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Pet-friendly vacation rentals in Siena

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Top-rated pet-friendly home rentals in Siena

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Top guest favorite
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 property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth 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 in your soul. We look forward to welcoming you!

WalkabilityPetsValue

4.93 out of 5 average rating, 294 reviews
Top guest favorite
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.

PetsOutdoor spacesPool

4.99 out of 5 average rating, 155 reviews
Top guest favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

PetsWalkabilityHot tub

4.92 out of 5 average rating, 337 reviews
Top guest favorite
Apartment in Siena

Casa dell'Onda 25

Welcome to our charming apartment in the historic center of Siena, just 100 m from Piazza del Campo and 350 m from the Duomo. An oasis of peace, expertly renovated to offer you maximum comfort while keeping its charming rustic and original style intact. It offers a bright living room, an equipped kitchen, an elegant bedroom, and a panoramic view of the city that will make your stay unforgettable. Typical restaurants and shops are right outside the house.

WalkabilityPetsCleanliness

4.94 out of 5 average rating, 106 reviews
Top guest favorite
The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.
Apartment in Siena

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

WalkabilityOutdoor spacesParking

4.97 out of 5 average rating, 116 reviews
Guest favorite
Apartment in Siena

Claudia's House in Piazza del Campo

"The terrace overlooking Piazza del Campo" An elegant period residence, in a 13th-century building, directly overlooking Piazza del Campo, where you will be welcomed by 3 bedrooms with 5 beds, a bathroom with shower, a large living room, a kitchen and a very large living room with fully frescoed ceilings. Our guests will be welcomed in a wonderful and quiet apartment where they can enjoy the beautiful view directly on Piazza del Campo

WalkabilityPetsView

4.93 out of 5 average rating, 111 reviews
Guest favorite
Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

Outdoor spacesWalkabilityGrill

4.89 out of 5 average rating, 311 reviews
Top guest favorite
A modern living space features a bright red sectional sofa positioned against a textured stone wall. A stylish kitchen island with seating is visible, along with minimalistic lighting fixtures and decorative plants, creating a blend of comfort and contemporary design.
Condo in Siena

Palazzo del Taja - in the center with whirlpool

Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.

WalkabilityPetsAmenities

4.99 out of 5 average rating, 254 reviews
Top guest favorite
Villa in Monteroni d'Arbia

"Villa Daisy" overlooking Siena

Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Outdoor spacesPetsBeach

4.95 out of 5 average rating, 174 reviews
Guest favorite
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.
Vacation home in Castelnuovo Berardenga

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

WalkabilityPetsHeating

4.91 out of 5 average rating, 100 reviews
Top guest favorite
Farm stay in Campiglia D'orcia

Poggio Bicchieri Holiday Farm - Poesia Apartment

Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large, well-equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

PetsOutdoor spacesLocation

4.95 out of 5 average rating, 579 reviews
Top guest favorite
A balcony provides a scenic view of Piazza del Campo, showcasing the surrounding historic buildings. A small table and chair invite relaxation, while the colorful sunset casts a warm glow over the area, highlighting the lively atmosphere with people enjoying the space below.
Apartment in Siena

A BALCONY ON THE PIAZZA OF THE PALIO

Three windows with balcony overlooking Piazza del Campo that allows access to an exclusive terrace with breathtaking views of the Piazza del Palio and the Palazzo Pubblico. One bedroom, large super-equipped kitchen. Sofa bed available to comfortably accommodate up to 4 people

WalkabilityParkingValue

4.87 out of 5 average rating, 270 reviews

Popular amenities for Siena pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Superhost
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.
Home in Castelnuovo Berardenga

The Chianti window

Outdoor spacesPetsAir conditioning

4.9 out of 5 average rating, 136 reviews
Top guest favorite
Home in Siena

Podere Piazza house with panoramic view

Outdoor spacesWalkabilityWifi

4.97 out of 5 average rating, 197 reviews
Top guest favorite
A charming stone structure is framed by well-maintained greenery and steps leading to a welcoming entrance. Two wooden doors are set within the brick façade, complemented by a small garden area filled with plants, creating a serene outdoor setting under a clear blue sky.
Home in Siena

Oliveta Verde with garden near the center

Outdoor spacesWalkabilityCheck-in

4.96 out of 5 average rating, 102 reviews
Guest favorite
A spacious property is surrounded by lush gardens, featuring carefully arranged shrubs and trees. Stone pathways lead to the entrance, with a view of rolling hills in the background. The outdoor area includes a shaded seating area, enhancing enjoyment of the serene landscape.
Home in Monteroni d'Arbia

The Tower of Corsanello

Outdoor spacesWalkabilityIndoor spaces

4.87 out of 5 average rating, 206 reviews
Guest favorite
A modern kitchen area features sleek red cabinetry and a compact cooking space. A wooden dining table is surrounded by red chairs, while a television and microwave are positioned on the countertop. Natural light enters through two windows, enhancing the warm atmosphere.
Home in Siena

Charming Apartment in City Center

WalkabilityTVBathroom

4.86 out of 5 average rating, 739 reviews
Guest favorite
Home in Siena

La Casa Nell'Onda, living Siena and its history.

