Pet-friendly holiday rentals in Castel San Niccolò

4.97 out of 5 average rating, 194 reviews

An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.

Home in Simignano

Casa al Gianni - The Simignano Barn

Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

Outdoor spacesPetsAccuracy

4.88 out of 5 average rating, 201 reviews

An expansive outdoor deck offers a serene view of rolling hills under a clear sky. An infinity pool transitions seamlessly into the landscape, with two soft seating cushions placed nearby, inviting relaxation and contemplation of the stunning panoramic scenery.

Home in Casale

Infinity view

Completely renovated location with breathtaking views of the Valdarno. The ground floor consists of a living room with two windows overlooking the patio, fireplace, sofa bed, bathroom with large shower and modern kitchen with steel island, with three French windows to access the outdoor dining area with BBQ. The second floor consists of two double bedrooms each with its own bathroom with shower. The garden is well-kept, there are various relaxation corners, a sundeck and an infinity pool with hydrolysis

Outdoor spacesPetsCondition

Villa in Castiglion Fiorentino

A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.

Tuscan charm of villa - countryside - Villa Senaia

In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

PetsOutdoor spacesTV

4.9 out of 5 average rating, 240 reviews

4.88 out of 5 average rating, 338 reviews

Townhouse in Scandicci

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Outdoor spacesPetsBathroom

Farm stay in Monte San Savino

A serene pool area is showcased with two sun loungers positioned beside a tranquil salt-water pool. The expansive view of the valley and distant cityscape adds to the peaceful ambiance, while greenery surrounds the space, enhancing the sense of privacy and relaxation.

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

WalkabilityOutdoor spacesLocation

4.99 out of 5 average rating, 113 reviews

Farm stay in Loro Ciuffenna

The exterior of the villa is showcased, featuring stone walls and greenery. A spacious stone patio is visible, furnished with a dining table and chairs, surrounded by neatly trimmed bushes and potted plants, creating an inviting space for outdoor gatherings.

Il Roseto: your Villa in Tuscan Countryside

In the heart of Tuscany between Arezzo, Florence and Siena but far away from the bustle of the cities, you will find a pristine landscape where to enjoy nature and relaxing, amazing views and much more for a perfect getaway with your friends or family. A villa of 190 mq with 600 mq garden,where you can enjoy lunch outdoors, have fun making pizza and baking it in the wood- oven, or savour a wonderful barbeque. A comfortable Villa for guests who love being together.

Outdoor spacesCleanlinessBreakfast

4.99 out of 5 average rating, 123 reviews

Home in Castelfranco Piandiscò

An aerial view of the CasaMacchia property, showcasing a traditional stone villa surrounded by lush greenery and mature trees. A private pool is visible within the garden, complemented by terraced areas and colorful flowers. The landscape features rolling hills in the background.

Casa Macchia /Florence charming villa private Pool

Casa Macchia (over 200m²): Historic Tuscan country house in a natural setting with magical views and tranquillity. Ideal for families and groups: 9 beds plus 3 children's beds and 1 toddler bed offer plenty of space and places to retreat. Highlights: Large pool, very well-equipped kitchen & outdoor kitchen (table for 10). Remodelled by the designer Willy Fleckhaus and used by a family. 12 hectares of private land guarantee absolute privacy.

Outdoor spacesPetsNearby

4.96 out of 5 average rating, 101 reviews

4.92 out of 5 average rating, 569 reviews

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

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!

Outdoor spacesWalkabilityTV

4.95 out of 5 average rating, 219 reviews

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

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.

WalkabilityOutdoor spacesBiking

Farm stay in Castelfranco di sopra

Romantic apartment in the Tuscan village

The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!

