Mignola

MonikaRating, 5 stars2 weeks ago
Cudowne miejsce, życzliwi ludzie, piękne widoki. Byliśmy 4 osobową rodziną. W tym miejscu wypoczniesz, zrelaksujesz się, pomyślisz i na chwile przystaniesz. Poczujesz się jak w raju. Tu znajdziesz coś dla siebie i dziecka. Bardzo duży, czysty basen, jacuzzi, leżaki, parasole. Piękny sad olwiny. Można pograć w piłkę nożną, w ping ponga. W sadzie zrobisz grilla, a rano jak wstaniesz wypijesz kawe na tarasie z pięknym widokiem. Apartament wyposażony rewelacyjnie. Bardzo czysto we wszystkich pomieszczeniach. Do miasta 5 min drogi autem. W miescie różnorodność sklepów. Znajdziesz wszystko co chcesz. Stąd dojedziesz w wiele innych ciekawych miejsc. Dziękujemy za pyszne babeczki od mamy Vitorrio❤️ całym sercem polecamy tą miejscówkę Rewelacja!!! Nie zastanawiaj się! Rezerwuj! Pozdrawiamy i być może do zobaczenia 🤗
Guest favorite
Home in Marina
5 out of 5 average rating, 34 reviews

Beachfront Tuscany

MélanieRating, 5 stars8 months ago
Wir hatten eine wunderbare Zeit! Die Gastgeberin war sehr freundlich und zuvorkommend. Das Haus ist eine richtige Wohlfühloase, umgeben von einem wunderschönen Pinienwald, der für eine entspannte Atmosphäre sorgt. Besonders begeistert waren wir von dem tollen Pfad, der direkt zum Strand führt – perfekt für Spaziergänge und um die Natur zu genießen. Die große Küche bietet alles, was man braucht, um für die ganze Gruppe zu kochen. Besonders aufmerksam war, dass die Gastgeberin uns ein paar Spielsachen für das Kind unserer Freunde gebracht hat – das hat den Aufenthalt noch angenehmer gemacht. Wir kommen gerne wieder!
Superhost
Home in San Vincenzo
4.69 out of 5 average rating, 29 reviews

Casa con terrazza vista mare - San Vincenzo

ThanapatRating, 5 stars1 month ago
Have a great time here, the view is very nice, quiet, peaceful neighborhood. The room has everything we needed (and more), very clean, well set up and it is exactly as the advertised picture. And also Elettra and Irene are such great host, they are friendly and really helpful.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Livorno
  5. Bolgheri
  6. House rentals