Pet-friendly vacation rentals in Gaiole in Chianti

Tiny home in Centro Storico

A well-organized space features a set of three steps leading to a loft area. The entrance door is positioned to the left, with a light switch nearby. Below the loft, a storage unit with open shelves provides additional space for belongings.

4.78 out of 5 average rating, 32 reviews

Ketty's House in Florence

Il monolocale è situato in un ex convento, all'interno di una silenziosa corte nel centro strorico di Firenze. La casa è al primo piano al quale si accede unicamente con scale. E' costituita da unico locale (oltre al bagno con finestra) con angolo cottura e soppalco a cui si accede con scala a tre gradini sul quale è posto un letto matrimoniale. Su richiesta, possibilità di usufruire della poltrona-letto singola per terzo ospite. Posizione centrale a pochi passi dalle attrazioni della città.

4.95 out of 5 average rating, 39 reviews

An aerial view showcases the rustic farmhouse surrounded by lush greenery and mature trees. A tranquil swimming pool is visible in the backyard, complemented by well-maintained garden areas, creating a serene outdoor environment for guests to enjoy.

Home in Reggello

2 bedroom apartment in Tuscan farmhouse with pool

Podere Piagge Reggello is located near Reggello, officially nominated the "olive oil town". It is completely immersed in the countryside, in a scenery of both classical Tuscan views like olive tree fields and vineyards, and surprising and wilder landscapes like woods and cliffs. The park surrounding the house counts many olive trees and a beautiful 10x6 m (40x16 ft) swimming pool you can enjoy from end of May to late September. The overall surroundings are simply an invitation to relax!

4.95 out of 5 average rating, 129 reviews

A cozy living area features a comfortable sofa adorned with accent pillows. A wooden dining table is set nearby, accompanied by simple chairs. Warm lighting enhances the rustic ambiance, while artwork and a glass-front cabinet add character. Large windows provide natural light, framed by soft curtains.

Home in Cortona

LETIZIA'S HOUSE

The house is centrally located and 50 meters from a free park. Equipped with heating, air conditioning, Wi-Fi, 2 TVs, dishwasher, microwave, fridge, washing machine. Linen for home. 80 sqm on two floors over ground floor. With 2 bedrooms, 2 bathrooms, living room and kitchen. There is a baby cot available. Small pets allowed, no smoking. Cortona, historical town, near ArezzoPienza, Montalcino, Montepulciano .. and art cities of Florence, Rome, Perugia, Assisi. At 3 km FS station.

4.98 out of 5 average rating, 131 reviews

A quaint kitchen and living area is captured, showcasing exposed wooden beams and terracotta flooring. A cozy sofa with floral upholstery complements a wooden dining table set with various dishes and fresh flowers. Natural light floods in through the windows, creating a warm atmosphere.

Condo in Cortona

Casa Clara Cortona Cin IT051017c28a6h9glv

Beautiful two-room apartment inside the 1700s building, located in the heart of Cortona's historic center in front of the Signorelli Theater and Piazza Signorelli, 100 meters from Piazza della Repubblica. Harmonious and sober furnishings maintain the classic style of Tuscan houses with exposed beams and terracotta floors. Equipped kitchen. It's present - combustible gas detector - carbon monoxide detector - Fire extinguisher CIN IT051017C28A6H9GLV

Apartment in Mercatale Valdarno

A private outdoor space features a small, clear swimming pool in the foreground, with a stone patio. Behind it, a gazebo provides shaded seating, surrounded by landscaped gardens and greenery. Tall trees offer natural shade, enhancing the serene atmosphere.

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

Unique experience in a real, old Tuscan farmhouse. Podere Casa Muricce is the place for people who love nature, animals, woods, but also close to the main places of interest in Tuscany. Situated on the top of a hill high 400mt, carefully restructured according to the tradition, Casa Muricce is the typical ancient Tuscany house in stone: all the furnishings, even doors, are original from Tuscany houses of `700/'800.

4.87 out of 5 average rating, 62 reviews

A dining area features a wooden table surrounded by high-backed chairs, complemented by natural light filtering through a window. The kitchen space displays a marble countertop, a modern sink, and overhead shelves showcasing diningware. Exposed wooden beams add a rustic touch to the ceiling.

Home in Certaldo

Paluffo Tower House

This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.

Apartment in San Gimignano

A cozy living area features a wooden dining table surrounded by colorful chairs. A soft, yellow sofa adds warmth to the space. Natural light enters through the windows, highlighting artwork on the walls and creating a welcoming ambiance. The entrance door is made of wood.

4.93 out of 5 average rating, 107 reviews

"Il Nespolo" Apartment - Girasole Location

The apartment "Il Nespolo", location "Girasole", is located in the historic center of San Gimignano, just 150 meters from Piazza del Duomo, in a side street of the main street. The property is in the immediate vicinity of all points of interest and at the same time away from the noise of the busiest street in the town.

Vacation rentals for every style

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Convenient locations with everyday essentials

Popular amenities for Gaiole in Chianti pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Borgo San Lorenzo

An exterior view of a rustic house showcases a spacious patio surrounded by lush greenery. Potted flowers and plants line the wooden fence, enhancing the inviting atmosphere. A gazebo can be seen on the patio, providing shade for outdoor relaxation.

4.83 out of 5 average rating, 310 reviews

Country house in Mugello

4.92 out of 5 average rating, 123 reviews

A vibrant pink villa is framed by lush greenery, while a spacious gravel area leads to the entrance. Surrounding views of the Tuscan hills are visible in the background, complementing the rural charm of the setting.

