Pet-friendly holiday rentals in San Gimignano

4.97 out of 5 average rating, 192 reviews

An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.

Home in Simignano

Casa al Gianni - The Simignano Barn

Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

A vibrant square is depicted, featuring medieval buildings with distinct stone facades. Several people are seen walking through the area, with tables and umbrellas set up for outdoor dining. The historical architecture, including tall towers and archways, forms a significant backdrop.

4.95 out of 5 average rating, 116 reviews

San Gimignano Casa Centro Storico

The apartment, located in the heart of the historic center of San Gimignano, overlooks the main square of the Duomo, where the three most important medieval buildings overlook. The Collegiate Cathedral of Santa Maria Assunta, the Old Palazzo del Podestà and the Palazzo del Com The Collegiate Church built in the 12th century, the Palazzo del Popolo from the picturesque courtyard that preserves works of considerable importance. We also see the main tower. winter period the cost of heating is extra

4.96 out of 5 average rating, 255 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.

4.97 out of 5 average rating, 180 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.Parking available in a private garage at a cost of €9.00 per day,6 min walk.

Superhost

Townhouse in Scandicci

4.88 out of 5 average rating, 338 reviews

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

4.85 out of 5 average rating, 101 reviews

A rustic kitchen features a wooden dining table with matching chairs, inviting guests to enjoy meals together. Sunlight filters through an open window with wooden shutters, illuminating the space. The kitchen is equipped with modern appliances integrated into dark cabinetry, blending functionality with traditional charm.

Home in San Gimignano

A stone's throw from the towers

Brand new gem just outside the ancient walls of SAN GIMIGNANO, one of the most beautiful villages in the world and a UNESCO World Heritage site since 1990. Beautifully renovated with high-quality materials to offer a perfect balance of comfort and functionality, making it the ideal choice for those visiting the city for leisure or business. Strategic location to explore some of the most important cities and discover cultural, scenic, and gastronomic itineraries of the wonderful Tuscany!

4.89 out of 5 average rating, 373 reviews

HOUSE OF THE MIDDLE AGES

The entire apartment and the external courtyard are for the exclusive use of the single guest. The apartment has been renovated respecting all the values of the time lived. It is located in the center, surrounded by tall towers. You will have a wonderful outdoor courtyard with views of the towers for your exclusive use for an extraordinary outdoor dinner or enjoy a glass of wine in peace. You will easily find: Restaurants, bars and ice cream parlors. We look forward to seeing you:)

A dining area features a round wooden table surrounded by four wooden chairs. The table is set with bright orange placemats and dishes. A small TV stands in the corner beside a fan, and kitchen cabinets are visible in the background.

4.98 out of 5 average rating, 121 reviews

La Casa di Elio

Located within the walls of San Gimignano, La Casa di Elio is the perfect solution for exploring and getting to know the City of Towers. Apartment suitable for families or couples who want to relax and enjoy the artistic and historical beauties of the medieval town. La Casa di Elio is located in the heart of San Gimignano, a stone's throw from the town's main squares, Piazza Duomo and Piazza della Cisterna, surrounded by the best bars and restaurants. Parking nearby

A serene bedroom is showcased with a queen-size bed neatly covered with a light quilt. A bedside lamp is positioned on a simple nightstand. The room features exposed brick walls, wooden beams, and soft lighting, creating a cozy and tranquil ambiance.

4.79 out of 5 average rating, 165 reviews

Stunning 4 people apt in the center - SanGimignano

Bright apartment completely renewed with 2 bathrooms!! In the heart of the historical center of San Gimignano medieval village. 100% Quiet and safe area with many nice restaurants and shops in the immediate nearby! Fast Wifi always at your free disposal. Ideal for people traveling by transportation or by car too! A payment parking area is less then 5 minute walking. There are also other cheaper parking areas around the village. You can walk everywhere here!

4.94 out of 5 average rating, 200 reviews

The kitchen and dining area is presented with green cabinetry and a white table set for six. A modern black refrigerator complements the space. Light fixtures hang above, and the wooden ceiling beams add warmth. A portion of the wall features decorative artwork.

Home in San Gimignano

Casa Aurora 100m from San Gimignano

JUST RENOVATED (JUNE 2021) located on the first floor of a building about 100 meters from the center. The apartment is equipped with Wifi with fiber, microwave oven, toaster, iron and ironing board, fans, sheets, blankets, towels, hairdryer, shower gel and more. The proximity to the town and the possibility of parking for free, make it very convenient. THE TOURIST TAX OF € 2.50 IS NOT INCLUDED SEE MORE INFORMATION IN THE INFORMATION

Holiday home in San Gimignano

4.96 out of 5 average rating, 138 reviews

La Casa dei Ricordi - car/motorcycle garage at 650m

Welcome to La Casa dei Ricordi, a 17th-century home full of soul: this is where I was born and raised. Today, it opens its doors to offer you an authentic experience. Located in an incredibly quiet and peaceful area, it’s the perfect place to relax just steps away from Piazza del Duomo and Piazza della Cisterna. A charming retreat in the heart of the historic center, where history meets the peace of a true family home.

4.88 out of 5 average rating, 136 reviews

Two rattan chairs are positioned on a lush green lawn, overlooking rolling hills dotted with olive trees. The tranquil scene features views of a medieval town with distinctive towers, under a partly cloudy sky.

