Bed and breakfast holiday rentals in San Gimignano

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Quick stats about bed and breakfast rentals in San Gimignano

Total holiday rentals
Explore 70 holiday rentals in San Gimignano
Nightly prices starting at
San Gimignano holiday rentals start at £38 per night before taxes and fees
Verified guest reviews
Over 2,840 verified reviews to help you choose
Pet-friendly holiday rentals
Find 30 rentals that welcome pets
Holiday rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
70 of San Gimignano holiday rentals include wifi 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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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

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!

4.84 out of 5 average rating, 266 reviews

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

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

4.92 out of 5 average rating, 107 reviews

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

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.

4.88 out of 5 average rating, 821 reviews

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

Bosco dell'Iris Nero

L'alloggio si trova presso un podere di campagna, a 5 minuti in auto dal centro di Volterra. Superata Porta Diana, si percorre un breve tratto della strada Comunale di S. Margherita fino all'accesso di una strada bianca, l'indicazione Bosco dell'Iris Nero vi conduce, lungo un percorso di 900 metri, alla locazione. Qui vi sono castagni, ulivi, fiori e la piacevole vista della valle. Si possono incontrare caprioli, istrici e cinghiali. Il cuculo, l'upupa, il picchio abitano il bosco circostante.

4.98 out of 5 average rating, 84 reviews

Top guest favourite

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

Airone blu - 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.

4.98 out of 5 average rating, 129 reviews

Guest favourite

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

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.

4.96 out of 5 average rating, 74 reviews

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.

Apartment in Volterra

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.

4.96 out of 5 average rating, 100 reviews

Villa in Montespertoli

Privé Villa met zwembad en panoramisch uitzicht: A

Artistiek ingericht huis - A: Ideaal voor klein gezin met 2 slaapkamers (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

4.73 out of 5 average rating, 61 reviews

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

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.

4.94 out of 5 average rating, 195 reviews

Superhost

A rustic exterior of the podere is captured during sunset, highlighting a spacious covered terrace. The terrace features wooden decking and various seating arrangements. Sunlight filters through nearby trees, casting soft shadows on the earth-toned walls of the building, accentuating the natural surroundings.

Private room in Vico d'Elsa

Organic Farm near S.Gimignano

After having visited S.Gimignano, Florence or Siena, here you can relax, recharge your batteries feed off our delicious breakfasts with home-made bread, marmelade, jam and eggs froms the hens who live as happily and well at ‘Podere Orto’ as we hope you will!

4.88 out of 5 average rating, 168 reviews

Guest favourite

Private room in Bagno a Ripoli

Farmhouse at 10km from Florence (2)

Converted from an old farmhouse of the seventeenth century , the 'farm is equipped with every modern comfort . Large garden and spacious grounds manor , where you can admire the beauty of Florentine hills and to relax . Room 21,55 m

4.95 out of 5 average rating, 406 reviews

Top guest favourite

Private room in Barberino Tavarnelle

Mulino dell'Argenna Chianti Toscana, Camera dei R.

A vostra disposizione una camera indipendente con bagno privato accessoriato. La stanza matrimoniale è collocata all’interno della guest house Mulino dell’Argenna.

4.98 out of 5 average rating, 125 reviews