Pet-friendly holiday rentals in Castel San Niccolò

4.93 out of 5 average rating, 294 reviews

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

PetsWalkabilityShared spaces

4.88 out of 5 average rating, 204 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 spacesWalkabilityView

4.88 out of 5 average rating, 342 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

PetsWalkabilityWi-Fi

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

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Outdoor spacesPetsAir conditioning

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 spacesShared spacesAir conditioning

4.99 out of 5 average rating, 124 reviews

4.88 out of 5 average rating, 230 reviews

Holiday home in Reggello

Barrel Suite Tuscany • Hot Tub • Vineyard View

Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.

Outdoor spacesWalkabilityHospitality

4.92 out of 5 average rating, 570 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!

WalkabilityOutdoor spacesNearby

4.99 out of 5 average rating, 274 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

Price includes: - Infrared Sauna - Wood for Fireplace - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay The house is located inside a Borgo (small group of houses) Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

WalkabilityOutdoor spacesLaundry

4.95 out of 5 average rating, 222 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 spacesQuiet

Holiday home in Castelnuovo Berardenga

A sparkling swimming pool is surrounded by sun loungers and umbrellas, offering a relaxing space for guests. The rustic farmhouse, with its stone exterior, is visible in the background, amidst lush greenery and trees under a partly cloudy sky.

PIERFANTINI private Chianti house ♿️ 🏊‍♂️ 🐶

Pierfantini is a rustic farmhouse. It is located on a hill in the middle of a natural park. Isolated from the vitta, the nearest town is the medieval village of San Gusmè. The house is renovated and the ground floor adapted for disabled people or wheelchair users There are three apartments but I never rent them separately. The house rent is for all the property

PetsOutdoor spacesAccuracy

4.91 out of 5 average rating, 100 reviews

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!

PetsWalkabilityBarbecue

4.89 out of 5 average rating, 344 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

WalkabilityOutdoor spacesTV

4.98 out of 5 average rating, 160 reviews

Popular amenities for Castel San Niccolò pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 124 reviews

A tranquil terrace is surrounded by vibrant greenery, featuring a wooden table set for dining. Soft sunlight bathes the area, casting gentle shadows. The expansive view showcases rolling hills and distant mountains, creating a serene backdrop for outdoor relaxation.

Home in Pontassieve

The charming cottage in Tuscany with breathtaking views

PetsWalkabilityWi-Fi

4.99 out of 5 average rating, 185 reviews

The exterior view features a rustic stone house surrounded by greenery, including trees and flowering plants. Sun loungers are positioned on the lawn, creating a space for relaxation. A spacious terrace extends from the house, providing access to the inviting garden area.

Home in Bagno A Ripoli

Tuscany .Countryhouse on the Florence's hills

Outdoor spacesPetsFamily

4.95 out of 5 average rating, 107 reviews

The kitchen area features wooden cabinetry and modern appliances, including a microwave and coffee maker. A round wooden table with simple chairs is surrounded by natural light from large windows, offering views of the surrounding vineyards.

Home in Greve in Chianti

Casa Giulia di Sopra Farmhouse

Outdoor spacesWalkabilityGetting around

4.97 out of 5 average rating, 144 reviews

Home in Fiesole

Tuscan Villa 15 min from Florence, Parking, Garden

WalkabilityPetsAmenities

4.88 out of 5 average rating, 821 reviews

A unique treehouse is highlighted among vibrant green grass adorned with clusters of purple flowers. Towering trees provide shade, and the structure features a deck that overlooks the surrounding natural landscape, inviting a sense of tranquility and harmony with nature.

Home in Galluzzo

TREEhouse / casaBARTHEL

WalkabilityOutdoor spacesWi-Fi

4.96 out of 5 average rating, 247 reviews

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

Love in Chianti

PetsWalkabilityTV

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 spacesQuiet

4.9 out of 5 average rating, 136 reviews

Home in Barberino Tavarnelle

Nada Home

Outdoor spacesWalkabilityAmenities

4.87 out of 5 average rating, 217 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

PetsOutdoor spacesBathroom

4.9 out of 5 average rating, 240 reviews

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

Outdoor spacesWalkabilityLaundry

4.99 out of 5 average rating, 116 reviews

5.0 out of 5 average rating, 100 reviews

A charming stone cottage is set among lush green hills, featuring large arched windows and a shaded patio area with outdoor seating. Olive trees surround the property, providing a connection to the natural landscape, while a gravel pathway leads to the entrance.

Villa in Sinalunga

The twigs

PetsWalkabilityHospitality

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 spacesHiking

4.97 out of 5 average rating, 117 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 spacesShared spaces

4.93 out of 5 average rating, 256 reviews

4.89 out of 5 average rating, 311 reviews

Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Outdoor spacesWalkabilityComfort

4.99 out of 5 average rating, 131 reviews

The stone farmhouse features vibrant red shutters and a terracotta roof. A spacious patio area contains a wooden dining set, surrounded by lush green grass and tall cypress trees. The exterior is complemented by well-maintained stone pathways, inviting guests to explore the outdoor space.

Villa in San Leolino

Poggio del Fattore-Villa with pool, hilltop, Chianti

WalkabilityPetsPool

5.0 out of 5 average rating, 67 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

WalkabilityOutdoor spacesAccuracy

Private, pet-friendly home rentals

Castle in Barberino Tavarnelle

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.

Suite in Castello di Valle

PetsWalkabilityComfort

4.88 out of 5 average rating, 129 reviews

5.0 out of 5 average rating, 155 reviews

Apartment in Arezzo

Piazza Grande Boutique Apartment

WalkabilityNearbyFamily

4.94 out of 5 average rating, 125 reviews

A charming rural building is set against a backdrop of lush greenery at dusk. Soft lighting highlights the stone exterior and terracotta roof, while the surrounding trees and landscaped grounds enhance the tranquil environment.

Farm stay in Anghiari

Mafuccio Farmhouse - "Casa di Rigo"

Outdoor spacesPetsHeating

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

Outdoor spacesPetsAir conditioning

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

WalkabilityPetsIndoor spaces

Farm stay in Pratovecchio - Stia

Amazing Villa Benfenati up to 16 guests, BIO POOL

Outdoor spacesNearbyQuiet

4.86 out of 5 average rating, 14 reviews

5.0 out of 5 average rating, 53 reviews

Villa in Modine

Tuscan Villa with Private Jacuzzi & River

Outdoor spacesPetsHospitality