
Vacation rentals with a pool in Grassina
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Grassina

Total vacation rentals
Explore 70 vacation rentals in Grassina

Nightly prices starting at
Grassina vacation rentals start at G$18,817 GYD per night before taxes and fees

Verified guest reviews
Over 1,460 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
70 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
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 historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults, with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards, with incomparable sunsets.

Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

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 Firenze
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.

Stone House with Exclusive Pool Codilungo in Chianti
Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

Country House w/ heated Pool near the City Centre
Nestled in a centuries-old park, this 16th-century house offers a serene retreat, just 15 minutes by tram from the city. The true gem is the underground heated pool at 31°C, complete with a jacuzzi and waterfall, providing moments of relaxation in total privacy. The 2 bright suites, 2 full bathrooms, kitchen, and living room welcome guests in an atmosphere of elegance. Upon request: Dinner with a private chef and free transfer to and from the airport and train station.

The Castle of 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.

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.

Borgo Spedaletto 5 – Dolcevita Holiday
Charming villa on the Chianti hills, 3 km from Florence, with 6 beds, 2 bathrooms, kitchen, dining room, living room with fireplace and patio. Equipped with air conditioning, barbecue, washing machine and private parking. The garden offers a swimming pool, tennis court and 360-degree panoramic view of the surrounding countryside, creating a charming and relaxing experience. An elegant retreat with all amenities, ideal for enjoying the beauty of Tuscany.

Nada Home
My home is nestled in the Tuscan countryside, surrounded by olive trees and vineyards, in the heart of Chianti. All around, beautiful views and a peaceful, relaxing atmosphere. The garden is a special space, perfect for enjoying time outdoors. For those who wish, it is possible—upon request—to share moments of cooking and conviviality, such as carefully prepared dinners to be enjoyed together, even by candlelight, in an intimate and welcoming setting.

Countryhouse 9 kms to Florence-3+2,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)
Popular amenities for Grassina rentals with a pool
House rentals with a pool

Infinity pool in Chianti area

Vacation immersed in the Tuscan countryside 'Canaiolo'

Cercis - La Palmierina

I Limoni Apartment in Tuscany

Ancient Barn in Chianti with Pool

“il colle” nice house surrounded by vineyard

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Ancient Tuscan Rural Residence
Condo rentals with a pool

Stone House in Chianti with pool and parking

Farmhouse near Florence - Torretta

Adalberto Apartment inside the Manor of Fulignano

Vintage Residence with Pool in Chianti

Ginestra: Private Pool Overlooking Florence

New, bright, cozy Florence apartment with view

Belvedere

Garden & SPA -FlorArt Boutique Apartment
Home rentals with a private pool

Villa il Palagio in the Tuscan countryside

TREEhouse / casaBARTHEL

Casa Luigi Suite with exclusive pool

Stone House with Exclusive Pool Codilungo in Chianti
Destinations to explore
- Family-friendly rentals Grassina
- House rentals Grassina
- Rentals with a patio Grassina
- Rentals with outdoor seating Grassina
- Smoking-friendly rentals Grassina
- Pet-friendly rentals Grassina
- Rentals with a washer and dryer Grassina
- Rentals with a fireplace Grassina
- Apartment rentals Grassina
- Rentals with pools Metropolitan City of Florence
- Rentals with pools Tuscany
- Rentals with pools Italy
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Autodromo Enzo e Dino Ferrari
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Basilica of Santa Croce





