
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.

Podere Vergianoni immerso nelChianti con piscina
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.

Vintage apartment with swimming pool in Chianti
Located at the first floor of LeVallineBed&Boutique complex, the Santa Croce apartment is the "writer's refuge". Enhanced by a vintage style, the two-room apartment, thanks to the sofa bed, can accommodate up to four people. Located in an ideal position for discover the Tuscany country side and Chianti is 15/20 minutes by car from Florence city center. Be inspired by it's particular atmosphere, walk among the olive trees until you reach the outdoor bio swimming pool, heated in the spring months.

Garden & SPA -FlorArt Boutique Apartment
Elegante appartamento in palazzo d’epoca a pochi minuti a piedi dalle principali attrazioni d’arte, di ristorazione e dalla Stazione Centrale. Terrazza abitabile con giardino e vasca con funzione mini piscina, camera matrimoniale collegata a sala da pranzo con divano letto matrimoniale, bagno, cucina. Ambiente raffinato e curato in ogni minimo dettaglio. Appena fuori da ZTL con vista campanile di Giotto. Collegamento diretto con aeroporto, stazione e centro tramite la linea della tramvia T2

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. it's recomended to have a car to reach the accomodation and to move.

Sperone: two floors apartment with pool
Just a few km from Florence and surrounded by vineyards and olive groves of the Principe Corsini estate, this is the ideal place for a classic Tuscan-style holiday in the heart of Chianti Classico. The private garden, which also provides access to the pool at Villa Le Corti, is ideal for relaxing and peaceful al fresco dining. The pool, open from June to September, has a breathtaking view of Tuscan rolling hills. The property includes a parking area reached from the entrance gate.

Wonderful Loft in Villa with Pool in Chianti
Located on the second and top floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location for exploring Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation on the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees... and remember that all the vegetables from the Valline vegetable garden are at your disposal!

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.

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.

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)

Farmhouse 9 kms to Florence-2+1
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)

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.

Paradise in Chianti
Beautiful property consisting of 6 apartments created by renovating an old farmhouse complex. Located on the Chianti hills, the property has large outdoor spaces and a beautiful panoramic swimming pool overlooking the estate's beautiful vineyards. The property's location is strategic, being a short distance from Mercatale (shops of all kinds) and Florence, which is only 22 km away.
Popular amenities for Grassina rentals with a pool
House rentals with a pool

Ancient Barn in Chianti with Pool

Relaxation and charm in the Chianti hills

Leonardo - Chianti/Siena, Firenze, San Gimignano.

Villino Arancio - plunge pool with Duomo view

BOBO SUITE Relax in the Chianti Classico Gallo Nero

Paluffo Stillo House

Casina delle Muracce (Little House of Muracce)

Il Melograno, Florence hills & pool & olive oil
Condo rentals with a pool

Stone House in Chianti with pool and parking

Adalberto Apartment inside the Manor of Fulignano

Red Tower - Raphael with private garden

Casa Rebecca with a small private pool

House between Firenze, Arezzo, chianti e Siena

Agriturismo Casavecchia, le Margherite

Belvedere

New, bright, cozy Florence apartment with view
Home rentals with a private pool

Sole by Interhome

Ambrogetta by Interhome.

Stone House with Exclusive Pool Codilungo in Chianti

Casa Bensa by Interhome

Il Poggetto by Interhome

Villa il Palagio in the Tuscan countryside

Casa Luigi Suite with exclusive pool

Casa 360 by Interhome
Quick stats about vacation rentals with a pool in Grassina

Total vacation rentals
Explore 50 vacation rentals in Grassina

Nightly prices starting at
Grassina vacation rentals start at G$16,697 GYD per night before taxes and fees

Verified guest reviews
Over 1,380 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Grassina vacation rentals include wi-fi access

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

4.8 Average rating
Grassina stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- House rentals Grassina
- Rentals with a patio Grassina
- Rentals with a washer and dryer Grassina
- Family-friendly rentals Grassina
- Apartment rentals Grassina
- Rentals with outdoor seating Grassina
- Pet-friendly rentals Grassina
- Rentals with a fireplace Grassina
- Rentals with pools Metropolitan City of Florence
- Rentals with pools Tuscany
- Rentals with pools Italy
- Santa Maria Novella
- Mercato Centrale
- Piazzale Michelangelo
- Cathedral of Santa Maria del Fiore
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Ponte Vecchio
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapel
- Palazzo Vecchio
- Stadio Artemio Franchi
- Spiaggia Marina di Cecina
- Mugello Circuit
- Castiglion del Bosco Winery
- Basilica of Santa Croce




