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Condo holiday rentals in San Gimignano

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Quick stats about condo rentals in San Gimignano

  • Total holiday rentals

    Explore 80 holiday rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano holiday rentals start at $124 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of San Gimignano holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across San Gimignano rentals

  • 4.8 Average rating

    San Gimignano stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated condo rentals in San Gimignano

Guests agree: These condos are highly rated for location, cleanliness and more.

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Guest favourite
A wooden hot tub is positioned against a stone wall, surrounded by lush greenery. Two individuals relax within the tub, illuminated by soft lighting from nearby lanterns, creating a serene evening atmosphere.
Condo in Casole d'Elsa

La Casetta

“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)

4.93 out of 5 average rating, 197 reviews
Guest favourite
A swimming pool is foregrounded with vibrant red roses, offering a striking contrast against the clear blue water. The panoramic view features rolling hills and the medieval towers of San Gimignano in the distance, with sun loungers arranged around the pool area.
Condo in San Gimignano

Adalberto Apartment inside the Manor of Fulignano

In the countryside of San Gimignano, in an ancient fortification dating back to 1000, located on a hill with a panoramic view, rent beautiful apartment circa 60sqm overlooking San Gimignano and the Vernaccia vineyards that surround it. The apartment is located on the ground floor, surrounded by communal gardens and consists of: living / dining room, kitchen, bedroom and bathroom with shower. The apartment was renovated recently, the floors are tiled, the roofs made of chestnut beams. Air conditioning, heating and flat screen TV are available. It is decorated with furniture style '700. In the communal garden which is partly a terrace with cypress and olive trees and partly meadow it is located a swimming pool (seasonal) with stunning views over the countryside and San Gimignano's towers. Inside there is ample shared parking. For the location a car is mandatory, no public transport available.

4.95 out of 5 average rating, 152 reviews
Top Guest favourite
Condo in San Gimignano

Dimora”La Porta Verde”

Monolocale di circa 40 mq vicino al centro storico ,a pochi passi da Porta S.Matteo. Di recente ristrutturazione è dotato di Wi-Fi e climatizzatore. Ingresso nel soggiorno dove troviamo la sala da pranzo e divano/letto. Un mobile separa la zona notte con letto matrimoniale. Cucina con microonde, forno, lavastoviglie e lava-asciuga. Bagno con doccia, servizi ed un piccolo ripostiglio. Possibilità di parcheggio nelle vicinanze. Ideale per famiglie! Molto lieta ed onorata di accogliervi Patrizia

4.91 out of 5 average rating, 127 reviews
Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

5.0 out of 5 average rating, 352 reviews
Guest favourite
A spacious living area combines a dining table with six chairs and a rustic kitchen featuring wooden cabinetry. Natural light enters through multiple windows, highlighting the warm tones of the walls and flooring. Exposed wooden beams add character to the ceiling.
Condo in San Gimignano

Apartment in the historical center

The apartment in the historic center of San Gimignano consists of two large double rooms, one of which also has a single bed, a rustic kitchen in masonry and a beautiful living room with fireplace that will help you magically return back in time. There is also an inner courtyard with water well and red fish. From the windows of the apartment we overlook the piazza of Sant'Agostino with the well in the centre, and on the sides the Churches of St. Augustine and St Peter. a fantastic experience.

4.9 out of 5 average rating, 158 reviews
Guest favourite
A bright and inviting bedroom features a spacious bed adorned with decorative pillows and neatly arranged linens. Nightstands with lamps flank either side, providing soft illumination. A floral artwork enhances the wall above the bed, while a wooden door adds a warm touch to the space.
Condo in Poggibonsi

Gallery Apartment near Chianti

Confortevole e luminoso appartamento in centro di Poggibonsi a 150 mt dalla Clinica Siena Eye Laser e da tutti i servizi necessari. Ampio Parcheggio pubblico adiacente al palazzo. Posizione strategica per raggiungere le città d'arte come Firenze, Siena, San Gimignano, Volterra, Pisa ed i bellissimi borghi del Chianti. Gallery Apartment è dotato di tutti i confort e saprà accogliervi come a casa vostra. Potrete sedervi ai tavolini nelle 2 terrazze e bere un buon chianti o un caffè al mattino.