Home in San Miniato

Private villa/swimming pool in Tuscany

4.99 out of 5 average rating, 158 reviews

A serene garden area features well-maintained grass bordered by lush trees and shrubs. Two lounge chairs are positioned for relaxation under the dappled sunlight, while a terracotta pot with a plant adds a decorative touch. The peaceful ambiance is complemented by the surrounding greenery.

Home in Bagno A Ripoli

Tuscany .Countryhouse on the Florence's hills

4.99 out of 5 average rating, 78 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

4.96 out of 5 average rating, 142 reviews

Home in Scrofiano

Jenny's Barn

5 out of 5 average rating, 18 reviews

Aerial view of a quaint village nestled in lush green hills, characterized by charming stone buildings with terracotta roofs. The layout of the village is visible, with winding paths and patches of greenery interspersing the homes.

Home in Quota

Casa Merli - Le case di Quota

4.87 out of 5 average rating, 142 reviews

The exterior of a restored stone house is showcased, featuring natural stone walls adorned with potted plants and flowers. A wooden bench sits invitingly near the entrance, and a soft curtain sways in the light breeze, adding a touch of charm to the peaceful setting.

Home in Casamona

Stone Cottage in Tuscan Countryside

Home in Capraia e Limite Capraia e Limite

A private garden area features a wooden dining table surrounded by chairs. Climbing greenery provides shade, while colorful flowers add natural beauty. The entrance to the apartment is visible, showcasing large windows with shutters, highlighting a peaceful outdoor setting.

4.85 out of 5 average rating, 238 reviews

Lovely Apartment with garden

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Pet-friendly home rentals with a pool

4.83 out of 5 average rating, 70 reviews

A large outdoor swimming pool is visible under a clear blue sky, surrounded by lush greenery. The tranquil water reflects the sunlight, creating a calming atmosphere. Vegetation frames the scene, enhancing the privacy of the pool area.

Home in Montespertoli

Vacation immersed in the Tuscan countryside 'Canaiolo'

5 out of 5 average rating, 9 reviews

A lush garden is foregrounded with vibrant lavender flowers, leading to a private pool surrounded by manicured grass. Tall cypress trees stand in the background, complementing the greenery and the relaxing atmosphere of the outdoor space.

Home in Florence

The Limonaia della Torretta

Apartment in Castiglione del Lago

A rustic stone farmhouse is surrounded by rolling hills and lush trees, featuring a swimming pool with sun loungers nearby. The expansive landscape showcases golden fields under a clear blue sky, highlighting the tranquil setting in the countryside.

4.91 out of 5 average rating, 137 reviews

Ulivo - Charming apartment in the countryside

4.8 out of 5 average rating, 5 reviews

A large outdoor swimming pool with a surrounding tiled area is featured, furnished with sun loungers and umbrellas. In the background, a rustic stone building is visible, with a shaded terrace offering additional seating, set against a backdrop of greenery and a bright blue sky.

Villa in Poppi

Villa for 22 people w/private pool

5 out of 5 average rating, 4 reviews

An aerial view captures expansive green fields stretching across the landscape. A tree-lined road divides the fields, leading to a cluster of buildings, including a house with a terracotta roof. Nearby, a serene pool is visible within the property's surroundings.

Apartment in Bibbiena

Cosy small apt, old farm - pool

4.8 out of 5 average rating, 10 reviews

Apartment in Cicogna

Maria Chiara, Pool & Botanical Park

Apartment in Terranuova Bracciolini

5 out of 5 average rating, 4 reviews

Villa Piandarca "Glicine"-Tuscany-Chianti-pool

Farm stay in Montepulciano

4.82 out of 5 average rating, 115 reviews

La Manonera Farmhouse "La Casa Rosa for families"

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Private, pet-friendly home rentals

Home in Civitella in Val di Chiana

A narrow staircase made of stone features wooden handrails along the walls, leading to an open doorway at the top. A rustic wooden bench is positioned against the left wall, with artwork framed above it, adding character to the inviting entryway.

4.93 out of 5 average rating, 45 reviews

Casa Fattore - Tuscan countryside house

4.9 out of 5 average rating, 163 reviews

An open living space features a colorful polka-dotted sofa and a small dining table surrounded by vibrant chairs. The kitchen area is organized with shelves displaying kitchenware and appliances, with a warm wooden ceiling enhancing the cozy atmosphere.

Apartment in Pienza

Back Home - Apartment in Pienza

Vacation home in Greve in Chianti

5 out of 5 average rating, 3 reviews

Robin - Rifugium

4.98 out of 5 average rating, 43 reviews

Farm stay in Bucine

Boggina. Private villa with pool, walk to village

4.91 out of 5 average rating, 107 reviews

A breathtaking panoramic view of rolling hills enveloped in morning mist can be seen at sunrise. Soft pastel hues of orange and blue fill the sky, creating a serene atmosphere. Lush green trees frame the image, enhancing the sense of tranquility.

Condo in San Miniato

Renaissance Residence In San Miniato with a view

4.89 out of 5 average rating, 18 reviews

A spacious bedroom features a comfortable bed with a quilted cover, flanked by windows that provide natural light. A small desk and chair are situated adjacent to one window. Wooden furniture adds a rustic feel to the warm-toned room.

Home in Montefollonico

[15 min da Montepulciano] Villa Chiara

4.76 out of 5 average rating, 29 reviews

A bright bedroom features a spacious bed adorned with natural-toned linens and decorative pillows. A large window allows light to fill the space, showcasing a view of greenery outside. A wooden cabinet and bookshelf are positioned against the wall, enhancing the room's functionality.

Condo in Arezzo

Cozy house in the vineyard -Fogliadalloro-