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Pet-friendly holiday rentals in Siena

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Top-rated pet-friendly home rentals in Siena

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
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 spacesPetsNearby

4.99 out of 5 average rating, 155 reviews
Top guest favourite
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.
Apartment in Siena

Palazzo del Taja-in pieno centro con idromassaggio

Appartamento nuovissimo appena ristrutturato, situato all'interno dello storico Palazzo del Taja nel cuore del centro storico di Siena, a pochissimi metri da Piazza del Campo e dalle principali attrazioni della città. Sottoposto ad una ristrutturazione attenta ai dettagli, l'appartamento risulta essere elegante, luminoso, accogliente e silenzioso. Completo di ogni comfort, tra cui una stupenda sala da bagno con vasca idromassaggio, per offrire un soggiorno indimenticabile ai nostri clienti.

PetsWalkabilityKitchen

4.99 out of 5 average rating, 254 reviews
Top guest favourite
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

WalkabilityOutdoor spacesLong stay

4.92 out of 5 average rating, 338 reviews
Top guest favourite
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!

Outdoor spacesPetsCheckout

4.93 out of 5 average rating, 294 reviews
Top guest favourite
Flat in Siena

Casa dell' Onda 25

Benvenuti nel nostro incantevole appartamento nel centro storico di Siena, a soli 100 m da Piazza del Campo e 350 m dal Duomo. Un'oasi di pace sapientemente rinnovata per offrirvi il massimo comfort, mantenendo intatto il suo affascinante stile rustico e originale. Offre un salone luminoso, cucina attrezzata, un'elegante camera e una vista panoramica sulla città che renderà il soggiorno indimenticabile. Ristoranti e botteghe tipiche sono proprio sotto casa.

WalkabilityPetsBreakfast

4.94 out of 5 average rating, 106 reviews
Guest favourite
Flat in Siena

Casa di Claudia in Piazza del Campo

" La terrazza su Piazza del Campo" Un' elegante residenza d'epoca, in un palazzo del 1200, affacciata direttamente su Piazza del Campo, dove sarete accolti da 3 camere con 5 posti letto, un bagno con doccia, un ampio soggiorno, una cucina e un grandissimo salone con soffitti completamente affrescati. I nostri ospiti saranno accolti in un meraviglioso e tranquillo appartamento da dove poter godere della splendida vista direttamente su Piazza del Campo

WalkabilityPetsFamily

4.93 out of 5 average rating, 111 reviews
Top guest favourite
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.
Flat 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.

Outdoor spacesWalkabilityParking

4.97 out of 5 average rating, 116 reviews
Top guest favourite
Villa in Monteroni d'Arbia

"Villa Daisy" con vista su Siena

Meravigliosa villa con ingresso indipendente all'interno del podere "Caggiolo", riportato alla luce con curata e profonda ristrutturazione che ha mantenuto intatti i lineamenti tipici di un podere toscano. Splendida vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

PetsOutdoor spacesLocation

4.95 out of 5 average rating, 174 reviews
Guest favourite
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 spacesWalkabilityTV

4.89 out of 5 average rating, 311 reviews
Guest favourite
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.
Holiday 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

PetsWalkabilityCheck-in

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

Agriturismo Poggio Bicchieri ap. Poesia

Il nostro agriturismo è una finestra sulla val d'orcia, composto da 2 appartamenti con cucina, camera e bagno. Grande giardino attrezzato. Immerso nel silenzio, vicino a Pienza, Montalcino, Bagno Vignoni e le terme naturali di Bagno San Filippo. Per raggiungerci è molto semplice, l'ultimo km di strada è sterrata ma percorribile da tutti.

WalkabilityPetsHospitality

4.95 out of 5 average rating, 579 reviews
Top guest favourite
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.
Flat 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

WalkabilityAir conditioningKitchen

4.87 out of 5 average rating, 271 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

La finestra del Chianti

Outdoor spacesPetsAmenities

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

Podere Piazza casa con vista panoramica

PetsWalkabilityView

4.97 out of 5 average rating, 197 reviews
Top guest favourite
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 con giardino vicino al centro

WalkabilityOutdoor spacesBathroom

4.96 out of 5 average rating, 102 reviews
Guest favourite
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

La Torre di Corsanello

WalkabilityPetsComfort

4.87 out of 5 average rating, 206 reviews
Guest favourite
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

WalkabilityParkingBathroom

4.86 out of 5 average rating, 739 reviews
Superhost
Home in Villa A Sesta

Casa Nataly Chianti - Jeky Stay

Outdoor spacesWalkabilityAir conditioning

4.86 out of 5 average rating, 160 reviews
Guest favourite
Home in Siena

La Casa Nell'Onda, vivere Siena e la sua storia.

PetsOutdoor spacesFamily

4.87 out of 5 average rating, 175 reviews
Guest favourite
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

Casolare nel Chianti, Siena Toscana

Outdoor spacesWalkabilityBack garden

4.83 out of 5 average rating, 169 reviews

Pet-friendly home rentals with a pool

Top guest favourite
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.
Guest house in Macciano

Tuscan cottage with an heavenly view

Outdoor spacesPetsLaundry

4.97 out of 5 average rating, 252 reviews
Guest favourite
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

Villa Padronale - IlVillinoFarmhouse

WalkabilityOutdoor spacesCheck-in

4.93 out of 5 average rating, 256 reviews
Top guest favourite
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 spacesWalkabilityQuiet

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

Wp Relais Villa Vignalunga

PetsWalkabilityAmenities

4.93 out of 5 average rating, 117 reviews
Top guest favourite
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

Castello di Spedaletto, Val d'Orcia, Pienza

Outdoor spacesPetsHeating

4.97 out of 5 average rating, 185 reviews
Guest favourite
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

PetsOutdoor spacesQuiet

4.96 out of 5 average rating, 116 reviews
Top guest favourite
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 spacesPetsBeach

4.89 out of 5 average rating, 100 reviews
Top guest favourite
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 favourite
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.
Apartment in Siena

Panoramic attic in old town of Siena

Outdoor spacesPetsKitchen

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

Apartment in a Tuscan farmhouse at Le Pietre Vive

WalkabilityPetsAccuracy

4.92 out of 5 average rating, 359 reviews
Top guest favourite
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.
Apartment in Siena

La porta Accanto 2.0

PetsWalkabilityAmenities

4.97 out of 5 average rating, 229 reviews
Top guest favourite
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.
Flat in Siena

La casa di Emily

WalkabilityHospitalityHeating

4.97 out of 5 average rating, 158 reviews
Guest favourite
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.
Flat in Siena

Affitti Brevi Siena - [DUOMO] Nel centro di Siena

Outdoor spacesWalkabilityBathroom

4.87 out of 5 average rating, 229 reviews
Top guest favourite
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

Casale in pietra in Val D’Orcia

WalkabilityOutdoor spacesLocation

4.98 out of 5 average rating, 160 reviews
Guest favourite
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.
Apartment in Siena

•Il Chiostro• Una chicca nel cuore di Siena

Outdoor spacesWalkabilitySolo travel

4.89 out of 5 average rating, 123 reviews
Top guest favourite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Flat in Montepulciano

Under the sunset, Montepulciano

Outdoor spacesWalkabilityLong stay

4.98 out of 5 average rating, 165 reviews

Destinations to explore