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Bed and breakfast vacation rentals in San Gimignano

Find and book unique bed and breakfast rentals on Airbnb

Quick stats about bed and breakfast rentals in San Gimignano

  • Total vacation rentals

    Explore 70 vacation rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano vacation rentals start at G$10,460 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,840 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of San Gimignano vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Gimignano rentals

  • 4.8 Average rating

    San Gimignano stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated bed and breakfast rentals in San Gimignano

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious room features a large bed covered with soft linens, accented by two bedside tables with lamps. A seating area with a wicker chair is positioned near a window that allows natural light to illuminate the warm-hued walls and terracotta flooring.
Private room in Gaiole in Chianti
4.98 out of 5 average rating, 145 reviews

Argentina. Welcome to our small village, L...

THE BORGO In the highest point of a hill set in the mosaic of vineyards that characterizes the Chianti Classico area, in the heart of an ancient medieval village, Borgo Argenina was born. The farmhouse, composed of romantic rooms, has as its main objective to allow our guests to enjoy the calm, beauty and pleasures that our region can offer. For this reason our rooms have been restored respecting the traditions: you will find ancient terracotta floors, large walls with warm colors that we discovered during the renovation and our traditional kitchen where you can fully enjoy the Tuscan atmosphere. Our nice loggiato overlooking the vineyards will be the ideal place to enjoy a glass of Chianti Classico in the shade of the pergola of wisteria. THE POSITION Borgo Argenina can be a great starting point to admire the enchanting Gothic majesty of Siena, the historical rival Florence, the Romanesque splendor of the ancient maritime republic of Pisa and a succession of cities of art. If you then move away from the major urban centers, there is another equally fascinating Tuscany, with centuries-old villages perched on top of green hills and churches located in the most remote places. JACUZZI AND SPA The cool summer evenings and the sparkling spring nights, the rainy autumn afternoons and the cold winter days; These are the moments that make it special to immerse yourself in the new heated mini pool of Argenina. A Jacuzzi for 3-4 people placed in a charming loggia with stone floor and bricks on the vaults. There are also loungers for a moment of relaxation and music to create the right atmosphere. The use of the Jacuzzi is by reservation and has an extra cost of 25 € access PANORAMIC POOL Imagine, in a late summer afternoon, being immersed in the waters made emerald by the light of the sun that comes down and warm by its rays throughout the day, sheltered from the first evening breezes, to admire a surrounding panorama of vineyards, fields of olive trees and rolling hills; This is the experience that we would like you to try in the Argenina pool, which will also be your pleasant companion to fight the surrender of summer days or to recharge your batteries after a day of exploration and walks. A shared disposal of our customers a swimming pool of 13x6 meters equipped with sun beds, umbrellas and a comfortable gazebo with table and chairs for outdoor dining; INTERNAL SERVICES For the enjoyment of children ( and not ) we have a "games room" equipped with table football and table tennis, for pleasant moments of leisure. In addition, in the ancient church recently restored, you can enjoy a common area where you can read a good book, listen to excellent music from our turntable and take advantage of the free internet access. We have also prepared a series of services, useful or pleasant, to make unforgettable the time you will spend in our small village. EXTERNAL SERVICES At our guests' disposal the possibility to rent, a short distance from the hotel, motorcycles, scooters and bicycles, as well as the opportunity to participate in favorable conditions to exclusive tours to enjoy the pleasures that only Chianti can offer ( Brunello Grand Tour, Pienza and Montepulciano Grand Tour, Florence and Uffizi Grand Tour, Chianti Grand Tour... ).

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Guest favorite
A scenic view captures a hillside vineyard with neatly arranged rows of grapevines. Olive trees dot the landscape, leading to a rustic farmhouse in the foreground, while the skyline of San Gimignano rises against a clear blue sky in the background.
Farm stay in San Gimignano
4.84 out of 5 average rating, 264 reviews

Montegonfoli 5 apartment in farmhouse, 4+2 guests

Comfortable apartment for 4 adults and 2 babies under 12yo, in San Gimignano countryside, in a resort/farmhouse. Here in Montegonfoli you can spend a vacation in absolute relax, in an enchanted natural context, far from the noise but at the same time very close to the most beautiful attractions of the world. First floor with amazing views on San Gimignano and Chianti Hills. No aircon, but every bedroom has a large fan for the few hot nights we are getting in July/August. We usually have 15°C!

