Apartment holiday rentals in San Gimignano

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, 114 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

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4.96 out of 5 average rating, 253 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

LocationFamilyLong stay

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, 172 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.

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A bright and spacious living room features a large marble coffee table and a pair of elegant chaise lounges. A striking painting hangs above a contemporary white sofa adorned with colorful cushions. Antique furnishings and a patterned rug enhance the room's sophisticated ambiance.

4.94 out of 5 average rating, 363 reviews

Museum Suite - Luxurious unit with a River View -

After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

FamilyLocationQuiet

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.

4.97 out of 5 average rating, 112 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

LocationFamilyParking

A bright living area features a light wooden dining table surrounded by four white chairs. A dark blue sofa is positioned against the wall, and two windows allow natural light to enhance the space. The view outside includes hints of greenery.

5 out of 5 average rating, 152 reviews

The Tuscan Dream-modern in the center of San Gimignano

The Tuscan Dream, an exclusive apartment in the historic center of San Gimignano! This 100 m² apartment, located a few steps from the famous medieval towers, is the ideal base for exploring the UNESCO heritage village. The apartment has large bright spaces, a fully equipped kitchen, a living room with panoramic views of the Tuscan hills, two elegant bedrooms and two spacious bathrooms. Enjoy a spectacular view and relax at sunset with a good glass of local wine.

LocationFamilyLaundry

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, 164 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!

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Apartment in Castelnuovo Berardenga

A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.

4.94 out of 5 average rating, 179 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

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A wooden table set on a small balcony is adorned with two glasses of water and a striped table runner. In the background, a view of ancient towers is visible against a partly cloudy sky, framed by greenery and flowers.

4.95 out of 5 average rating, 186 reviews

Rina's Balcony overlooking San Gimignano

Apartment built in the early '900, with a romantic balcony projected towards the towers! Completely renovated, furnished with the maximum comfort criteria, to accommodate 2/4 persons. Double bedroom, bathroom with shower, kitchen with dishwasher, induction hob, small electric oven, toaster, coffee maker. Living room with satellite TV, sofa bed. Quiet location, close to the Bagnaia parking, just outside the walls of the center, really comfortable!

FamilyValueOutdoor spaces

A tranquil landscape is captured at sunrise, with the sun rising above a misty valley. Soft golden light filters through layered clouds, illuminating the distant hills. The scene conveys a sense of peace and natural beauty, set against a backdrop of serene fog.

4.93 out of 5 average rating, 127 reviews

Apartment with panoramic garden in San Gimignano

Located close to the walls of San Gimignano, the apartment is surrounded by nature with every desirable comfort and an amazing panoramic view. The apartment consists of 1 kitchen, 1 double bedroom, 1 living-dining room, panoramic garden and reserved parking next to the house. - 2 minutes' walk from the city center, surrounded by nature - panoramic view - every desirable comfort -private parking - 1 kitchen, 1 bedroom, 1 bathroom, 2 living rooms

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A glass-top desk is shown, adorned with a vintage-style clock turned forward, complemented by a sleek, gold-colored lamp. A small decorative figure is visible beside the lamp, enhancing the overall aesthetic of the workspace.

4.91 out of 5 average rating, 135 reviews

Casa Simonetta

Located 800m walk from the old town of San Gimignano. CASA SIMONETTA is a newly restored apartment. It offers tourists 2 private parking spaces within the property, the possibility of a covered parking, locked in the case of tourists with bicycles, free Wi-Fi, a 24-hour front desk. The apartment offers 4 large bedrooms, 3 of which are double and 1 single with a French bed. A kitchen equipped with a large fridge and oven. Plus a washing machine.

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5 out of 5 average rating, 126 reviews

A cozy living room features two reclined leather chairs and a wooden table, complemented by a decorative rug. A rustic fireplace is positioned against a wall, and framed artworks adorn the space. Natural light streams through two wooden windows, enhancing the warm ambiance.

Apartment in Poggibonsi

Villa Mocarello "IL LECCIO"

This romantic apartment is located on the second floor of a 19th century Leopoldinian Villa. The independent entrance can be reached walking through the lush garden surrounding the house. The Villa is located in a strategic position in the middle of Tuscany, close to Florence, Siena and San Gimignano. the bus station is about ten minutes on foot, the train station about fifteen minutes,

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Popular amenities for San Gimignano apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A dining area features a round wooden table surrounded by white chairs, with glasses and a bottle set upon it. Large open windows frame a view of the Ponte Vecchio and the Arno River, allowing natural light to brighten the space.

5 out of 5 average rating, 373 reviews

[Ponte Vecchio] Charm and Awesome view of Florence

LocationFamilyDecor

4.97 out of 5 average rating, 281 reviews

A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.

Apartment in Carmignano

Giglio Blu Charming Loft

LocationFamilyIndoor spaces

Apartment in Monteroni d'Arbia

An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.

4.94 out of 5 average rating, 280 reviews

"Red Rose" apartment with view of Siena.

ValueFamilyBarbecue

4.95 out of 5 average rating, 153 reviews

A softly lit living area is presented, featuring a plush sofa adorned with orange and patterned cushions. A round coffee table displays an assortment of fruits, and a floor lamp stands beside a decorative wall mirror. Natural light filters through a window with white drapes.

Apartment in Lucca

Casa Clarabella

LocationValueCleanliness

Apartment in Castiglioncello del Trinoro

The image captures a charming stone exterior framed by blooming flowers and greenery. A doorway with a blue grille leads into a historic building, while the gravel pathway invites exploration. Soft evening light enhances the warm tones of the stone walls.

