Pet-friendly holiday rentals in Certaldo

4.96 out of 5 average rating, 241 reviews

Casa Irene

Casa Irene is a delightful Tuscan-style apartment, located on the second and top floor of a building just a 5-minute walk from the center, 50 meters to Porta San Matteo and another 50 meters to Via Francigena. Given the secluded location, it is easily reached by car to park in the immediate free parking. The apartment equipped with WiFi and air conditioning is divided into an open space living room/kitchen, bedroom and bathroom with shower and a large terrace overlooking the walls of San Gimignano

The image showcases a view of the Torre del Diavolo framed by lush greenery. Two bottles of wine are positioned in the foreground, enhancing the peaceful garden setting. Historic buildings with textured stone facades are visible, complementing the charming medieval atmosphere.

4.98 out of 5 average rating, 153 reviews

Apartment at ground floor with garden

A refined and very central setting, between Piazza della Cisterna and Piazza del Duomo. The house has the rare value of combining a comfortable ground floor, with independent entrance, to a stunning view of the famous Devil's tower.The exclusive garden, equipped to dine outdoors, read or stay between flowers and towers, is an extraordinary oasis of peace and silence, just around the corner of the two lively main squares.Possibility of parking in a private box for a fee at a cost of €8.00 x day.

4.95 out of 5 average rating, 182 reviews

An aerial view captures a charming Tuscan farmhouse nestled within lush green vineyards and rolling hills. The property features a rustic stone exterior and a terracotta roof, complemented by surrounding greenery and a clear blue sky.

Holiday home

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

4.96 out of 5 average rating, 165 reviews

The jacuzzi is featured outdoors, illuminated with blue lights, creating a calming atmosphere at night. The surrounding stone walls provide privacy, and a dining table can be seen nearby. Steam rises, indicating the water is warm and inviting.

Cottage

Il Fienile, Cottage in the country with Jacuzzi

Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Rooms sanitized by health protocols. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver

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.

4.91 out of 5 average rating, 236 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.

4.96 out of 5 average rating, 314 reviews

Casa Al Poggio & Chianti view

Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

4.9 out of 5 average rating, 216 reviews

A spacious living area features a light-colored sofa with a decorative throw, complemented by wooden beams overhead. The open kitchen with modern appliances is visible in the background, alongside large windows that provide natural light and a view of the exterior.

Holiday home in Peccioli

Michelangelo: entire space in the heart of Tuscany

Come and take a vacation at our beautiful apartment in Peccioli, Tuscany! Enjoy a renovated space, beautifully decorated, with new appliances and furniture, Air conditioner in all spaces, high-speed internet, and all you need to enjoy your time in Italy. Peccioli is a gem in the heart of Tuscany, near all the big cities and touristic attractions.

Superhost

A charming dining area is illuminated by natural light streaming through large glass doors. A round wooden table is set with a book and tea service, while a patio with seating and an umbrella is visible outside, surrounded by lush greenery.

4.9 out of 5 average rating, 141 reviews

Paluffo Stillo House

Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.

An aerial view captures the medieval village of Certaldo, featuring terracotta rooftops and winding streets. The lush greenery surrounding the village adds a natural touch, while historic buildings stand prominently, showcasing varied architectural styles. The placement of the highlighted property is evident within the quaint atmosphere.

4.98 out of 5 average rating, 125 reviews

House in a medieval tower with a view in Certaldo

Vacation home located in the heart of the medieval village of Certaldo. Second floor apartment without elevator consisting of kitchen with dining room, bedroom with plasma TV and terrace, bathroom with shower, bedroom with sofa bed, relaxation area and panoramic view. Large garden with barbecue! Sleeps 4. Free Wi-Fi!!!

The living room features high ceilings adorned with intricate decorations and a large chandelier. Two tall windows allow natural light to illuminate a dining table surrounded by chairs. A marble fireplace is positioned against a richly textured wall, complemented by vintage furnishings and artwork.

4.95 out of 5 average rating, 105 reviews

Historical mansion in Florence with garden

It's on the first floor and it's the old noble flat. It looks on the house garden and it's decorated with paintings and furnishings of the 19th century. A hallway connects the large living room, the two bedrooms, the kitchen and the two bathrooms. beautiful Italian garden accessible to all guests of the building.

Superhost

A warm and inviting fireplace is surrounded by various decorative elements, including potted plants and wall art. Baskets filled with logs are neatly arranged, enhancing the cozy ambiance. Natural light enters through nearby windows, creating a bright and comfortable space.

4.89 out of 5 average rating, 177 reviews

Nada Home

My house is immersed in the Tuscan countryside among olive trees and vineyards in the heart of Chianti, wonderful views, relaxation, I offer cooking schools and exclusive dinners, my garden can be the perfect setting for a wonderful candlelit dinner prepared exclusively for my guests 🤗

A serene pool area is featured, surrounded by well-maintained greenery. Several lounge chairs are positioned along the pool's edge, inviting relaxation. The sky is clear and blue, complementing the tranquil setting of the property.

4.94 out of 5 average rating, 164 reviews

Podere Guidi

Apartment in a panoramic villa between Florence and Siena in the heart of the Chianti region in a charming village. The swimming pool is open from 1 May to 30 September, from 9 am to 1 pm, with exclusive use for guests during these hours. For different needs, ask the host.

Popular amenities for Certaldo pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A serene outdoor area features a swimming pool surrounded by lush greenery and olive trees. Sun loungers are positioned on the wooden deck beside the pool, while a covered seating area provides shade. Scenic hills and a distant villa are visible in the background.

