Vacation rentals in Bolgheri

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Top-rated vacation rentals in Bolgheri

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

A serene pool area is framed by lounge chairs and shaded by thatched umbrellas, offering a calm oasis. The surrounding stone buildings add to the rustic charm, with soft light reflecting off the tranquil water.

Farm stay in Santa Luce

5 out of 5 average rating, 11 reviews

Venere's Paradise Cabine - Le Fraine Glamping

Immerse yourself in the enchantment of the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers 4 apartments in an authentic Tuscan farmhouse and 4 elegant glamping cabins nestled in the ancient olive grove. The "Venere's Paradise" cabin disappears among the olive trees, offering breathtaking views from its veranda over the hills. With a large panoramic swimming pool and the opportunity to taste our exquisite oils and wines, the experience becomes unique and unforgettable.

Guest favorite

A charming stone building features a sloped tiled roof and wooden beams. Tall cypress trees rise beside the structure, which is surrounded by lush greenery and vibrant flower pots. Stone steps lead to the entrance, creating an inviting outdoor setting.

Villa in Figline Valdarno

4.98 out of 5 average rating, 44 reviews

The Castellaccio of Figline

L'alloggio si trova al PRIMO PIANO di una villa immersa nel verde denominata “Il Castellaccio”, che deve il suo nome alla vicinanza con le rovine del vecchio castello appartenuto alla famiglia degli Uberti. La casa gode di una magnifica vista sulla campagna circostante ed è ideale per una vacanza rilassante per famiglie o gruppi di amici, con la possibilità di visitare città d’arte e godere degli splendidi paesaggi del Chianti, nonché delle specialità enogastronomiche della zona.

Top guest favorite

Loft in Scandicci

4.98 out of 5 average rating, 107 reviews

Wonderful Loft in Villa with Pool in Chianti

Located on the second and top floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location for exploring Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation on the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees... and remember that all the vegetables from the Valline vegetable garden are at your disposal!

Superhost

The living area showcases natural light streaming through large open doors, leading to a balcony adorned with wrought iron details. A wooden dining table is set for two, accompanied by a cozy chair and a colorful area rug beneath.

Condo in Centro Storico

4.84 out of 5 average rating, 45 reviews

[Free Garage] 15 Min. walk from Art

⭐ NEW LISTING! Elegant Central Apartment with BALCONY and GARAGE! &#x1F463 Perfect for exploring the UNESCO center on foot 6 min from the Garden of Gherardesca → another 6 min from the Basilica dell'Annunziata → 3 min from Michelangelo's David → 5 min to Brunelleschi's Dome, Duomo. Nearby, you'll find supermarkets, lounge bars, and typical taverns, yet enjoying a peaceful location. &#x1F9D8 The perfect balance between convenience and tranquility!

Superhost

A scenic view of rolling hills showcases a couple embracing in the foreground, surrounded by golden fields. In the distance, a picturesque country villa is framed by tall cypress trees lining a winding road, enhancing the tranquil Tuscan landscape.

Condo in Pisa

4.78 out of 5 average rating, 45 reviews

Beachfront Heaven: Exquisite Tuscany Retreat

Escape to a 5-star beachfront haven with stunning sea views. Our peaceful Airbnb offers a spacious 3-bedroom apartment, fully equipped kitchen, and terrace for al fresco dining. Enjoy 24/7 beach access and convenient parking. Explore Tuscany's treasures like Florence, Pisa, and Cinque Terre just a stone's throw away. As the highest-rated Superhost in the area, we promise a blend of luxury, relaxation, and epic sunsets. Book now and let the magic unfold.

Superhost

A modern living area features a minimalist kitchen with white cabinetry and a stainless-steel countertop. A flat-screen television is mounted on the wall above a sleek white fireplace. A small round dining table with transparent chairs and a potted plant is located near a large window.

Condo in Centro Storico

4.93 out of 5 average rating, 231 reviews

Ognissanti 94

My accommodation, completely and finely renovated, is close to Stazione S.M-N., Garage Europa, Porta a Prato, Ponte Vecchio, etc... You'll love it for the comforts of it and its strategic location in the heart of downtown. Located in an area full of every service, under the house you can find all the sharing cars, bars, restaurants, and everything you need. My place is good for couples, business travelers, families (with kids), and large groups.

Guest favorite

A serene coastal view captures the gentle waves lapping at a sandy beach, surrounded by lush greenery. The shoreline features a mixture of light and dark pebbles, with people enjoying the tranquil environment under a partly cloudy sky.

Apartment in Portoferraio

4.95 out of 5 average rating, 110 reviews

Exclusive attic overlooking the sea with breathtaking views

Beautiful open space attic with rooftop terrace overlooking the breathtaking bay, very bright and completely new, a very special object of its kind. The house is in a prime location in all respects, in a residential and quiet setting on a private road a two minute walk from two wonderful beaches and a 10 minute walk from the village and all amenities. It is equipped with all the comforts and has private parking included inside the property.