5 out of 5 average rating, 358 reviews

Stunning Tuscan apartment in 14 Century Palazzo

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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 out of 5 average rating, 40 reviews

The Penthouse of Dreams

LocationValueAccess

4.97 out of 5 average rating, 271 reviews

A scenic view of the surrounding countryside presents rolling hills and lush vineyards. Colorful flowers and greenery frame the pathway leading towards the entrance, under a partly cloudy sky that allows for ample sunlight.

Apartment in Poggibonsi

OLIVE TREE APARTMENT - CHIANTI

LocationValueBarbecue

Superhost

The luxurious bedroom features a stunning ceiling adorned with a captivating fresco. A spacious bed is placed in the center, accompanied by a state-of-the-art TV nearby. A hydromassage tub situated at the foot of the bed complements the elegant decor, with soft lighting and decorative elements enhancing the ambiance.

Apartment in Florence

4.91 out of 5 average rating, 608 reviews

House of Delights - The Medici private leisure house

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Private apartment rentals

A corner of the apartment showcases a wooden chair next to a bedside table adorned with a stylish lamp. A window is open, revealing a view of the historic towers of San Gimignano and the surrounding architecture. Warm light fills the space, enhancing its inviting atmosphere.

4.96 out of 5 average rating, 27 reviews

Elia Apartment with view on the historic Towers

LocationGetting aroundSleep quality

An outdoor seating area is framed by a pergola, offering a table surrounded by green chairs. Lush foliage and trees provide a natural backdrop, with a paved stone floor enhancing the space. The tranquil setting is ideal for relaxation and enjoying nature.

4.97 out of 5 average rating, 34 reviews

Large apartment for couples or families

LocationFamilyHospitality

A bedroom is highlighted by a spacious bed with decorative pillows and a patterned accent wall. A small dining table and chair are present near the window, which allows natural light to filter in, illuminating the room's warm wooden flooring and inviting decor.

4.97 out of 5 average rating, 35 reviews

Charming Retreat in the Heart of San Gimignano.

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An inviting outdoor patio is displayed, featuring a wooden table adorned with a vase of tulips and a glass of juice. Colorful fruits are arranged on the table, while relaxing seating and lush greenery frame the entrance leading to the exterior space.

4.84 out of 5 average rating, 19 reviews

Design Apartment in Historic Building + Free Park

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4.93 out of 5 average rating, 29 reviews

Terrace overlooking the vineyards

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4.96 out of 5 average rating, 52 reviews

The image captures a spacious outdoor area featuring a large swimming pool surrounded by a well-maintained garden. The pool is enclosed by a wooden fence, with lounge chairs and colorful play equipment visible. Lush greenery and scattered trees enhance the tranquil countryside setting.

Apartment in Certaldo

Apartment in Villa/Agriturismo with swimming pool

FamilyLocationAir conditioning

5 out of 5 average rating, 54 reviews

A serene terrace space is presented, featuring a round glass table surrounded by white iron chairs. Greenery and blooming flowers are placed in terracotta pots, complemented by a trellis above providing shade. A charming view of terracotta rooftops and clear blue sky is visible in the background.

Apartment in Pienza

Live Like a Local & Private Concierge Service

ValueLocationGetting around

4.99 out of 5 average rating, 167 reviews

A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.

Apartment in San Miniato

San Miniato - Panoramic terrace in the historic center

LocationValueWi-Fi

Apartment rentals with a hot tub

4.96 out of 5 average rating, 118 reviews

A modern kitchen area is featured, complete with sleek cabinets and a dining table for four. A Smart TV with Netflix is positioned in the corner, while large windows provide natural light. The marble floor adds an elegant touch to the space.

Apartment in Rifredi

Iris apartment [5 min downtown] Suite with Jacuzzi

FamilyLocationWalkability

A spacious living area features a white leather sofa, a large ottoman, and a decorative chandelier. Exposed stone walls and wooden floors create a warm ambiance. Natural light filters in through two open windows, complemented by a large flat-screen television and decorative shelves.

4.85 out of 5 average rating, 147 reviews

Executive Apartment City Center

FamilyValueHospitality

4.82 out of 5 average rating, 152 reviews

An expansive terrace features a large table surrounded by black chairs, offering a panoramic view of the city. Bright green lounge chairs provide a spot for relaxation. Decorative tiles enhance the visual appeal against a backdrop of historic architecture and blue skies.

Apartment in Florence

At the top faboulous terrace Florence

FamilyLocationLayout

4.97 out of 5 average rating, 413 reviews

A bright living area features large windows with soft curtains, allowing natural light to fill the space. A light-colored sofa is positioned against a wall, complemented by wooden chairs and a small dining table. A decorative shelf adds a touch of character to the room.

Apartment in Gavinana

Suite Michelangelo with Terrace

FamilyLocationCheck-in

4.82 out of 5 average rating, 480 reviews

Apartment in Florence

Nadja's Home with hot tub - perfect for couples

ValueFamilyAccuracy

4.98 out of 5 average rating, 108 reviews

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

FamilyLocationComfort

4.91 out of 5 average rating, 141 reviews

A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.

Apartment in Siena

Villa'Colombaiolo di Marciano', 28

FamilyLocationCleanliness

A modern living area features a corner sofa in light tones, paired with a glass coffee table. A chandelier hangs from the ceiling, and large windows allow ample natural light. In the background, a sleek kitchen and dining area are visible, enhancing the space's contemporary feel.