
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 Residence with 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.

New, bright, cozy Florence apartment with view
Hi! welcome to my bright and new apartment. You will have at your disposal: keyless opening (only 2 clicks); Fiber WI-FI; air conditioning; sofa bed; TV ; balcony (top floor overlooking Fiesole and the dome of the cathedral in the distance) and a full kitchen. Going down with the lift, the Tramvia will take you to the SMN central station in 8 min and the airport in 12 min. With 3 min walk, a large park and a shopping center for fun,eating well,shopping,groceries, training and a Low-cost parking

TREEhouse / casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.

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.

Old barn The Nepitella
The Antico Fienile La Nepitella in Florence is the perfect place for a vacation. You will find a residence immersed in the Tuscan landscape, just 15 minutes by car from the center of Florence and an hour from Siena. You will be surrounded by greenery and tranquility, with views of the historic Certosa dell'Ema, for a dream vacation. Three bus lines to Florence are nearby, and it is located 20 minutes from the Chianti region. It is a secluded corner, away from the usual tourist routes.

“il colle” nice house surrounded by vineyard
Da una porzione di casa colonica abbiamo ricavato un piccolo e grazioso appartamento. Il giardino è in parte esclusivo ed in parte in comune con la mia famiglia che vive nella’ altra parte della casa . La piscina è ad uso esclusivo degli ospiti. Il proprietario Gregorio , amante dello sport, offre gratis tour in bicicletta nella campagna toscana!!! Circondata da vigneti e bosco offre una situazione di estrema pace . Distante pochi minuti dal centro di Strada in Chianti

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 is part of the villa and offers a unique style in an ideal location to explore 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 in the Valline garden are at your disposal!

Il Castello di 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)
Popular amenities for Grassina rentals with a pool
House rentals with a pool

Garden Duomo House

Ancient Barn in Chianti with Pool

Charming estate with views. A/C in the bedrooms

Explore Chianti from a Charming Stone House

Relaxation and charm in the Chianti hills

Leonardo - Chianti/Siena, Florence, San Gimignano.

Nada Home

BOBO SUITE Relax in the Chianti Classico Gallo Nero
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

Casa Rebecca with a small private pool

House between Firenze, Arezzo, chianti e Siena

Ginestra: Private Pool Overlooking Florence

Poggiolieto Suite - on hills 10' from city center
Home rentals with a private pool

Sole by Interhome

Ambrogetta by Interhome.

Stone House with Exclusive Pool Codilungo in Chianti

Il Poggetto by Interhome

Podere San Lorenzo by Interhome

Charming villa in the Chianti hills

Villa il Palagio in the Tuscan countryside

Casa Luigi Suite with exclusive pool
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$16,726 GYD per night before taxes and fees

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

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Grassina vacation 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
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- Rentals with pools Metropolitan City of Florence
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Piazza della Signoria
- Mercato Centrale
- Strozzi Palace
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Marina di Cecina
- Porta Elisa
- Del Chianti
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Eremo Di Camaldoli
- Siena Cathedral
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine




