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Vacation rentals in Poggibonsi

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Top-rated vacation rentals in Poggibonsi

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

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Top guest favorite
A quaint terrace is presented with a small round table and two chairs. Potted flowers add natural color, while a beautiful view of rolling hills and vineyards is visible in the background under a clear blue sky.
Home in Panzano
4.98 out of 5 average rating, 469 reviews

Old Farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Top guest favorite
A bright and inviting bedroom features a spacious bed adorned with decorative pillows and neatly arranged linens. Nightstands with lamps flank either side, providing soft illumination. A floral artwork enhances the wall above the bed, while a wooden door adds a warm touch to the space.
Condo in Poggibonsi
4.94 out of 5 average rating, 107 reviews

Gallery Apartment near Chianti

Confortevole e luminoso appartamento in centro di Poggibonsi a 150 mt dalla Clinica Siena Eye Laser e da tutti i servizi necessari. Ampio Parcheggio pubblico adiacente al palazzo. Posizione strategica per raggiungere le città d'arte come Firenze, Siena, San Gimignano, Volterra, Pisa ed i bellissimi borghi del Chianti. Gallery Apartment è dotato di tutti i confort e saprà accogliervi come a casa vostra. Potrete sedervi ai tavolini nelle 2 terrazze e bere un buon chianti o un caffè al mattino.

Top guest favorite
An aerial view captures a charming Tuscan farmhouse nestled within lush green vineyards and rolling hills. The property features a rustic stone exterior and a terracotta roof, complemented by surrounding greenery and a clear blue sky.
Vacation home in Poggibonsi
4.95 out of 5 average rating, 181 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Top guest favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 285 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

Top guest favorite
A charming garden area features a round table surrounded by four wrought iron chairs. Vibrant flowers bloom in planters, and lush greenery adds to the tranquil environment. A rustic stone wall and traditional rooftops provide a picturesque backdrop, enhancing the sense of privacy.
Home in San Gimignano
4.99 out of 5 average rating, 198 reviews

casa del giardino

"Casa del giardino" ......un oasi in fiore tra le mura medievali.. I proprietari Mario e Donella , vorrebbero offrirvi una vacanza irripetibile a San Gimignano. Potrete godere del meraviglioso giardino, straordinaria oasi di pace e silenzio, nel centro città, ad uso esclusivo di chi affitta l'appartamento. Così, leggere un libro, rilassarsi al sole, sorseggiare un ottimo calice di Chianti o fare colazione immersi nel verde e tra i fiori di questo giardino sarà un'esperienza memorabile!

Top guest favorite
A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Apartment in Poggibonsi
4.99 out of 5 average rating, 297 reviews

Laura Chianti Vacanze

Laura Chianti Vacanze è la soluzione ideale per chi cerca pace e tranquillità immerso nelle campagne del Chianti. L'appartamento, a metà strada tra Firenze e Siena, si trova in una posizione strategica per raggiungere velocemente Firenze, Siena, San Gimignano , Volterra, nonché le meravigliose colline del Chianti. L'appartamento dispone di ampio parcheggio privato, due camere, cucina attrezzata, bagno privato, giardino privato, barbecue, ed una stupenda vista sulle colline del Chianti.

Top guest favorite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
4.99 out of 5 average rating, 198 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Top guest favorite
A well-equipped kitchen is presented, featuring wooden cabinets and a modern stove. A dining table with colorful floral patterns is set for two. Large windows allow natural light to fill the space, while a small plant adds a touch of greenery.
Condo in Poggibonsi
4.97 out of 5 average rating, 249 reviews

Casa Amaryllis

Delizioso bilocale posto al primo piano in zona centrale. E' formato da zona giorno con cucina divano e lap top; camera da letto con comodissimo letto matrimoniale; bagno con doccia spaziosa e confortevole. Adatto ad ospitare al massimo 2 persone. Dotato di ampia terrazza. Si trova a 10 minuti a piedi dalla stazione. Parcheggio libero gratuito antistante l'abitazione o al massimo entro 200 m. Accesso Wi-Fi disponibile. Siena Eye Laser raggiungibile a piedi in pochi minuti.