FamilyValueShared spaces

Top guest favorite
A rustic home is nestled amidst lush greenery, featuring warm yellow walls and dark window shutters. Climbing vines and foliage surround the property, enhancing the serene landscape. The sky above is bright with white clouds, creating a tranquil setting.
Farm stay in Vicopisano
4.94 out of 5 average rating, 104 reviews

17th Century converted convent with olive grove

Away from it all in the peace and tranquility, yet 5 minutes from town. Escape the heat with the breeze in the hills and enjoy the nature in our beautiful rustic home. whole ground floor accommodation includes an enormous lounge area, well-equipped kitchenette, a family bedroom with bunk beds, and a further double bedroom. Beautiful lounge area with stunning views, and an ancient spring-fed swimming pool ( May-Oct) Pisa (+ airport) 15 mins Lucca 30 mins Florence 50 mins Train/bus 5 mins

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Superhost
A unique treehouse is highlighted among vibrant green grass adorned with clusters of purple flowers. Towering trees provide shade, and the structure features a deck that overlooks the surrounding natural landscape, inviting a sense of tranquility and harmony with nature.
Home in Galluzzo
4.88 out of 5 average rating, 820 reviews

TREEhouse/casaBARTHEL

casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.

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Villa in Montespertoli
4.72 out of 5 average rating, 60 reviews

Private Villa with pool and panoramic view: A

Artistically furnished house - A: Ideal for a small family with 2 bedrooms (unique: children's discount!) and musicians (grand piano and violin available). Enjoy pure tranquility and PRIVACY in this DETACHED, authentic Tuscan villa with breathtaking views over the Chianti region and the Apuan Alps. THERE ARE NO OTHER GUESTS, and I will not be there either. The SWIMMING POOL is PRIVATE. MORE SPACE? CHOOSE: https://www.airbnb.nl/rooms/1689197450742687276 or https://www.airbnb.nl/rooms/1287449

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Top guest favorite
A charming independent cottage is nestled among green foliage, featuring a simple façade with light-colored walls and a green entrance door. Sunlight filters through the trees, illuminating the surrounding natural landscape and highlighting a gravel pathway leading to the structure.
Guest suite in Volterra
4.98 out of 5 average rating, 84 reviews

Black Iris Wood

The accommodation is located on a country farm, a 5-minute drive from the center of Volterra. After Porta Diana, take a short stretch of the Municipal road of S. Margherita until you reach a dirt road, the sign Bosco dell'Iris Nero leads you, along a 900-meter path, to the location. Here there are chestnut trees, olive trees, flowers and a pleasant view of the valley. You can meet roe deer, porcupines and wild boars. The cuckoo, the hoopoe, and the woodpecker inhabit the surrounding forest.

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Top guest favorite
A spacious outdoor pool is surrounded by manicured lawns and lush greenery, reflecting the clear blue sky. Sun loungers are arranged neatly by the poolside, inviting relaxation. The villa, featuring warm yellow tones, is situated in the background, complemented by tall trees and vibrant plants.
Private room in Bagno A Ripoli
4.98 out of 5 average rating, 126 reviews

Airone blu B&B - summer pool, jacuzzi in Florence

Discover the exquisite Majestic Suite within Villetta dei Fagiani, a sanctuary of opulence elevated on hilltops, offering rare 270-degree views of enchanting surrounding towns. This elegant retreat harmoniously combines historic allure with contemporary comforts, delivering an aristocratic experience for discerning travelers. Immerse yourself in the rich tapestry of Tuscany, where every detail echoes sophistication and splendor. Shuttle service available on site. Free parking.

