Pet-friendly holiday rentals in Castel San Niccolò

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

PetsOutdoor spacesBreakfast

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

Completamente ristrutturata posizione con vista mozzafiato sul Valdarno. Il piano terra è composto da soggiorno con due vetrate che danno sul patio, camino, divano letto, bagno con grande doccia e cucina moderna con isola in acciaio, con tre porte finestre per accedere alla zona pranzo esterna con bbq. Il primo piano è composto da due camere matrimoniali ognuna dotata del proprio bagno con doccia. Giardino è moto curato,ci sono vari angoli relax, prendisole è una piscina infinity ad idrolisi

Outdoor spacesWalkabilityQuiet

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 spacesPetsHot tub

4.93 out of 5 average rating, 293 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 - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

WalkabilityOutdoor spacesComfort

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 spacesBreakfastQuiet

4.99 out of 5 average rating, 124 reviews

4.88 out of 5 average rating, 228 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.

WalkabilityPetsHot tub

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 spacesLayout

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 (über 200m²): Historisches Toskana-Landhaus in der Natur mit magischer Aussicht und Ruhe. Ideal für Familien & Gruppen: 9 Betten plus 3 Kinder- & 1 Kleinkindbett bieten viel Platz und Rückzugsmöglichkeiten. Highlights: Großer Pool, sehr gut ausgestattete Küche & Außenküche (Tisch für 10). Vom Designer Willy Fleckhaus umgebaut & familiär genutzt. 12 Hektar Privatgrund garantieren absolute Privatsphäre.

WalkabilityPetsAccess

4.96 out of 5 average rating, 102 reviews

4.95 out of 5 average rating, 221 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 spacesAmenities

Farm stay in Castelfranco di sopra

Romantico appartamento nel borgo Toscano

La casa si trova in un antico borgo medioevale completamente ristrutturato pur mantenendo il fascino della sua storia. Nel borgo troverai due piscine, un ristorante, tanti giardini e molto altro... è in una posizione strategica per poter raggiungere le principali attrazioni come la Regione del Chianti, Firenze, Arezzo e Siena!

PetsWalkabilityAccess

4.89 out of 5 average rating, 343 reviews

Home in Terranuova Bracciolini

Villa Lolù with private heated swimming-pool

Affascinante villa con piscina privata riscaldata, e con vasca idromassaggio all'aperto. Grandissima casa di mq.175 con cucina, sala da pranzo, sala con caminetto, 3 camere matrimoniali, 1 camera con 2 letti singoli , 1 divano letto matrimoniale, 3 bagni di cui uno en suite. Da quest'anno è presente anche una palestra

PetsOutdoor spacesQuiet

4.98 out of 5 average rating, 160 reviews

4.92 out of 5 average rating, 159 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 Tuscany

At the top of the hill, with spectacular views (540.00 meters above sea level), Il Rifugio is a 17th century Tuscan-style apartment located inside the Podere I Rovai complex, in the heart of Florentine Tuscany, surrounded by olive groves, immersed in the green.

Outdoor spacesWalkabilityLaundry

Popular amenities for Castel San Niccolò pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.99 out of 5 average rating, 273 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

Outdoor spacesPetsBreakfast

4.95 out of 5 average rating, 106 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

Agriturismo Casa Giulia di Sopra

WalkabilityOutdoor spacesAir conditioning

4.97 out of 5 average rating, 143 reviews

Home in Fiesole

Tuscan Villa 15 min from Florence, Parking, Garden

WalkabilityPetsLaundry

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 spacesAmenities

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 spacesPetsLocation

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.

La finestra del Chianti

PetsOutdoor spacesCheck-in

4.9 out of 5 average rating, 136 reviews

4.96 out of 5 average rating, 246 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

Amore in Chianti

PetsWalkabilityIndoor spaces

4.87 out of 5 average rating, 124 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)

PetsWalkabilityBarbecue

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

WalkabilityOutdoor spacesDecor

4.9 out of 5 average rating, 241 reviews

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 ♿️ 🏊‍♂️ 🐶

PetsOutdoor spacesAmenities

4.91 out of 5 average rating, 100 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

WalkabilityOutdoor spacesGetting around

4.99 out of 5 average rating, 116 reviews

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

WalkabilityOutdoor spacesCleanliness

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

Outdoor spacesWalkabilityAmenities

4.97 out of 5 average rating, 117 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

Gli sterpi

WalkabilityPetsDecor

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.

Villa Padronale - IlVillinoFarmhouse

WalkabilityOutdoor spacesNearby

4.93 out of 5 average rating, 255 reviews

4.89 out of 5 average rating, 309 reviews

Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

WalkabilityOutdoor spacesParking

Private, pet-friendly home rentals

4.95 out of 5 average rating, 124 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

Agriturismo Mafuccio - "Casa di Rigo"

WalkabilityPetsKitchen

5.0 out of 5 average rating, 155 reviews

A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.

Apartment in Arezzo

Piazza Grande Boutique Apartment

WalkabilityValueLocation

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

PetsOutdoor spacesLocation

4.88 out of 5 average rating, 128 reviews

4.96 out of 5 average rating, 399 reviews

A modern dining area features a large wooden table surrounded by sleek black chairs, with expansive glass walls offering views of the surrounding hills and city. The space is well-lit by hanging pendant lights, creating a bright and inviting environment.

Apartment in Florence

Rooftop with Breathtaking Views. Short Walk to The Duomo.

Outdoor spacesWalkabilityAccuracy

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

Outdoor spacesWalkabilityFamily

4.77 out of 5 average rating, 100 reviews

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

Tipica villa Toscana - immersione nella natura

PetsOutdoor spacesSleep quality

5.0 out of 5 average rating, 59 reviews

A wooden cabin is surrounded by lush greenery, featuring a covered patio with lounge chairs. An outdoor wooden tub is situated nearby, with landscaped gravel and stones creating a natural setting. Large windows offer views of the tranquil forest, enhancing the serene atmosphere.

Cabin in Leccio

Baita nel bosco in Toscana con vasca esclusiva

PetsWalkabilityLocation