PetsWalkabilityLayout

4.87 out of 5 average rating, 175 reviews
Guest favorite
A bright kitchen area features red cabinets and a spacious table set with a striped tablecloth. Pendant lights hang above the table, while large windows provide natural light and views of the outdoor space.
Home in Siena

Casa Arcobaleno - Free Parking - WiFi

Outdoor spacesPetsLocation

4.91 out of 5 average rating, 524 reviews
Guest favorite
A charming stone farmhouse is showcased, featuring traditional architecture with a tiled roof and multiple windows. A wheelbarrow filled with flowers is positioned on the grassy front lawn, complemented by potted plants and an outdoor light fixture, enhancing the rural setting.
Home in Quercegrossa

Farmhouse in Chianti, Siena Tuscany

WalkabilityOutdoor spacesDecor

4.83 out of 5 average rating, 169 reviews

Pet-friendly home rentals with a pool

Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano

Tuscan cottage with an heavenly view

WalkabilityPetsView

4.97 out of 5 average rating, 251 reviews
Guest favorite
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 in Castellina in Chianti

Manor House - IlVillinoFarmhouse

Outdoor spacesWalkabilityHiking

4.93 out of 5 average rating, 256 reviews
Top guest favorite
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.
Farm stay in Monte San Savino

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

Outdoor spacesWalkabilityDecor

4.99 out of 5 average rating, 116 reviews
Guest favorite
Villa in Castiglione d'Orcia

Wp Relais Villa Vignalunga

WalkabilityOutdoor spacesHeating

4.93 out of 5 average rating, 117 reviews
Top guest favorite
A rustic agriturismo is framed by vibrant greenery and blooming flowers. Outdoor seating is provided by several light-colored chairs and a patterned table. The stone building showcases large windows, which invite natural light into the space, while a welcoming atmosphere is suggested by the well-maintained garden.
Farm stay in Pienza

Spedaletto Castle, Val d'Orcia, Pienza

PetsOutdoor spacesComfort

4.97 out of 5 average rating, 185 reviews
Top guest favorite
An aerial view captures the agriturismo's lush green landscape, featuring neatly arranged cypress trees lining the path. A sparkling swimming pool glimmers amidst the foliage, while sprawling fields extend into the background under a clear sky, showcasing the beauty of the Tuscan countryside.
Cottage in Buonconvento

Tuscan Barn Apartment for 6 with panoramic pool

Outdoor spacesWalkabilityBeach

4.89 out of 5 average rating, 100 reviews
Guest favorite
Aerial view of a scenic agriturismo surrounded by vineyards and rolling hills. The property features a pool and is framed by tall cypress trees, enhancing the natural landscape of lush green and golden fields under a partly cloudy sky.
Farm stay in Montepulciano

Rural Tuscany | Family farmstay with restaurant

Outdoor spacesWalkabilityLocation

4.96 out of 5 average rating, 116 reviews
Top guest favorite
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.
Farm stay in Gaiole in Chianti

La Pieve - the house next to the church

WalkabilityOutdoor spacesQuiet

4.97 out of 5 average rating, 117 reviews

Private, pet-friendly home rentals

Top guest favorite
A spacious balcony is lined with arches, providing a panoramic view of the rooftops and distant cathedral of Siena. Terracotta tiles cover the floor, while potted plants add a touch of greenery. Sunlight floods the area, enhancing the architectural features and scenic outlook.
Condo in Siena

Panoramic attic in old town of Siena

PetsOutdoor spacesAccess

4.89 out of 5 average rating, 198 reviews
Guest favorite
Farm stay in Castelnuovo Berardenga

Apartment in a Tuscan farmhouse at Le Pietre Vive

PetsOutdoor spacesAir conditioning

4.92 out of 5 average rating, 359 reviews
Top guest favorite
An open-plan living space features a cozy seating area with a light-colored couch and a television. The kitchen is equipped with white cabinetry, a microwave, and a dining table. Exposed wooden beams and terracotta tiles add warmth to the interior.
Apartment in Siena

Emily's home

WalkabilityNearbyLocation

4.97 out of 5 average rating, 158 reviews
Top guest favorite
A view captures a historic building in Siena, displaying its rustic architecture and multiple arched windows. In the foreground, trees bloom with pink flowers, while green vegetation adds a touch of nature. The iconic tower of Siena is visible in the background under a clear blue sky.
Condo in Siena

The Door Next Door 2.0

Outdoor spacesWalkabilityLocation

4.97 out of 5 average rating, 229 reviews
Guest favorite
A well-lit bedroom features two spacious beds arranged together, providing flexibility for different sleeping arrangements. A desk and modern chair are positioned near the window, with decorative shelves and framed art on the walls. Soft curtains gently diffuse natural light, enhancing the inviting ambiance.
Apartment in Siena

Short-Term Rentals Siena - [DUOMO] In the center of Siena

Outdoor spacesWalkabilityValue

4.87 out of 5 average rating, 229 reviews
Guest favorite
The living area features exposed brick walls and a wooden beam ceiling. A white leather couch and a dark leather armchair are positioned around a glass coffee table. A decorative folding screen with floral patterns stands in the corner, while a large mirror reflects the bright space.
Condo in Siena

•Il Chiostro• A gem in the heart of Siena

WalkabilityOutdoor spacesCleanliness

4.89 out of 5 average rating, 123 reviews
Top guest favorite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano

Stone farmhouse in Val D'Orcia

Outdoor spacesPetsAmenities

4.98 out of 5 average rating, 160 reviews
Guest favorite
Lush vineyards stretch across rolling hills, showcasing rows of grapevines that lead the eye toward distant mountains. Tall cypress trees line the landscape, creating a serene backdrop that complements the greenery of the vines and the soft contours of the terrain.
Apartment in San Gusmè

La Dimora del Luca

Outdoor spacesPetsLong stay

4.98 out of 5 average rating, 171 reviews

Destinations to explore