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Guest favorite
A well-appointed sleeping area features a spacious bed adorned with a patterned duvet. Soft pillows provide comfort, and a bedside lamp offers warm illumination. Exposed wooden beams add character to the ceiling, and a framed artwork is displayed on the wall.
Farm stay in Terranuova Bracciolini
4.96 out of 5 average rating, 73 reviews

Charming B & B in Tuscany farmhouse

Exclusive Privacy You will be the only guests at the property, enjoying exclusive access to the entire suite, the private garden with a gazebo, and a charming direct access to the Ciuffenna stream. An oasis of peace and privacy designed for those seeking a relaxing stay immersed in nature. Welcome Basket The property does not serve breakfast. However, upon arrival, we will be happy to welcome you with a delightful WELCOME BASKET containing everything you need for breakfast.

LocationFamilySleep quality

Top guest favorite
A bright bedroom features a spacious bed with a patterned quilt and decorative pillows. Natural light enters through windows, which are adorned with soft curtains. A comfortable armchair sits in one corner next to a bedside table, and a folding stool is positioned at the foot of the bed.
Condo in Volterra
4.96 out of 5 average rating, 99 reviews

FREE Parking - with awesome view

You will be staying in an apartment suitable for travelers from all over the world. Located in a strategic position just below the walls, it is just a few meters away from one of the major points of interest in the city (Porta all'arco) and about 400 meters from Piazza dei Priori. You will also find 3 supermarkets nearby. The apartment offers a beautiful view of the surrounding countryside, with the sea visible on the horizon, which is approximately 50 km away from Volterra.

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Guest favorite
A serene bedroom features a spacious bed with plush linens, framed artwork on the walls, and wooden beams overhead. Soft lighting is provided by wall sconces and a standing lamp, while decorative lanterns add a touch of elegance to the furniture.
Barn in Pistoia
5.0 out of 5 average rating, 15 reviews

Luxury 70sqm hayloft in B&B with swimming pool

This exclusive apartment is composed by a double bedroom with bathroom on the first floor, living area with kitchenette, bathroom and sofa-bed at ground floor. The hayloft can welcome up to 4 guests. Enjoy your stay in a beautiful and elegant bed & breakfast surrounded by nature. The property boasts any comfort, a beautiful swimming pool and a common area where breakfast is served every day.

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Guest favorite
A clear blue swimming pool is framed by sun loungers and umbrellas, offering a serene outdoor space. Lush greenery and flowering shrubs provide a natural backdrop, while tall cypress trees rise against a bright blue sky, emphasizing the scenic view of the surrounding landscape.
Hotel room in San Gimignano
4.95 out of 5 average rating, 191 reviews

Charming farmhouse B&B rooms

Tastefully decorated rooms in a charming Tuscan casa colonica, overlooking vineyards and olivegroves. An excellent base for exploring the region's jems, including San Gimignano, Volterra, Certaldo and of course Florence, Siena and the Chianti hills. Homemade breakfast and dinner, panoramic pool and great service, make Il Rosolaccio a unique spot in central Tuscany.

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Top guest favorite
A spacious room features a wrought iron canopy bed draped with white fabric. Exposed wooden beams and rustic stone walls create a warm ambiance. A spiral staircase leads to an upper level, while large arched windows invite natural light and showcase scenic views.
Private room in Badia a Passignano
4.97 out of 5 average rating, 158 reviews

B&B Torre di Badia, Galileo Galilei Room

Located on the third floor, the double room of over 30 square meters offers a 160 cm iron canopy bed, relaxation area, desk and wardrobe. The bathroom, about 4.5 square meters, includes a toilet, bidet, sink and small bathtub under the skylight. The room has exclusive use of the tower's rooftop terrace.

LocationValueSolo travel

Popular amenities for San Gimignano bed and breakfast rentals

When is the best time to visit San Gimignano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,287 GYDG$29,496 GYDG$25,940 GYDG$27,822 GYDG$30,333 GYDG$32,006 GYDG$32,215 GYDG$35,353 GYDG$30,542 GYDG$29,287 GYDG$26,986 GYDG$29,496 GYD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°C

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