Cottage in San Gimignano

Countryside Cottage With View - Le Papere apt

The cottage is part of a charming traditional Tuscan farmhouse, built in stone and situated in one of the most beautiful areas of Tuscany. A lovely garden surrounds the house and has magnificent views of the medieval town with its famous towers. Warm and cozy atmosphere that makes you feel instantly at home. For those who wish to live the experience of the Tuscan countryside as it is lived by the locals.

Popular amenities for San Gimignano pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Barberino Tavarnelle

A cozy living area features a vibrant striped sofa and rustic wooden beams above. Natural light streams through a skylight, illuminating the space, which includes a modern kitchen and a wooden dining table in the background. Decorative plants add a touch of greenery.

4.89 out of 5 average rating, 198 reviews

La Casa di Nada - Suite

4.95 out of 5 average rating, 249 reviews

Home in San Gimignano

My country house:garden, quiet, sun, towers view!

4.93 out of 5 average rating, 201 reviews

The rustic stone house features a facade adorned with climbing greenery, offering a blend of natural beauty and architectural charm. Large wooden doors open onto a welcoming terrace, which is surrounded by greenery, providing a serene outdoor space for relaxation.

Home in Volterra

Collina Power

Home in Colle di Val d'Elsa

A modern kitchen and dining area features a wooden ceiling and a light wooden floor. A dining table with four chairs is positioned near a large window. A counter with kitchen appliances and storage is visible, alongside decorative plants that add a touch of greenery.

4.99 out of 5 average rating, 133 reviews

The House in the Alley – Colle di Val d'Elsa

Home in Barberino Tavarnelle

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, 330 reviews

Casa Al Poggio in Chianti Shire

Superhost

An aerial view captures a rustic countryside villa nestled within lush greenery and olive groves. The structure features a tiled roof and surrounded by trees, with a separate building visible nearby. The serene landscape enhances the sense of privacy and tranquility.

Home in Montespertoli

4.91 out of 5 average rating, 126 reviews

Costalmandorlo, a rustic home in the heart of Tuscany

4.9 out of 5 average rating, 290 reviews

A spacious living area features exposed stone walls and a rustic fireplace with a television positioned nearby. A light-colored sideboard complements the warm tones of the wooden beams above. A dining table with red chairs is set beside large glass doors that open to a green outdoor space.

Home in Poggibonsi

Tuscan Counrtry Detached House. Wi-Fi Free

4.89 out of 5 average rating, 80 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

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 385 reviews

An aerial view reveals the rustic stone farmhouse surrounded by lush greenery and vineyards. The inviting pool is set within a well-maintained garden, complemented by outdoor seating and barbecue areas, offering a peaceful retreat in the heart of the Tuscan countryside.

Apartment in Gavignano

Poggio Massiccioli

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.

4.93 out of 5 average rating, 254 reviews

Manor House - IlVillinoFarmhouse

Superhost

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

4.95 out of 5 average rating, 219 reviews

A Big Dream in a Little Tower.

Villa in Montecatini Val di Cecina

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, 137 reviews

Belforti Tower

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.

4.96 out of 5 average rating, 113 reviews

La Pieve - the house next to the church

Holiday home in Barberino Val d'Elsa

An aerial view of a charming countryside property surrounded by olive trees and greenery. The image showcases a rustic stone building with a tiled roof, complemented by a private pool in the foreground. Well-maintained pathways weave through the landscape, enhancing the tranquil setting.

4.89 out of 5 average rating, 155 reviews

Linearis apt B (4+2) Toscana

4.89 out of 5 average rating, 307 reviews

Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

4.95 out of 5 average rating, 218 reviews

A well-kept garden features neatly trimmed grass and a variety of trees, including tall pines, providing shade and a natural atmosphere. A subtle hammock is visible between two trees, inviting relaxation in the serene outdoor space.

Villa in Montespertoli

Farmhouse in Chianti

Private, pet-friendly home rentals

Holiday home in Poggibonsi

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.

4.94 out of 5 average rating, 204 reviews

Vittoria Chianti Vacations 🍇🍷

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.

4.88 out of 5 average rating, 126 reviews

Suite in Castello di Valle

Apartment in Santo Spirito

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.

4.98 out of 5 average rating, 274 reviews

Wonderful house with garden

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

4.98 out of 5 average rating, 137 reviews

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.

Apartment in Certaldo

House in a medieval tower with a view in Certaldo

4.89 out of 5 average rating, 88 reviews

A spacious private terrace is furnished with outdoor seating arrangements and surrounded by greenery. Pots with plants and flowers accentuate the area. Soft sunlight filters through the trees, creating a serene environment perfect for relaxation.

Condo in San Gimignano

Relax in San Gimigano: Terrace + free Parking.

Historic architecture is prominently displayed in the square, featuring stone buildings with arched doorways and textured walls. A clock is visible near a stone pillar, while people gather in the space, enjoying the atmosphere under a partly cloudy sky.

5.0 out of 5 average rating, 43 reviews

The Penthouse of Dreams

A dining area features a wooden table set with dishes and drinks. The adjacent kitchen includes a counter with seating, while a cozy living space is visible in the background, equipped with a television and plant. Natural light enhances the space.