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Apartment holiday rentals in San Gimignano

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Top-rated apartment rentals in San Gimignano

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Guest favourite
Flat
4.96 out of 5 average rating, 244 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

Top guest favourite
An elegant dining area is illuminated by a large chandelier featuring translucent orbs. The spacious terrace offers a panoramic view, adorned with plants and outdoor furniture. Large windows allow natural light to fill the room, creating a bright and airy atmosphere.
Flat
4.96 out of 5 average rating, 241 reviews

lux topfloor apt | private patio | great city view

Penthouse with stunning 360° view on Florence and hills, large pvt terrace w/tables, chairs and plants. Furnished w/particular taste, custom pieces, design and value in elegant, quiet and not too touristy area. Less 10 min walk to the beginning of centre and pedestrian area and other 10/15 to main monuments; 3 min from Campo di Marte train station connected to SMN in 5 min w/frequent trains. Bus stops close to the apt. Can be reached w/car, possibility of prkg in the streets around the building.

Top guest favourite
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.
Flat
4.98 out of 5 average rating, 156 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 € 9.00 x day.

Top guest favourite
A dining table is set on a terrace, overlooking the historic Ponte Vecchio. Glasses are arranged beside a bottle of sparkling wine, with snacks presented in small bowls. The scene captures the charm of Florence's architecture in the background, enhancing the dining experience.
Flat
4.96 out of 5 average rating, 114 reviews

"Terrace on Ponte Vecchio" Dream View

Scegliere suite Terrace on Ponte Vecchio significa regalarsi un’esperienza che pochi possono dire di aver vissuto davvero. Che tu stia cercando una fuga romantica, un viaggio nel cuore dell’arte o semplicemente il meglio che Firenze possa offrire, questo appartamento è la scelta ideale, regalati un esperienza di Unico Valore. Sarai circondato dalla bellezza della città, in un ambiente elegante e perfettamente curato. Inquadra ora il QR code nella sezione foto e vivrai un emozione unica in SJ

Superhost
A tranquil pool area is surrounded by lush greenery, featuring a clear blue swimming pool with a light stone border. Three lounge chairs are positioned by the poolside, inviting relaxation while enjoying the serene landscape.
Flat
4.88 out of 5 average rating, 179 reviews

Tuscan relax appartment with private pool

Beautiful apartment set in the countryside, surrounded by olive groves and vineyards — perfect for nature lovers and scenic walks. Ideally located with easy access to Florence, Pisa, Lucca, Siena, San Gimignano and the coast. The pool is reserved exclusively for guests and our family, ensuring peace and privacy. Nearby you’ll find a small bar/grocery shop, traditional restaurants, and local farms offering wine, olive oil, and cheese. Perfect for experiencing nature, culture, and Tuscan charm.

Top guest favourite
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.
Flat
4.97 out of 5 average rating, 254 reviews

Giglio Blu Charming Loft

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Top guest favourite
Aerial view of the agriturismo Santa Lucia, showcasing well-maintained grounds surrounded by lush greenery and neatly lined cypress trees. A shared swimming pool is visible at the center, complementing the rustic charm of the old farmhouse and the rolling hills in the background.
Flat
4.94 out of 5 average rating, 141 reviews

Loggiato 2 Apartment in Tuscany with pool

The Loggiato 2 apartment for 2 people is located in the Santa Lucia farmhouse (THE FARMHOUSE IS DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is a two-room apartment located on the first floor with a private table in front of the windows of the entrance loggia. There is a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen and television. The apartment has air conditioning in the room (for a fee).

Top guest favourite
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.
Flat
5 out of 5 average rating, 117 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.

Guest favourite
An outdoor pool is surrounded by stone tiles and various loungers, with umbrellas set at intervals for shade. Soft lighting illuminates the pool area, creating a serene evening ambiance amidst olive trees and nearby landscaping.
Flat
4.9 out of 5 average rating, 154 reviews

Countryhouse 9 km to Florence-2+1,free park, wine

Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking Small organic farm producing our own wine Chianti Classico and extra olive oil 1 hour driving to the most important city of Tuscany :Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us) possibility to make self check in; security distance in pool.

Top guest favourite
A dining area is visible, featuring a glass table surrounded by four metal chairs. Large windows with decorative grilles offer natural light and views of terracotta rooftops. A radiator is positioned along the wall, complementing the minimalist decor.
Flat
4.8 out of 5 average rating, 205 reviews

Flat with large roof terrace with Duomo view

Spacious and recently restored, light-filled 2 bedroom apartment with large roof terrace offering incredible view of the Duomo. Located in the heart of Florence, very close to the Duomo and just 10 mins from the station. The Apartment has an open sitting room with design furniture, sofa, TV, dining table & air-con. Two bedrooms, one with large double bed & balcony and one with 140cm double. 2-hob kitchenette, coffee machine, kettle and all utensils.

Top guest favourite
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.
Flat
4.95 out of 5 average rating, 179 reviews

Il Balcone di Rina su 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!

Top guest favourite
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.
Flat
4.93 out of 5 average rating, 121 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

Popular amenities for San Gimignano apartment rentals

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Quick stats about flat rentals in San Gimignano

  • Total holiday rentals

    Explore 370 holiday rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 13,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    210 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    340 of San Gimignano holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Gimignano rentals

  • 4.8 Average rating

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

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. San Gimignano
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