
Holiday 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.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Case nell'aia Arco, apartment in Chianti and pool
L'appartamento Arco si trova in un tipico borgo toscano tra vigneti e oliveti. Appartamento arredato in stile rustico toscano, accogliente per farvi rilassare e visitare la zona. L'appartamento si affaccia sulla grande terrazza dove potete fare pranzi e cene all'aperto o aperitivi. Cucina, divano e punto TV, wifi, due camere matrimoniali, bagno, terrazza, piscina. Parcheggio auto nella proprietà . Ideale come punto di partenza per visitare Siena, Firenze, San Gimignano, sia in auto che in bici.

Poggiolieto Suite - 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 typical Tuscan country house surrounded by olive trees. The Suite is a flat apartment (bedroom, living room with a sofa bed, bathroom and kitchen). 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.

Stone House with Exclusive Pool Codilungo in Chianti
Spend a holiday in the heart of the Tuscan countryside in this cozy stone house with terracotta floors and beamed ceilings in solid oak, furnished with paintings of author , equipped with all comforts. Enjoy yourself by swimming in the large infinity pool (18m X 9m, open from May 1st to October 15th for guests of Stone house use only) or relax in an armchair under the loggia, tasting a glass of Chianti wine in front of the rolling hills of vineyards, olive groves, woods and medieval villages.

Villa La Doccia, Greve in Chianti
Villa La Doccia is located approximately 8 minutes by car from the centre of Greve in Chianti, in the area of Casole, in the heart of the beautiful Chianti countryside. The villa is located in a quiet, peaceful area, on a small farm surrounded by vineyards and olive groves, where guests can enjoy nature and the typical Tuscan landscape. The location is perfect for those who want to relax in the countryside while still being close to the centre of Greve in Chianti.

Il Castello di Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). 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.

Infinity pool in Chianti area
On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Casa Nespolo – 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, microwave, coffee machine, sink and utensils. Available daily, for breakfast you will find coffee/tea, milk, biscuits and cakes. IT'S RECOMMENDED TO HAVE A CAR TO REACH THE HOUSE!

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Countryhouse 9 km to Florence-2+1g,free park, wine
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)

Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

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 dalla quale è necessario passare per accedere a una cameretta con tre letti, uno dei quali a castello. Sempre al primo piano è presente il secondo bagno.
Popular amenities for Grassina rentals with a pool
House rentals with a pool

I Limoni Apartment in Tuscany

Ancient Barn in Chianti with Pool

Casa Bada - Barn

“il colle” nice house surrounded by vineyard

Charming estate with views. A/C in the bedrooms

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Ancient Tuscan Rural Residence

Paluffo Stillo House
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

Stone House in Chianti with pool and parking

Adalberto Apartment inside the Manor of Fulignano

💜 "Gaia" at Podere Le Fontanelle

House between Firenze, Arezzo, chianti e Siena

Vintage Residence with Swimming Pool in Chianti

Ginestra: Private Pool Overlooking Florence

Belvedere
Home rentals with a private pool

Villa il Palagio in the Tuscan countryside

TREEhouse / casaBARTHEL

Casa Luigi Suite with exclusive pool

Charming villa in the Chianti hills
Quick stats about holiday rentals with a pool in Grassina

Total holiday rentals
Explore 50 holiday rentals in Grassina

Nightly prices starting at
Grassina holiday rentals start at $112 AUD per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Grassina holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grassina rentals

4.7 Average rating
Grassina stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- House rentals Grassina
- Rentals with a patio Grassina
- Family-friendly rentals Grassina
- Rentals with outdoor seating Grassina
- Apartment rentals Grassina
- Rentals with a fireplace Grassina
- Rentals with a washing machine and dryer Grassina
- Pet-friendly rentals Grassina
- Rentals with pools Metropolitan City of Florence
- Rentals with pools Tuscany
- Rentals with pools Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Marina di Cecina
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Strozzi Palace
- Porta Elisa
- Del Chianti
- Pisa Centrale Railway Station
- Mercato Centrale
- Basilica Di San Miniato A Monte
- Eremo Di Camaldoli
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Mugello Circuit




