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Bed and breakfast holiday rentals in San Gimignano

Find and book unique bed and breakfasts on Airbnb

Top-rated bed and breakfasts in San Gimignano

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

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Top Guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 497 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Top Guest favourite
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
4.95 out of 5 average rating, 92 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

Guest favourite
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, 256 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!

Superhost
A treehouse structure is elevated among tall trees, featuring large glass windows that allow natural light to flood the interior. Below, a grassy area holds a swing set and a small seating arrangement, surrounded by lush greenery. The setting is calm and inviting.
Home in Galluzzo
4.88 out of 5 average rating, 812 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.

Top Guest favourite
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, 82 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.

A serene outdoor area is presented with two wooden chairs facing a beautiful landscape. Near the chairs, a small table holds two glasses of red wine. A stone barbecue area is visible in the background, surrounded by lush greenery and potted flowers.
Apartment in Monte San Savino
4.79 out of 5 average rating, 109 reviews

Tuscany Apartment - THE GRANARY - Loc.Ceppeto

The Villa takes its name from the numerous Robinia plants by which it is surrounded The typical Tuscan furnishings are particular, each apartment has a private area for lunches and dinners and relaxation areas, has use of the swimming pool and barbecue area, internet, satellite TV, the view is unmistakable and wonderful both day and night , 20 minutes walking you can reach the village of Monte San Savino where there are all types of shops with Tuscan delicacies, restaurants and pizzerias

Guest favourite
Historic architecture is showcased with open arches adorned by lush green vines. The building features textured stone walls, typical of the region, set against a backdrop of verdant mountains and trees, creating a serene natural environment.
Guest suite in Brucciano
4.96 out of 5 average rating, 89 reviews

The residence of the Codirosso B&B: timeless soul-Tuscany

“La dimora del Codirosso” is my historic family home in which I rent a part to those who travel or seek rest, rediscovering the atmosphere of the past. The house is hidden in a small medieval village in the Norther Tuscany, Brucciano, among the tranquility of the woods and mountains of Garfagnana's area. On request I’ll be happy to prepare for you a delicious Italian breakfast or other meals but, remember, these service are not included in the price and not available on Sunday.

Top Guest favourite
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, 92 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.

Villa in Montespertoli
4.71 out of 5 average rating, 58 reviews

Privé Villa met zwembad en panoramisch uitzicht: A

Artistiek ingericht huis - Ideaal huis voor klein gezin (uniek: kinderkorting!) en musici (vleugelpiano en viool aanwezig). Geniet van pure rust en PRIVACY in deze VRIJSTAANDE, authentieke Toscaanse villa met adembenemende uitzichten over de Chianti-streek en Apuaanse Alpen. ER ZIJN GÉÉN ANDERE GASTEN en ik zal er ook niet zijn. Het ZWEMBAD is PRIVÉ. MEER RUIMTE? KIES: https://www.airbnb.nl/rooms/1689197450742687276 of https://www.airbnb.nl/rooms/1287449

Top Guest favourite
An inviting relax-pool is centered amid stone tiles, surrounded by wooden deck chairs. Soft lighting highlights the area at night, enhancing the rustic charm of the old farm building in the background, nestled among trees and hills.
Home in Coreglia Antelminelli
4.98 out of 5 average rating, 88 reviews

Leon Morto

Set in Coreglia Antelminelli one of the most beautiful villages in Italy according to “I Borghi piu belli d’Italia”. We offer accommodation at an old farm which has been gently renovated to preserve the old rustic style but with modern amenities such as air conditioning, internet and smart devices in each room. You will have access to a garden with a relax-pool , deck chairs and an outdoor dining area and outdoor kitchen.

Guest favourite
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 out of 5 average rating, 13 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.

Guest favourite
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, 182 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.

Popular amenities for San Gimignano bed and breakfasts

When is the best time to visit San Gimignano?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$242 NZD$243 NZD$214 NZD$236 NZD$245 NZD$271 NZD$266 NZD$292 NZD$252 NZD$242 NZD$223 NZD$243 NZD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°C

Quick stats about bed and breakfast rentals in San Gimignano

  • Total holiday rentals

    Explore 60 holiday rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano holiday rentals start at $86 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,490 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of San Gimignano holiday 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!

Destinations to explore

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