4.95 out of 5 average rating, 154 reviews
Top Guest favourite
The living area features polished wooden floors and a cozy sofa. A painting is displayed above a brick fireplace, while a television is placed on a small cabinet. A staircase with a wooden handrail leads to the upper level, illuminated by soft wall lights.
Condo in Colle di Val d'Elsa

DorminColle - Appartamento in stile toscano

Appartamento luminoso e spazioso, composto da confortevole camera matrimoniale con tv, condizionatore portatile, con al suo interno bagno completo di doccia e servizi igienici. Terzo posto letto situato in caratteristica area soppalcata con travi in legno dotato di letto. Ampia cucina dotata di lavastoviglie, macchina del caffè, microonde, erogatore acqua filtrata, Salone con tv e divano, sala da pranzo con vista sul Borgo Antico. Parcheggio gratuito a 150 mt visibile dell’appartamento.

4.97 out of 5 average rating, 255 reviews
Top Guest favourite
Condo in Gambassi Terme

Cosy Tuscan Home near Florence & San Gimignano

UN NIDO ACCOGLIENTE dove tradizione e confort moderno s'incontrano. Perfetto per chi desidera rallentare, rilassarsi e vivere la Toscana più autentica, lontano dal caos. Immagina di svegliarti nel cuore di un borgo toscano, affacciarti sulla piazza e iniziare la giornata con la tranquillità e I ritmi locali. L'appartamento completamente ristrutturato e arredato con gusto, si trova nel centro storico di Gambassi Terme, un punto strategico per eslorare le meraviglie della Toscana.

4.99 out of 5 average rating, 131 reviews
Top Guest favourite
A bright bedroom features a spacious bed with a patterned quilt and decorative pillows. Natural light enters through windows, which are adorned with soft curtains. A comfortable armchair sits in one corner next to a bedside table, and a folding stool is positioned at the foot of the bed.
Condo in Volterra

FREE Parking - with awesome view

You will be staying in an apartment suitable for travelers from all over the world. Located in a strategic position just below the walls, it is just a few meters away from one of the major points of interest in the city (Porta all'arco) and about 400 meters from Piazza dei Priori. You will also find 3 supermarkets nearby. The apartment offers a beautiful view of the surrounding countryside, with the sea visible on the horizon, which is approximately 50 km away from Volterra.

4.96 out of 5 average rating, 100 reviews
Top Guest favourite
A historical square is depicted, featuring a tall stone tower and an ancient church with a circular window. Steps lead up to the church entrance, surrounded by visitors enjoying the open space. Blue sky provides a bright backdrop to the scene.
Condo in San Gimignano

Cozy Apt with Amazing View of the Duomo

Super central 40sqm apartment located right in the main Piazza of San Gimignano, overlooking the Duomo. Great location in the vibrant heart of the town with all services at your doorstep: chemist, cafés, restaurants, groceries, museums, tourist information office.. Walking out through Porta San Giovanni you'll find the Coop supermarket and the bus stop to Poggibonsi railway station (12km away). Car parks are also located outside the city walls just a few minutes' walk away.

4.96 out of 5 average rating, 350 reviews
Top Guest favourite
A terrace scene offers comfortable seating with plush chairs adorned with green tropical cushions. A coffee table sits at the center, accompanied by a lantern. In the background, a panoramic view of Florence's skyline, featuring historic landmarks and rolling hills, can be seen.
Condo in Florence

The View of Sangiorgio

In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb

4.99 out of 5 average rating, 332 reviews
Top Guest favourite
A modern kitchen area is featured with wooden beams overhead and a large window offering views. Kitchen appliances include a stovetop, microwave, and coffee maker. A dining table with four chairs is positioned beside the window, enhancing the space's functionality.
Condo in San Gimignano

Roberta apartment 100 m from San Gimignano

The apartment was renovated in 2018 with excellent quality finishes, located on the first floor of a building which is located about 100 meters from the walls of San Gimignano. The Roberta apartment has 1 large bedroom, kitchen and a large bathroom where there is a washer-dryer and is equipped with 2 TVs. The apartment is equipped with WiFi. THE TOURIST TAX OF € 2.50 IS NOT INCLUDED SEE MORE INFORMATION IN THE INFORMATION