Outdoor spacesPetsIndoor spaces

4.89 out of 5 average rating, 339 reviews

Home in Terranuova Bracciolini

Villa Lolù with private heated swimming-pool

Charming villa with private heated pool, and outdoor hot tub. Very large 175 sqm house with kitchen, dining room, living room with fireplace, 3 double bedrooms, 1 bedroom with 2 single beds, 1 double sofa bed, 3 bathrooms, one of which is en suite. Starting this year, there is also a gym

Outdoor spacesPetsGetting around

4.97 out of 5 average rating, 159 reviews

Home in Rignano sull'Arno

A rustic two-story structure is framed by lush greenery, showcasing stone and brick elements. Windows are adorned with decorative iron bars and window boxes, adding character. The inviting exterior is complemented by a blue sky and gentle hillside, creating a serene countryside setting.

LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-

An ancient barn totally renovated, big (140 mq) and detached house, immersed in the green of Tuscan countryside with a big private garden. The house is only 20 Km away from Florence. The ancient barn, on top of a hill, is sorrounded by olive trees.

WalkabilityOutdoor spacesIndoor spaces

4.92 out of 5 average rating, 157 reviews

Popular amenities for Castel San Niccolò pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.92 out of 5 average rating, 156 reviews

A charming stone building is partially visible, showcasing its rustic architecture and green window shutters. Vibrant pink and white roses bloom in the foreground, adding a touch of color to the natural surroundings under a clear blue sky.

Home in Reggello

Podere I Rovai-apt IL RIFUGIO-in the heart of Tuscany

WalkabilityOutdoor spacesSleep quality

4.97 out of 5 average rating, 136 reviews

Home in Fiesole

Tuscan Villa 15 min from Florence, Parking, Garden

Outdoor spacesWalkabilityCondition

4.87 out of 5 average rating, 122 reviews

A private outdoor space features a Jacuzzi surrounded by stone paving, with the house visible in the background. The two-story structure has wooden windows and doors, creating a welcoming setting. Nearby shrubbery and a tree provide additional greenery and shade.

Home in Stia

Country house with view (NO Jacuzzi)

Outdoor spacesWalkabilityBackyard

4.99 out of 5 average rating, 100 reviews

The outdoor pool features clear turquoise water, surrounded by a stone patio. Lush green hills and tall cypress trees create a scenic backdrop, while a few lounge chairs are positioned nearby for relaxation.

Home in Subbiano

Romantic cosy flat - Toscana Italy

PetsOutdoor spacesBiking

4.86 out of 5 average rating, 101 reviews

A bright living area features a wooden coffee table at its center, flanked by a light-colored sofa and a darker green couch. Two windows with wooden shutters offer views of the surrounding vineyards, while exposed wooden beams add character to the ceiling.

Home in Greve in Chianti

Country Rentals - La Canonica

Outdoor spacesWalkabilityHiking

Home in Barberino Tavarnelle

Nada Home

PetsOutdoor spacesAccess

4.87 out of 5 average rating, 215 reviews

Home in Castelnuovo Berardenga

A serene bedroom features a spacious bed with a simple white coverlet. A wooden chair with a striped cushion is placed beside a bench. Natural light filters through the two wooden windows, revealing views of the lush vineyards outside.

The Chianti window

PetsOutdoor spacesGetting around

4.9 out of 5 average rating, 133 reviews

4.99 out of 5 average rating, 271 reviews

A rustic living area features a wooden table surrounded by two elegant armchairs and a beige sofa. A stone fireplace, stocked with logs, stands as a focal point, while wooden beams adorn the ceiling. An inviting atmosphere is created by warm, natural colors and soft furnishings.

Home in Anghiari

Casa Rosmarino Eco-Wellness Country Home

PetsOutdoor spacesDecor

Pet-friendly home rentals with a pool

4.89 out of 5 average rating, 307 reviews

Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Outdoor spacesWalkabilityTV

Farm stay in Gaiole in Chianti

A warm living area is presented, featuring a comfortable sofa adorned with soft pillows and a round dining table. The space is illuminated by wall sconces, while an arched entryway leads to another room. Large windows allow natural light to fill the area.

La Pieve - the house next to the church

WalkabilityOutdoor spacesIndoor spaces

4.97 out of 5 average rating, 115 reviews

Villa in Castellina in Chianti

A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.

