Vacation rentals with a pool in Poggibonsi

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Poggibonsi

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 166 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

Apr 3 – 10

ﺩ.ﺇ2,286 per night

Guest favorite

Condo in Noce

5.0 out of 5 average rating, 127 reviews

Vergianoni estate nestled in the Chianti with a pool

Podere Vergianoni is located in the beautiful hills of Chianti. The apartment is furnished in perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and unique, handcrafted furniture. Inside you will find a large living room with kitchen ,sofa bed , a bathroom and a bedroom with double bed. In the large outdoor courtyard you will find at your disposal a swimming pool on a breathtaking terrace where you can enjoy a wonderful view of the view with unique sunsets!

Nov 15 – 22

ﺩ.ﺇ525 per night

Guest favorite

Castle in Ferrano

4.99 out of 5 average rating, 162 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Mar 25 – Apr 1

ﺩ.ﺇ1,073 per night

Guest favorite

Cottage in Chianni

4.98 out of 5 average rating, 118 reviews

La Pietruzza - The Private Chalet with a Soul -

Detached country cottage (in exclusive use) in stone and glass dating from XVIII century ideal for 4 persons. Wide wooden veranda. EXCLUSIVE POOL with SALTED WATER ( 33 ft x 16.40 ft ) depth of the pool from 4.6 ft to 7.9 ft. The Chalet is surrounded by 6000 meters of land with fruit trees, olive trees, acacias. We care about nature and do not use herbicides. There is no gas at home because it is all electric with photovoltaic system. (CIR O5OO12LTNOOO3)

Dec 13 – 20

ﺩ.ﺇ683 per night

Guest favorite

Apartment in Panzano in Chianti (FI)

4.96 out of 5 average rating, 202 reviews

Apt. Panzanello-Panzano in Chianti

The apartment offers all the comforts and tranquility of the Tuscan countryside. Enjoy the wonderful view that you can admire from your private terrace, a perfect place to spend peaceful and serene moments and accompanied by a glass of Panzanello wine. Access to the apartment is private and free parking is available. Kitchen is equipped with everything you need to prepare delicious meals. We do not have a restaurant but we will help you book in Panzano.

Nov 7 – 14

ﺩ.ﺇ480 per night

Guest favorite

Cottage in Lucardo

4.99 out of 5 average rating, 216 reviews

Best view ever & private pool

Antique Tuscan barn made into a comfortable home with private swimming pool. Best views ever. Close to Florence, Siena and Pisa. Very quiet, yet easy to reach. Sunsets you can only dream of. Ideal Tuscan getaway for family or two couples. The house has two bedrooms and two bathrooms plus a guest bathroom on the ground floor. The pool has a panoramic edge and whirlpool section. There are two restaurants on walking distance (a few hundred meters).

Dec 7 – 14

ﺩ.ﺇ989 per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov 30 – Dec 7

ﺩ.ﺇ597 per night

Guest favorite

Apartment in Gavignano

4.9 out of 5 average rating, 281 reviews

holidays with swimming pool in Tuscany 2

Cozy apartment for 4 people furnished in Tuscan style and with exposed beams immersed in the gentle hills of the Tuscan countryside. Available to guests equipped garden, free wi-fi, equipped shared pool, wood-burning oven and barbecue,washing machine. The apartment was obtained from a charming stone farmhouse of 1800 recently renovated according to the Tuscan tradition and divided into three comfortable apartments.

Mar 31 – Apr 7

ﺩ.ﺇ445 per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Sep 23 – 30

ﺩ.ﺇ3,105 per night

Guest favorite

Hut in Poggibonsi

4.94 out of 5 average rating, 116 reviews

Lovely barn with pool between Siena and Florence

An Independent characteristic House inside the garden of our Property. Free WiFi, Aria Condizionata, furnished veranda and Private Parking. Big Garden and equipped Pool to share only with me and my family! Siena & Florence both at Short Distance. Nearest town 5 KM away

Apr 21 – 28

ﺩ.ﺇ1,304 per night

Guest favorite

Villa in Tignano

4.95 out of 5 average rating, 147 reviews

The best stay in Tuscany Spring

In the Chianti's heart, independent comfortable villa on top of a sunny hill surrounded by an astonish 360° view on the Tuscan Countryside btw Siena and Florence. 2800sqm fenced private garden with pool, wi-fi indoor & outdoor, sat TV, barbecue and wood pizza oven!

Apr 27 – May 4

ﺩ.ﺇ1,835 per night

Guest favorite

Condo in San Gimignano

4.95 out of 5 average rating, 110 reviews

Adalberto Apartment inside the Manor of Fulignano

Nella campagna di San Gimignano, in antica fortificazione risalente all'anno 1000 ora dimora di campagna, situata su di un colle con veduta panoramica, affittasi bellissimo appartamento di ca. 60mq con vista su San Gimignano e sui vigneti circostanti

Apr 17 – 24

ﺩ.ﺇ488 per night