
Vacation rentals in Bolgheri
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Bolgheri
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Bolgheri vacation rentals
Other great vacation rentals in Bolgheri
Top guest favorite

Chalet in Orciatico
5 out of 5 average rating, 17 reviewsSteinhaus phantastische Aussicht
RainerRating, 5 stars1 week ago
Wer einen ruhigen, friedvollen Rückzugsort mit hohem Erholungsfaktor sucht, wird vom Capraleccia nicht enttäuscht werden. Es liegt ein paar Gehminuten von einem kleinen Dorf entfernt, die Aussicht auf das Tal ist wunderschön, die Sonnenauf- und untergänge unbeschreiblich. Viele Tage haben wir einfach nur auf der Sonnenterasse verbracht, die Aussicht genossen und italienisch gelernt. Julia ist eine sehr freundliche und hilfsbereite Gastgeberin, sehr diskret und trotzdem immer erreichbar. Vielen Dank für die zahl- und hilfreichen Tipps! Das Haus selbst ist in makellosem Zustand, neu restauriert, extrem sauber und lässt praktisch keine Wünsche offen. Die Küche ist sehr strukturiert und komplett ausgestattet, Zimmer und Bäder sind geräumig. Nach einem einwöchigen Aufenthalt können wir nur sagen: wir haben uns super erholt und kommen sehr gerne wieder!
Top guest favorite

Castle in Montecatini Val di Cecina
4.99 out of 5 average rating, 116 reviewsTorre dei Belforti
CharlieRating, 5 stars1 week ago
This was an incredible and relaxing getaway—we honestly wish we had stayed longer. The tower is just as magical as the photos, and the views, olive grove, and pool were even better than expected. The surrounding town is darling and quiet, with just a couple of small restaurants and markets, which made it feel like a true escape. Luca was kind and responsive throughout our stay. Just a few things to note: there are a lot of stairs, and you’ll want a smaller car to navigate the narrow roads leading up to the tower. It’s a real castle, so it’s older and rustic—but full of charm and clearly loved. The only downside was that the hot tub on the roof no longer works, which was a bit of a letdown. Still, we absolutely loved our time here and would highly recommend it.
Guest favorite

Apartment in San Vincenzo
4.94 out of 5 average rating, 77 reviewsAntea Blu: casa sulla spiaggia in toscana 2 camere
NicholasRating, 5 stars2 weeks ago
We had a lovely stay in a clean, charming and comfortable apartment with all the amenities one needs. Communication throughout was excellent and we managed to check in early. We were shown around the apartment and all its facilities. Being on one level suited our 88 year old mother-in-law, and the bedrooms and bathrooms were spacious. The local beach was lovely, lots of choice if public subbed, and a good range of boutique shops and restaurants was a plus.
Top guest favorite

Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviewsPodere 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

Farm stay in Roccatederighi
4.92 out of 5 average rating, 136 reviewsHoliday in antique farm, Belvedere
MauriceRating, 5 stars2 weeks ago
Wat een rust en wat een uitzicht. Mooi landgoed en supervriendelijk mensen die het je naar de zin proberen te maken. Ook een mooi en fijn zwembad voor als het erg warm is.
Top guest favorite

Farm stay in San Quirico d'Orcia
4.98 out of 5 average rating, 44 reviewsWine Loft tra le vigne
HilaryRating, 5 stars2 weeks ago
The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.
Top guest favorite

Apartment in San Gimignano
4.98 out of 5 average rating, 42 reviewsHerons Superior Apartment - Splendid view!
MicahRating, 5 stars3 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.
Top guest favorite

Barn in Castellina in Chianti
5 out of 5 average rating, 26 reviewsCipressini 2 - piscina e vista mozzafiato
BrandonRating, 5 stars3 weeks ago
We cannot say enough about how fantastic our stay was. Maybe the most gorgeous property we’ve ever seen - even better than the pictures! Pia was incredibly helpful, sent us a whole printout of recommendations for different restaurants, wineries, and things to do. She is incredibly kind, responsive, and proactive - she thought of everything you may need during your stay and gave us a tour of our home. Waking up in the Tuscan countryside and watching the sun rise over the vineyards was relaxing and beautiful. The sunsets were breathtaking to see over the rolling hills in Chianti. Castellina was a cute little town with fantastic places to eat and panoramic views of the valley. And on top of all that, we made a new friend in the Public Relations Manager, Teo - you can be sure you’ll be greeted with a wagging tail and a happy little smile. Couldn’t recommend this place highly enough!
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
- Piazza del Duomo (Pisa)
- Gorgona
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Capo Bianco
- Mercato Centrale
- Pitti Palace
- Spiaggia Di Sansone
- Giardino Bardini
- Medici Chapels
- Spiaggia di Marina Di Campo
- Spiaggia di Patresi