Vacation rentals with a pool in Grassina

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Grassina

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

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Guest favorite

Condo in Noce

5 out of 5 average rating, 194 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the seventeenth century located in the beautiful hills of Chianti in Tuscany . The apartment is furnished in the perfect traditional local style of ancient Tuscany : ancient wooden beams, terracotta floors and unique furnishings. In the large outdoor courtyard you will find at your disposal a large swimming pool with panoramic terrace overlooking a valley with breathtaking views of vineyards and olive groves where you can enjoy spectacular sunsets.

Superhost

Home in Galluzzo

4.88 out of 5 average rating, 767 reviews

TREEhouse/casaBARTHEL

casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the Duomo and 30' from Siena. Come and live with us; enjoy our olive trees, the kitchen garden and our family life style away from the working rhythm. By providing wifi only in the communal courtyard we suggest our guests to utilize internet only when is really needed. Taking a break from been connected with elsewhere and enjoy the 'here and now' could be our best present to you!

Guest favorite

Home in Strada In Chianti

4.96 out of 5 average rating, 130 reviews

BOBO RELAX SUITE in Chianti Classico Gallo Nero

This is a beautifulapartment located a few kilometers from Florence (19km) where you can enjoy a completely private panoramic pool....not shared with anyone... The accommodation is a recently renovated open space consisting of living room entrance, kitchen, bathroom with jacuzzi, bedroom... the TV is also with Netflix. The tourist tax of € 1.50 per person from 14 years onwards...up to 7 consecutive days..and in the period from 1 June to 31 October the rate is €2.00

Guest favorite

Castle in Ferrano

4.99 out of 5 average rating, 182 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.

Superhost

Condo in Fiesole

4.88 out of 5 average rating, 177 reviews

Poggiolieto Studio - on hills 10' from city center

Poggiolieto is on the hills just 10 minutes far by car from the Historical center of Florence. The property is a tipical Tuscan country house surrounded by olive trees. The Studio is a two levels open space apartment; swimming pool in spring and summer time; private parking. The house is in a strategic location to be close enough for visiting Firenze's artistic city centre, but be in the peace of the countryside at home with garden and swimming pool.

Guest favorite

Cottage in Lucardo

4.99 out of 5 average rating, 238 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).

Guest favorite

Home in Galluzzo

4.83 out of 5 average rating, 257 reviews

Old barn The Nepitella

The old barn Nepitella is a perfect place for a holiday an relax. It is a residence immersed in the Tuscan landscape just 20 minutes from the Duomo, nearby there are three bus lines (11, 36, 37) for to the cathedral and the historic center and a hour from Siena, Pisa, Lucca, San Gimminniano and with a fantastic view to the Tuscan landscape and the Certosa Ema. From March 2019 the house is equipped with air conditioning in the bedrooms.

Guest favorite

Rental unit in La Presura

4.92 out of 5 average rating, 132 reviews

Country house 9 km to Florence-2+1g,free parking

We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

Guest favorite

Home in Bagno a Ripoli

4.95 out of 5 average rating, 128 reviews

Casetta Melograno - Cozy farmhouse in Chianti

This house is part of an old building recently refurbished and in the past was a convent which used to be a part of the castle estate located in front of us. The interior design reflects the typical Tuscan style of furniture and materials. The kitchen is equipped with a fridge, induction hob, microwave, coffee machine, sink and utensils. Available daily, for breakfast you will find coffee/tea, milk, biscuits and cakes.

Guest favorite

Tower in Fiesole

4.94 out of 5 average rating, 181 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.

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 358 reviews

Old hayloft on the Chianti hills

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. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Guest favorite

Home in Bagnolo-cantagallo

4.97 out of 5 average rating, 117 reviews

Old Barn very close to Florence

Antico fienile indipendente immerso nel verde della campagna ,vicinissimo a Firenze e al Chianti ,con piscina condominiale estiva. (apertura 08/06 al 08/09) Cucina soggiorno e giardino al piano terra con un bagno, al primo piano camera matrimoniale di passo e una cameretta con tre letti, uno a castello e secondo bagno