4.97 out of 5 average rating, 132 reviews

Popular amenities for San Gimignano condo rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Guest favourite
Condo in San Gimignano

Scenic Stilish Country

4.88 out of 5 average rating, 138 reviews
Guest favourite
A sweeping view of lush vineyards stretches across gentle hills, blanketed in morning mist. Soft hues of gold and green are present, with a clear sky above. The serene landscape conveys a sense of tranquility and natural beauty.
Condo in San Miniato

Renaissance Residence In San Miniato with a view

4.93 out of 5 average rating, 190 reviews
Top Guest favourite
A dining table is set with elegant glassware and dinnerware, positioned on a terrace. The view reveals the skyline of Florence, with its historic buildings and rolling hills in the background. Greenery frames the scene, enhancing the outdoor dining experience.
Condo in Santo Spirito

Florentine Penthouse with Panoramic Terrace

5.0 out of 5 average rating, 117 reviews
Guest favourite
A lush garden surrounds the farmhouse, featuring a winding brick pathway lined with vibrant greenery and colorful flowers. Mature trees provide shade, and a variety of plants contribute to a serene atmosphere, enhancing the natural beauty of the outdoors.
Condo in Strada In Chianti

Chianti Apartment in 12th Century Tuscan farmhouse

4.95 out of 5 average rating, 422 reviews
Guest favourite
A wooden dining table is centered in the room, surrounded by four chairs. A vase of sunflowers adds a touch of color. A shelf with clear glass doors displays kitchen appliances and tableware. A TV is visible in the background, alongside a framed artwork.
Condo in Volterra

Appartamento Piazzetta N20

4.89 out of 5 average rating, 521 reviews
Top Guest favourite
A well-equipped kitchen is presented, featuring wooden cabinets and a modern stove. A dining table with colorful floral patterns is set for two. Large windows allow natural light to fill the space, while a small plant adds a touch of greenery.
Condo in Poggibonsi

Casa Amaryllis

4.98 out of 5 average rating, 290 reviews
Top Guest favourite
A scenic view captures a rustic stone house set amid rolling hills and olive trees. The expansive landscape features golden fields and lush green foliage, with a winding path leading to the home. The sky is clear, enhancing the serene countryside atmosphere.
Condo in Asciano

Giallo Romantico appartamento nelle crete senesi

4.97 out of 5 average rating, 441 reviews
Guest favourite
The exterior of a two-story, Tuscan-style apartment is visible, featuring light-colored walls and traditional wooden shutters. A welcoming staircase leads to a balcony adorned with potted plants, providing access to the upper level. Greenery surrounds the entrance, adding to the tranquil ambiance.
Condo in Gambassi Terme

A View Over Tuscany's Countryside

4.88 out of 5 average rating, 266 reviews

Pet-friendly condo rentals

Top Guest favourite
Condo in San Marco

splendido appartamento con vista in centro storico

5.0 out of 5 average rating, 105 reviews
Top Guest favourite
A dining area is visible, featuring a round table with a fruit bowl containing pears, an orange, and a decorative plant with pink flowers. A vintage lamp stands on a side table, while patterned tiles adorn the walls, creating an inviting atmosphere.
Condo in Colle di Val d'Elsa

Sotto la torre di Arnolfo

4.92 out of 5 average rating, 274 reviews
Guest favourite
A wooden dining table is positioned on a shaded patio, featuring a decorative pine cone sculpture at its center. Surrounding greenery includes blooming flowers, with distant hills visible in the background, creating a peaceful outdoor setting ideal for al fresco dining.
Condo in Scandicci

Florentine Hills "Le Scalette"

4.94 out of 5 average rating, 162 reviews
Top Guest favourite
A living area features two inviting chairs and a round table, illuminated by natural light from a large window. Colorful artworks adorn the walls, while a bookshelf displays various items. A view of the Duomo can be seen through the window, enhancing the space's charm.
Condo in Centro

Asso's Place, Luxury Apartment with stunning view

4.99 out of 5 average rating, 145 reviews
Guest favourite
A shaded outdoor terrace features a rustic wooden table set with wine glasses and a bottle of Chianti, accompanied by a plate of snacks. Lush greenery and tall trees are visible in the background, contributing to a serene countryside view.
Condo in Castellina in Chianti