4.92 out of 5 average rating, 147 reviews

dependance in villa Toscana

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.

4.99 out of 5 average rating, 192 reviews

Love in Chianti

A shaded outdoor dining area features a large table surrounded by several chairs, nestled under a pergola with lush greenery. The shared swimming pool glistens in the background, framed by terracotta tiles and scenic views of the Tuscan landscape.

4.92 out of 5 average rating, 144 reviews

Private villa/swimming pool in Tuscany

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.

4.99 out of 5 average rating, 172 reviews

Tuscany .Countryhouse on the Florence's hills

A decorative wall shelf is embedded in a stone wall, featuring a small potted plant and a light fixture above. Below the plant, a set of wine glasses is arranged on a glass surface, adding a touch of elegance to the rustic backdrop.

4.96 out of 5 average rating, 267 reviews

House for the Coast

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.

4.95 out of 5 average rating, 103 reviews

The charming cottage in Tuscany with breathtaking views

A shaded outdoor terrace features a wooden pergola draped with green vines. A round table is set with a potted plant at its center, surrounded by several chairs. Stone paths lead to the entrance of the house, framed by blooming flowerbeds.

4.97 out of 5 average rating, 190 reviews

Secret Garden Siena

A sunlit outdoor area is highlighted by wooden furniture and terracotta pots filled with blooming flowers. Surrounding olive trees create a serene atmosphere, while the warm light of the setting sun casts gentle shadows, contributing to a tranquil setting for relaxation.

4.96 out of 5 average rating, 138 reviews

Old Barn very close to Florence

Pet-friendly home rentals with a pool

Aerial view of Podere degli Olivi, showcasing a rustic building surrounded by lush olive groves and cypress trees. A tranquil swimming pool is visible in the foreground, and the medieval towers of San Gimignano rise in the background against a clear blue sky.

4.88 out of 5 average rating, 168 reviews

Apartment Melogranowith great views

A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.

4.99 out of 5 average rating, 129 reviews

Belforti Tower

A heated mini hydro-massage pool is surrounded by greenery, featuring subtle chromotherapy lighting in shades of purple. In the background, a rustic farmhouse is set against a serene twilight sky, with tall cypress trees lining the space.

4.98 out of 5 average rating, 111 reviews

San Giovanni in Poggio, villa Meriggio 95mq

An aerial view of a beautiful countryside property is shown, featuring a stone farmhouse surrounded by lush greenery, gardens, and vineyards. A shared swimming pool is visible, along with outdoor seating areas and well-maintained landscaping that highlights the tranquil rural setting.

4.91 out of 5 average rating, 325 reviews

holidays with swimming pool in Tuscany

A dining table is set under the shade of lush trees, featuring a bottle of wine and glasses. The surrounding garden is filled with tall cypress trees and vibrant greenery, creating a serene atmosphere for outdoor dining.

4.78 out of 5 average rating, 163 reviews

Sperone: two floors apartment with pool

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.

4.96 out of 5 average rating, 103 reviews

La Pieve - the house next to the church

The exterior view of a rustic stone building is showcased, featuring large windows and a welcoming entrance. A gravel pathway leads to the door, with terracotta pots and greenery strategically placed around the entryway, providing an inviting atmosphere in a serene environment.

4.95 out of 5 average rating, 120 reviews

Paradise in Chianti

A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.

4.98 out of 5 average rating, 113 reviews

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Private, pet-friendly home rentals

4.88 out of 5 average rating, 312 reviews

A spacious living area features large arched windows offering panoramic views of the Tuscan hills. A black leather sofa and a rocking chair are arranged around a decorative coffee table, with a subtle light from a chandelier above. A fireplace adds warmth to the serene space.

Townhouse

Florence Country Side: Giogoli a place to be!

4.96 out of 5 average rating, 71 reviews

A spacious bedroom is highlighted by a large white bed with soft, neutral bedding. Nightstands are positioned on either side, each featuring a lamp and decorative items. Natural light filters through a window dressed in dark curtains, creating a calm and relaxing ambiance.

Apartment

Lovely 3 bedroom apart. in Certaldo's main square

The pool area is softly illuminated by garden lights, creating a serene atmosphere in the evening. Surrounding olive trees and tall cypress trees provide a natural backdrop, while blooming flowers add a touch of color. The pool's turquoise water invites relaxation.

5 out of 5 average rating, 14 reviews

Casa La Selva

A spacious living area features a comfortable sofa with accent pillows, positioned in front of a large television. An accessible kitchenette and dining area can be seen in the background, while a patterned area rug adds texture to the floor. The room is illuminated by natural light from an unseen source.

4.96 out of 5 average rating, 110 reviews

"LA BADESSA" APARTMENT

5 out of 5 average rating, 37 reviews

To be happy in Tuscany with comfort & view!

Two sun loungers are positioned on a well-maintained green lawn under a white umbrella. In the background, a stone building is visible, accompanied by potted plants and trees, creating a serene outdoor space.

4.94 out of 5 average rating, 104 reviews

Il Tinaio Suite. A former cellar

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.

4.98 out of 5 average rating, 118 reviews

La Dimora del Luca

A light-filled living area features curved ceilings and large arched windows opening to a garden. A comfortable armchair and a striped sofa are arranged around a neutral coffee table. Bookshelves line the walls, displaying an assortment of decorative items and books.