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 former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, 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 seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!

WalkabilityOutdoor spacesQuiet

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

PetsWalkabilityWi-Fi

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 spacesPetsAmenities

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.

Outdoor spacesWalkabilityLayout

4.99 out of 5 average rating, 113 reviews

Villa in Monte San Savino

The pool is illuminated with soft lighting, creating a calming ambiance during the evening. Surrounding greenery provides privacy, and seating areas are visible. The smooth water surface reflects the gentle glow, inviting relaxation in a serene outdoor setting.

Villa Tonacato - Charming Villa with private pool

Ancient rural farmhouse, located on the Tuscan hills with views of the surrounding countryside. Isolated and ideal for those who want to relax but close to the main Italian tourist cities. Each room is equipped with air conditioners with windfree technology, in the living room there is an 82" ULTRA HD TV with SKY and international channels. The pool is equipped with Philips Hue lighting to create the right atmosphere at all times and a Bose Soundtouch bluetooth sound system

PetsWalkabilityBreakfast

4.99 out of 5 average rating, 107 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 spacesAmenitiesHiking

4.99 out of 5 average rating, 123 reviews

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

This ancient rustic farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves, the bumpy road and the lack of phone signal offer an authentic off-grid experience. A rare privilege to go into the wild and take a break from urban life and modern conveniences. Hike to the monastery of St.Francis and the sacred forests of La Verna...or simply sit and enjoy the peace of this magical remote place.

PetsOutdoor spacesView

4.97 out of 5 average rating, 157 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 spacesWalkabilityLayout

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 200 m²): Historic Tuscan country house in nature with magical views and tranquility. Ideal for families & groups: 9 beds plus 3 children's beds and 1 toddler bed offer plenty of space and opportunities for privacy. Highlights: Large pool, very well equipped kitchen & outdoor kitchen (table for 10). Remodeled by designer Willy Fleckhaus and used by the family. 12 acres of private land guarantee complete privacy.

PetsWalkabilityAir conditioning

4.96 out of 5 average rating, 101 reviews

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.

Outdoor spacesWalkabilityParks

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 spacesPetsBreakfast

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

PetsWalkabilityHeating

4.97 out of 5 average rating, 159 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

WalkabilityPetsBathroom

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

PetsWalkabilityHospitality

4.97 out of 5 average rating, 136 reviews

Home in Fiesole

Tuscan Villa 15 min from Florence, Parking, Garden

PetsOutdoor spacesWi-Fi

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)

WalkabilityPetsHiking

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

Outdoor spacesPetsGetting around

4.9 out of 5 average rating, 133 reviews

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

WalkabilityOutdoor spacesAccuracy

4.99 out of 5 average rating, 290 reviews

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

Tuscan cottages in an ancient villa with a garden

PetsOutdoor spacesAmenities

Home in Barberino Tavarnelle

Nada Home

WalkabilityPetsLocation

4.87 out of 5 average rating, 215 reviews

Pet-friendly home rentals with a pool

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

Outdoor spacesPetsParking

4.9 out of 5 average rating, 240 reviews

4.89 out of 5 average rating, 307 reviews

Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Outdoor spacesWalkabilityNearby

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 spacesGetting around

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 spacesAccess

4.93 out of 5 average rating, 254 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 spacesWalkabilityPool

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 spacesFamily

4.98 out of 5 average rating, 57 reviews

Home in Borgo alla Collina

A scenic view showcases rolling hills and a tranquil private pool surrounded by greenery. The landscape features a mix of trees and open fields, with a distant medieval village visible on the hillside.

luxury villa in centre of tuscany

WalkabilityOutdoor spacesBarbecue

4.77 out of 5 average rating, 99 reviews

Private, pet-friendly home rentals

5.0 out of 5 average rating, 101 reviews

Condo in San Marco

beautiful apartment with a view in the historic center

Outdoor spacesWalkabilityDecor

Apartment in Santo Spirito

A light-filled living area features curved ceilings and large arched windows opening to a garden. A comfortable armchair and a striped sofa are arranged around a neutral coffee table. Bookshelves line the walls, displaying an assortment of decorative items and books.

Wonderful house with garden

Outdoor spacesPetsComfort

4.98 out of 5 average rating, 274 reviews

4.88 out of 5 average rating, 221 reviews

Holiday home in Reggello

Barrel Suite Tuscany • Hot Tub • Vineyard View

WalkabilityOutdoor spacesDecor

4.99 out of 5 average rating, 155 reviews

An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.

Cottage in Geggiano

Villa di Geggiano – Guesthouse

Outdoor spacesPetsIndoor spaces

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

WalkabilityPetsSleep quality

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

Outdoor spacesWalkabilityIndoor spaces

5.0 out of 5 average rating, 51 reviews

Villa in Modine

Tuscan Villa with Private Jacuzzi & River

Outdoor spacesPetsWi-Fi