Relax Tra Le Vigne Del Chianti-IlVillinoFarmhouse

4.81 out of 5 average rating, 366 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.
Condo in Siena

Palazzo del Taja-in pieno centro con idromassaggio

4.99 out of 5 average rating, 254 reviews
Top Guest favourite
The image captures a historic castle-like structure illuminated by evening light. Towering turrets with decorative details are visible alongside arched windows. A dome from a nearby building can be seen in the background, contrasting with the sturdy stonework of the castle.
Condo in Centro

Roof-top Anguillara: Duomo e Bargello View

4.98 out of 5 average rating, 108 reviews
Top Guest favourite
A cozy library space is furnished with comfortable sofas and a central coffee table. Bookshelves filled with various art books line the walls, while a large window allows natural light to brighten the room. A door leads to the terrace, inviting relaxation.
Condo in Centro

Enjoy Historic Veranda In The Heart Of Florence

4.92 out of 5 average rating, 336 reviews

Condo rentals with a pool

Top Guest favourite
A serene outdoor area features a clear swimming pool surrounded by lush green grass and vibrant planters filled with colorful flowers. Stone steps lead down from the terrace, providing access to the inviting garden space and stunning views of the rolling hills.
Condo in Morrona

Casa Luna-Splendida vista piscina e natura toscana

4.97 out of 5 average rating, 151 reviews
Guest favourite
The exterior of the apartment features a spacious garden with a wooden deck and an elevated pool. A stone pathway leads to the entrance. The structure is surrounded by lush greenery and traditional Tuscan buildings, creating a serene environment.
Condo in Castiglioni

[Ninfea] Ancient House in Tuscany

4.92 out of 5 average rating, 121 reviews
Guest favourite
A clear view of a swimming pool is presented, surrounded by a well-maintained grassy area. Sun loungers are positioned near the pool, with umbrellas providing shade. In the background, a building is visible, set among trees and shrubs, enhancing the serene landscape.
Condo in Certaldo

Tenuta di Pomine Certaldo (Fi) Appartamento Edera

4.85 out of 5 average rating, 110 reviews
Superhost
An open space studio with a dining area is visible, featuring a table set for a meal. Above, a loft area houses a spacious bed, while wooden stairs lead to it. Natural light enters through windows, highlighting the rustic decor and inviting ambiance.
Condo in Fiesole

Poggiolieto Studio - on hills 10' from city center

4.85 out of 5 average rating, 214 reviews
Top Guest favourite
A sunny pool area is surrounded by lush greenery, featuring a rectangular swimming pool with a sunlit patio. Several green and white umbrellas provide shade over lounge chairs, inviting guests to relax in the outdoor space.
Condo in Casole d'Elsa

Manuela appartamento con piscina in agriturismo

4.97 out of 5 average rating, 119 reviews
Top Guest favourite
A vintage-styled kitchen and dining area feature a small wooden table with colorful chairs, accompanied by a bicycle and a wall-mounted television. Kitchen appliances include a microwave and a minimalist cabinetry design. Natural light filters through a balcony door, opening to a garden view.
Condo in Scandicci

Residenza Vintage con Piscina nel Chianti

4.96 out of 5 average rating, 149 reviews
Guest favourite
A private pool is surrounded by a sun terrace featuring several loungers and a shade umbrella. The stone villa is set against a backdrop of green trees and blue skies, creating a serene atmosphere for relaxation.
Condo in Sesto Fiorentino

Ginestra: Private Pool Overlooking Florence

4.95 out of 5 average rating, 117 reviews
Guest favourite
The image depicts a tranquil pool area surrounded by vibrant blooming flowers in pink shades. Poolside loungers are positioned beside an umbrella, with olive trees and green landscaping visible in the background, creating a serene outdoor space.
Condo in Poggibonsi

PODERE VAL DI GALLO CHIANTI SIENA

4.74 out of 5 average rating, 278 reviews

When is the best time to visit San Gimignano?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$207 NZD$202 NZD$202 NZD$217 NZD$221 NZD$205 NZD$255 NZD$246 NZD$256 NZD$221 NZD$203 NZD$202 NZD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°C

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