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Pet-friendly vacation rentals in Grassina

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Grassina

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.
Home in Greve in Chianti
4.98 out of 5 average rating, 196 reviews

Love in Chianti

Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

Top guest favorite
A shaded terrace offers panoramic views of rolling hills and lush greenery, with terracotta rooftops visible in the foreground. The clear sky enhances the vibrant landscape, highlighting the rich textures of the countryside.
Home in Impruneta
4.98 out of 5 average rating, 173 reviews

Tiny romantic tower on the hills of Florence

Think of a tiny charming ancient tower, embedded in a time into a small XIX century tuscan villa on the florentine hills. Think of a romantic place for a couple, with a bedroom and a living room which opens onto a breathtaking terrace in the countryside, with a bathroom and a tiny kitchen. Also think that in 20 minutes drive you are into Florence downtown. Well, this is the place! To get all this you have to climb three flights of stairs with no lift. But you'll see it surely worth the effort.

Top guest favorite
The jacuzzi is featured outdoors, illuminated with blue lights, creating a calming atmosphere at night. The surrounding stone walls provide privacy, and a dining table can be seen nearby. Steam rises, indicating the water is warm and inviting.
Cottage in San Casciano In Val di Pesa
4.96 out of 5 average rating, 171 reviews

Il Fienile, Cottage in the country with Jacuzzi

Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Rooms sanitized by health protocols. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver

Top guest favorite
The exterior of the cottage is surrounded by greenery, featuring a sunlit terrace with a dining table and umbrella. Potted plants add color to the entrance, while the rustic charm of the stone and tiled details enhances the natural setting.
Home in Vaiano
4.99 out of 5 average rating, 259 reviews

Cottage in Toscana in antica Villa con giardino

Il Cottage è parte di una proprietà della famiglia Bernocchi, già presente nelle mappe della zona del 1500 ed e' situata proprio su di una antica via Romana che attraversava i monti della Calvana. Distante circa 9 km da Prato e 20 da Firenze. Il Cottage, liberi su tre lati, e' situato in posizione panoramica circondato da un parco privato, ideale per camminate e sport. Una vera e propria casa, con cucina, salotto, camera e bagno. Ampi spazi esterni, giardino e orto botanico.

Top guest favorite
A charming country house is set against a backdrop of expansive blue sky and lush green hills. The exterior features a combination of stone and plaster, with large arched windows and a welcoming entrance. A pebbled path leads to the front, flanked by garden beds.
Home in Il Poggetto
4.92 out of 5 average rating, 139 reviews

The Loggia

Country house located in Radda, the heart of the Chianti, within walking distance from the historical center and other services such as; Coffee shops, Post Office,grocery stores and restaurants. The house is composed of a full equipped kitchen, living room with a sofa bed, bedroom, loggia and bathroom. The property is surrounded by a garden and there is a nice wooden table in the garden to eat in an open space and another lounge spot to enjoy the magnificent landscape.

Guest favorite
Apartment in La Presura
4.83 out of 5 average rating, 169 reviews

Countryhouse 9 kms to Flor., free park, pool, wine

Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking Small organic farm producing our own wine Chianti Classico and extra olive oil 1 hour driving to the most important city of Tuscany :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) possibility to make self check in; security distance in pool.

Guest favorite
The historic tower apartment, part of a small castle, is surrounded by lush greenery and trees. The building features multiple windows, showcasing traditional architectural elements. A picturesque garden with low shrubs and budding flowers provides a tranquil atmosphere, inviting exploration of the outdoor space.
Castle in Bagno A Ripoli
4.92 out of 5 average rating, 559 reviews

TOWER apartment in small castle near Florence

Romantic, Historically unique, Magical atmosphere, 360 degree views of the countryside and Florence. Great retreat for digital nomads, or simply to retreat from the hustle and bustle. Convenient for Chianti and Tuscany explorations. A/C in 2 rooms. Cooking class and wine tasting available. If you'd like to add more space and comfort, book the TOWER PENTHOUSE: double the space, a large kitchen, another bathroom. Perfect for families!

Top guest favorite
The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 318 reviews

Casa Al Poggio & Chianti view

Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

Top guest favorite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole
4.95 out of 5 average rating, 207 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.

Top guest favorite
A well-equipped kitchen features a gas stove, oven, and microwave, with ample countertop space. Natural light pours in through two open windows, framing views of greenery outside. A kettle sits on the stove, and a bowl of fresh fruit is displayed on the counter.
Apartment in Florence
5 out of 5 average rating, 296 reviews

Piazzale Michelangelo among the olive trees

Within short reach of Michelangelo’s Square and the popular and lively area of St.Niccolò, this apartment offers you a double advantage: being close to the heart of the city and at the same time fully immersed in the green peace of the hill shared by the stunning Romanic Church of San Miniato. CITY TAX NOT INCLUDED IN THE PRICE

Top guest favorite
A spacious living area features large arched windows offering panoramic views of the Tuscan hills. A black leather sofa and a rocking chair are arranged around a decorative coffee table, with a subtle light from a chandelier above. A fireplace adds warmth to the serene space.
Townhouse in Scandicci
4.88 out of 5 average rating, 315 reviews

Florence Country Side: Giogoli a place to be!

A lovely antique home located in the Florentine countryside with a wonderful panoramic view overlooking Florence. At only 15 min driving from the centre of Florence, 15 from Chianti and 40 min from Siena. Our home is the perfect location for exploring Tuscany and relaxing while enjoying its beautiful landscape!

Top guest favorite
An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.
Castle in Barberino Tavarnelle
4.88 out of 5 average rating, 119 reviews

Suite in Castello di Valle

A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Popular amenities for Grassina pet-friendly home rentals

Quick stats about vacation rentals that are pet-friendly in Grassina

  • Total vacation rentals

    Explore 20 vacation rentals in Grassina

  • Nightly prices starting at

    Grassina vacation rentals start at G$12,548 GYD per night before taxes and fees

  • Verified guest reviews

    Over 750 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Grassina vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Grassina rentals

  • 4.9 Average rating

    Grassina stays are highly rated by guests—averaging 4.9 out of 5!