Superhost
An open-plan living space features a comfortable seating area with a patterned sofa, framed artwork, and a wooden dining table. The kitchen is equipped with modern appliances, while a hallway leads to a bedroom seen at the far end, adding to the home's inviting atmosphere.
Apartment in Poggibonsi
4.7 out of 5 average rating, 238 reviews

Apartment in Poggibonsi direction San Gimignano

Apartment on the first floor in the center, in an old building. , Double bed and Spacious double sofa bed (190x160) , Free parking starting from 100 m , Discount (Coop 250 meters, Lidl 750 meters, Penny 1.9 km) , easily reachable from the station (train-bus). Nearby locations: , San Gimignano (11 km by bus 15 minutes) , Siena (30 km by bus / train 30 minutes) , Volterra (35 km) , Florence (44 km by bus / train 50 minutes)

Guest favorite
The kitchen area features modern cabinetry and a compact dining table surrounded by four chairs. A vibrant centerpiece of flowers is placed on the table. Natural light enters through a window, illuminating the sleek floor design.
Apartment in Poggibonsi
4.9 out of 5 average rating, 124 reviews

Appartamento accogliente in zona centrale

COMODISSIMO APPARTAMENTO composto da due camere, bagno e soggiorno-cucina con luminoso affaccio su ampia terrazza, situato vicino alla clinica Siena Eye Laser, al centro e ai principali servizi di trasporto, dista infatti circa 600 mt dalla stazione ferroviaria e circa 50 mt dalla fermata del bus. Possibilità di parcheggio gratuito per chi si sposta in auto. Non è consentito fumare all'interno dell'appartamento.

Superhost
A spacious living area features exposed stone walls and a rustic fireplace with a television positioned nearby. A light-colored sideboard complements the warm tones of the wooden beams above. A dining table with red chairs is set beside large glass doors that open to a green outdoor space.
Home in Poggibonsi
4.89 out of 5 average rating, 266 reviews

Tuscan Counrtry Detached House. Wi-Fi Free

Update: Air conditioning starting June 1st, 2025. Enjoy the summer with a cool breeze! Do you want to spend your holiday in a typical Tuscan barn? This is your place! Charming renovated barn for families / groups. Located in the heart of the Tuscan countryside at 2km from Poggibonsi. Ideal for a relaxing holiday and in a great location for visiting San Gimignano (13km), Siena (25km), Florence (35km).

Top guest favorite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.91 out of 5 average rating, 234 reviews

Casa al Gianni - Capanna

Ciao, siamo Cristina & Carmelo! Vi invitiamo a vivere un’esperienza autentica nel nostro agriturismo “Casa al Gianni” situato 20 min da Siena. Il nostro marchio è la vita semplice a stretto contatto con la natura e gli animali della nostra fattoria. Immerso tra i boschi e la splendida campagna toscana trascorrerai una vacanza indimenticabile. Questo angolo di paradiso ti rimarrà nel cuore!

Popular amenities for Poggibonsi vacation rentals

When is the best time to visit Poggibonsi?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$16,516 GYDG$16,307 GYDG$17,770 GYDG$19,025 GYDG$19,234 GYDG$19,652 GYDG$17,979 GYDG$18,397 GYDG$17,770 GYDG$17,352 GYDG$17,770 GYDG$17,561 GYD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°C

Frequently Asked Questions

  • What types of vacation rentals are available in Poggibonsi?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Poggibonsi. From over 10 house rentals to over 40 apartment rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Poggibonsi?

    Yes! Work meets play with ease at over 50 vacation rentals in Poggibonsi featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Poggibonsi?

    Four-legged friends are welcome in Poggibonsi. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there Poggibonsi vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Poggibonsi, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in apartment rentals in Poggibonsi?

    Experience the best of Poggibonsi with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Poggibonsi have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Poggibonsi. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Poggibonsi have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Poggibonsi. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Poggibonsi have a kitchen?

    Absolutely! We offer over 40 apartment rentals with a kitchen in Poggibonsi. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Poggibonsi?

    Poggibonsi has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Poggibonsi have wifi?

    Absolutely! We offer over 40 apartment rentals with wifi in Poggibonsi. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Poggibonsi

  • Total vacation rentals

    Explore 100 vacation rentals in Poggibonsi

  • Nightly prices starting at

    Poggibonsi vacation rentals start at G$4,181 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,860 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Poggibonsi vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Poggibonsi rentals

  • 4.8 Average rating

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

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  4. Siena
  5. Poggibonsi