Manor House - IlVillinoFarmhouse

WalkabilityOutdoor spacesIndoor spaces

4.93 out of 5 average rating, 254 reviews

Villa in Castel San Niccolò

The historic villa features a charming stone exterior, accented by lush greenery and flower boxes. Large arched windows provide views of the surrounding parkland, while a covered terrace extends along the front, offering additional outdoor space for relaxation.

Villa Mondello inTuscany great view

PetsOutdoor spacesFamily

4.94 out of 5 average rating, 48 reviews

5.0 out of 5 average rating, 66 reviews

An aerial view of a rustic villa is framed by lush greenery, showcasing a stone exterior and terracotta roof tiles. A salt-water pool is situated nearby, surrounded by outdoor seating. The tranquil landscape of hills is visible in the background under warm evening light.

Home in Poppi

Villa Podere Cerretino

Outdoor spacesWalkabilityView

5.0 out of 5 average rating, 5 reviews

Villa in Poppi

Poggelleri the postcard on Poppi and Tuscan hills

ComfortPoolAmenities

Home in Terranuova Bracciolini

The entrance of Villa Piandarca is framed by lush greenery and decorative pots. A rustic wooden door stands partially open, revealing a white curtain gently flowing in the breeze. The building's warm yellow exterior adds to the inviting atmosphere of the property.

Villa Piandarca - Tuscany - WIFI - private pool

WalkabilityOutdoor spacesNearby

4.98 out of 5 average rating, 57 reviews

Villa in Terranuova Bracciolini

A wooden dining table is set under a pergola adorned with fabric shades, illuminated by warm evening light. The table holds decorative glassware and candles, while a vast green landscape extends toward the horizon, where the sun sets, casting a soft glow across the scene.

romignano wine farm

Outdoor spacesAmenitiesQuiet

4.73 out of 5 average rating, 56 reviews

Private, pet-friendly home rentals

Holiday home in Chiusi della Verna

An ancient stone farmhouse with a rustic red-tiled roof is surrounded by lush greenery. The building sits within a mountainous landscape, framed by trees. The open sky above reveals soft clouds and sunlight, hinting at the serene atmosphere of the rural environment.

Experience rustic off-grid life in the wilderness

PetsOutdoor spacesCondition

4.97 out of 5 average rating, 157 reviews

4.88 out of 5 average rating, 221 reviews

Holiday home in Reggello

Barrel Suite Tuscany • Hot Tub • Vineyard View

WalkabilityPetsHospitality

4.96 out of 5 average rating, 51 reviews

A charming gazebo with white draped curtains is set on a stone patio, featuring a round table and four wrought iron chairs. Potted flowers add a touch of color, and lush greenery can be seen beyond the fenced area, creating a serene outdoor space.

Home in Strada

Typical Tuscan villa - immersed in nature

PetsOutdoor spacesAmenities

5.0 out of 5 average rating, 51 reviews

Villa in Modine

Tuscan Villa with Private Jacuzzi & River

Outdoor spacesPetsWi-Fi

4.97 out of 5 average rating, 32 reviews

A historic tower is visible amidst lush greenery in the garden area. Surrounding plants, including trees and shrubs, create a serene atmosphere. A stone seating area is positioned at the center, providing an inviting spot for relaxation in this tranquil outdoor space.

Apartment in Poppi

Country chill in the heart of a medieval village

WalkabilityOutdoor spacesAccuracy

5.0 out of 5 average rating, 53 reviews

A charming stone building is seen surrounded by lush greenery, featuring a terracotta roof. The outdoor area includes a stone patio with wooden chairs and tables, accented by blooming purple flowers and potted plants, with rolling hills visible in the background.

Apartment in Pelago

Barn

Outdoor spacesPetsQuiet

Farm stay in Montemignaio

The exterior of a stone building is displayed, featuring brown shutters and a wooden door. Potted plants are positioned at the entrance, alongside a stone pathway leading to the structure. Sunlight illuminates the scene, enhancing the natural stone texture.

Agriturismo La Mela: Florina apartment

Outdoor spacesWalkabilityCleanliness

5.0 out of 5 average rating, 48 reviews