Top guest favorite

The image captures the exterior of a renovated farmhouse, set against a clear blue sky. A shimmering pool is visible in the forefront, with several sun loungers positioned around it. The house, framed by trees, features multiple windows and a large terrace surrounded by landscaped garden areas.

Apartment in Peccioli

4.89 out of 5 average rating, 37 reviews

Jasmine - Podere Cornacchino

Podere Cornacchino is a newly renovated Tuscan farmhouse, where the owners live and where they have decided to welcome guests. The property consists of only two apartments, "Il Leccio" and "Il Gelsomino," thus offering a relaxing and intimate setting. The property includes the main house, the duck pond, a large garden and a beautiful swimming pool overlooking the vineyards and olive groves of the Tuscan countryside.

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What guests are saying

Chic Apartment Macci

4.91 out of 5 average rating, 34 reviews1 week ago

Sergio's place is fantastic and Sergio is a great host! I almost don't want to say how wonderful our experience was, for fear it will be hard to get in the future. The location is walkable to anywhere you want to be in Florence. The apartment is spacious and having two bathrooms was convenient. Sergio was incredibly responsive and just gave you the sense he was there to make your trip great. This was our first time to Italy and it is going to be hard to find places in other locations that live up to the standard Sergio and his place set.

Apartment in Centro Storico

What guests are saying

Vacation immersed in the Tuscan countryside 'Canaiolo'

4.83 out of 5 average rating, 70 reviews7 months ago

We reached the destination and immediately felt like being at home. Such a nice country-house, quiet surroundings and a most gorgeous and large pool. Gary, who looks after everything, is one of the nicest hosts we have ever met: charming, helpful and making you feel very comfortable. A highly recommendable place to stay! Anne and Werner from Austria

Home in Montespertoli

What guests are saying

Tuscan Villa Featured Conde Nast Best Villas Italy

4.84 out of 5 average rating, 91 reviews2 weeks ago

This is a beautiful villa! We enjoyed the easy trip into Florence each day and even happened upon a Renaissance Festival in San Casciano. We came home each night to soak in the Tuscan scenery and relax at the villa. It was a perfect stay thanks to Rose and Pier!

Home in San Casciano In Val di Pesa

What guests are saying

Ketty's House in Florence

4.78 out of 5 average rating, 32 reviews6 months ago

Thr communication began as soon as I made my booking so I felt very comfortable especially as an older solo female traveller. I loved staying far enough from the tourist area yet everywhere was a comfortable walking distance. I was here to write so the space was perfect for me and very quiet. The space was very clean and I enjoyed using the kitchen. The bed was very comfortable- highly recommend especially for a single person. Great eateries close by & I felt very safe. Thankyou

Tiny home in Centro Storico

What guests are saying

Cala S.Quirico-House on the beach!

4.89 out of 5 average rating, 64 reviews6 months ago

The apartment is very central and is located directly on the beach. Everything necessary is within walking distance. We felt very comfortable from the beginning. Communication with Guglielmo was always straightforward and prompt. His parents - who look after the property - are warm, loving and put a lot of effort into a pleasant stay. We all liked Case del Mare very much and made our vacation on the coast of Tuscany unforgettable. We'd love to come back. Thank you very much.

Apartment in San Vincenzo

What guests are saying

Villa Paola

4.89 out of 5 average rating, 19 reviews7 months ago

We had amazing time at Esther. The house (especially kitchen) is very well equipped, clean and spacious. I love the atmosphere of the house. The village is also beautiful, the rocky coast is not ideal for swimming (with children) but we spent every evening watching the sea at Spiaggia della Madonnina near the house and we loved that. Also great gelateria and pizza (Acqua & Forino) is nearby. And you can take the train to visit Florence!Esther and her husband are nice people and always helpful. Hope we will come back one day :-)

Apartment in Quercianella

What guests are saying

Casa Levante - At 400 metres from the seaside

5 out of 5 average rating, 35 reviews1 week ago

Federica’s place, Casa Levante is in a perfect location between the train and the beach. I went without a car and didn’t have any issues getting to everywhere I needed to. There are plenty of restaurants and bars (cafe) within easy walking distance. Being right on one of the pedestrian streets I had concerns about noise. My concerns were completely unwarranted. During the day and especially during certain hours when people are out some sounds can be heard. However, when quiet hours begin it gets very quiet. The place itself is exactly like the photos. It’s even more inviting in person. I appreciate the sparse touches of personal touches and the subtle use of framed images with useful information spread throughout. I would definitely stay at Casa Levante again.

Apartment in Viareggio

What guests are saying

The House Next Door

5 out of 5 average rating, 49 reviews1 week ago

My family and I stayed here for 8 nights, and I can’t say enough good things about our stay. The owners were very welcoming and friendly, providing us with local information about Pisa and the surrounding area. The house was spacious, clean, and well stocked with everything needed during your stay. The location was a short, peaceful walk into the centre. We loved every minute of being there and didn't want to leave. We would definitely like to come back for a second stay.

Home in Pisa

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