San Gimignano vacation rentals

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Top-rated vacation rentals in San Gimignano

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Guest favorite

Apartment in San Gimignano

4.97 out of 5 average rating, 168 reviews

Casa Irene

Casa Irene is a lovely apartment in Tuscan style, located on the second and last floor of a building just 5 minutes walk from the center, 50 meters to Porta San Matteo and another 50 meters to Via Francigena. Given the secluded location, you can easily reach it by car to park in the immediate free parking. The apartment equipped with wifi and air conditioning is divided into living room/kitchen open space,bedroom and bathroom with shower and a habitable terrace overlooking the walls of San Gimignano

Feb 3 – 10

G$19,382 GYD per night

Guest favorite

Condo in San Gimignano

4.96 out of 5 average rating, 214 reviews

Apartment with amazing view of the Duomo

Very central apartment located in the main square of San Gimignano, right in the middle of the historic centre, with views of the Duomo. This is an excellent location as you'll have all services at your doorstep: chemist, cafés, restaurants, groceries, museums, tourist office.. Walking out from Porta San Giovanni you will find the bus stop to/from Poggibonsi railway station (12km away) and the Coop supermarket. The car parks are also located outside the city walls, just a few minutes' walk away.

Aug 12 – 19

G$27,684 GYD per night

Guest favorite

Home in San Gimignano

4.99 out of 5 average rating, 167 reviews

garden house

"Garden house" ......a flowering oasis within the medieval walls.. The owners Mario and Donella, would like to offer you a unique holiday in San Gimignano. You can enjoy the wonderful garden, extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. So, reading a book, relaxing in the sun, sipping a great glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be an incredible experience!

Nov 22 – 29

G$36,439 GYD per night

Guest favorite

Apartment in San Gimignano

4.88 out of 5 average rating, 250 reviews

MIDDLE AGES HOUSE

The entire apartment and the external courtyard is 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 high towers. You will have a wonderful outdoor courtyard overlooking the towers for your exclusive use for an extraordinary alfresco dinner or enjoy a glass of wine in peace. You will find restaurants, bars and ice cream shops with ease. We look forward to seeing you:)

Dec 17 – 24

G$24,973 GYD per night

Guest favorite

Apartment in San Gimignano

4.95 out of 5 average rating, 422 reviews

Apartment in the heart of San Gimignano

Spacious and bright, in this apartment you can savor the uniqueness of this place through the original furniture of the 1800s. Very comfortable, it consists of a King Size Double Bed, Private Bathroom with Shower and Equipped Kitchen. The room has an LCD TV, free Wi-Fi, linen and towels, daily cleaning, linen change every 3 days and courtesy set (soap, shower-shampoo, etc.) Possibility of: Baby Cot (0-3 years): FREE Additional single bed, € 10.00 per night

Jan 22 – 29

G$10,837 GYD per night

Superhost

Apartment in San Gimignano

4.8 out of 5 average rating, 142 reviews

Tognazzi Casa Vacanze-La Collina di San Gimignano

The Hill of San Gimignano is a beautiful open space apartment completely renovated, made from the wineries of the manor villa, maintaining the original architectural characteristics. The apartment elegantly blends different styles: brick vaulted ceilings, resin floors, modern kitchen, oriental bed. The apartment has an outdoor whirlpool, washing machine, dishwasher, WI-FI, microwave,air conditioning,heating,kettle,TV, hairdryer,iron and ironing board

Oct 3 – 10

G$22,707 GYD per night

Guest favorite

Apartment in San Gimignano

4.94 out of 5 average rating, 132 reviews

The Balcony of Rina on 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!

Jan 15 – 22

G$19,351 GYD per night

Guest favorite

Home in San Gimignano

4.94 out of 5 average rating, 186 reviews

My Family country house air conditioning

Typical Tuscan country house where you can relax enjoying exclusively the magnificent panorama of San Gimignano , "the city of Towers". The ideal place to spend a holiday in close contact with nature , suitable both for a couple that for a larger family, if you want even in the company of your pets .

Aug 23 – 30

G$32,663 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 199 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Jan 4 – 11

G$29,843 GYD per night

Guest favorite

Condo in San Gimignano

4.81 out of 5 average rating, 180 reviews

Historic centre - cozy apartment

Beautifully renovated apartment located in the heart of the historic center , near the Porta San Matteo. The apartment consists of: fully equipped kitchen, double bedroom with air conditioner, bathroom and small terrace. Free wi fi Many parkings are nearby

Nov 4 – 11

G$13,853 GYD per night

Guest favorite

Condo in San Gimignano

4.95 out of 5 average rating, 110 reviews

Adalberto Apartment inside the Manor of Fulignano

Nella campagna di San Gimignano, in antica fortificazione risalente all'anno 1000 ora dimora di campagna, situata su di un colle con veduta panoramica, affittasi bellissimo appartamento di ca. 60mq con vista su San Gimignano e sui vigneti circostanti

Oct 11 – 18

G$23,363 GYD per night

Guest favorite

Cottage in San Gimignano

4.87 out of 5 average rating, 161 reviews

Countryside Cottage With View - Le Rondini 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.

Mar 8 – 15

G$18,864 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for San Gimignano vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near San Gimignano's top sights

Piazza della Cisterna12 locals recommend

Piazza del Duomo19 locals recommend

Tenuta Torciano3 locals recommend

San Gimignano Cathedral22 locals recommend

San Gimignano 130035 locals recommend

Coop167 locals recommend

Other great vacation rentals in San Gimignano

Superhost

Apartment in San Gimignano

4.86 out of 5 average rating, 190 reviews

Romantic Winery

Nov 18 – 25

G$20,547 GYD per night

Guest favorite

Vacation home in Poggibonsi

4.94 out of 5 average rating, 108 reviews

Victoria Chianti Vacations 🍇🍷

Dec 10 – 17

G$22,846 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 301 reviews

Old hayloft on the Chianti hills

Nov 7 – 14

G$40,713 GYD per night

Guest favorite

Apartment in San Gimignano

4.87 out of 5 average rating, 206 reviews

D!Mora - New, Modern, Central and WiFi 100mbs free

Mar 15 – 22

G$14,171 GYD per night

Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 164 reviews

The Villino Farmhouse

Nov 2 – 9

G$106,135 GYD per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 107 reviews

Villa di Geggiano - Guesthouse

Mar 23 – 30

G$103,323 GYD per night

Guest favorite

Home in San Gimignano

4.94 out of 5 average rating, 154 reviews

Casa Aurora 100m from San Gimignano

Sep 12 – 19

G$20,356 GYD per night

Superhost

Apartment in San Gimignano

4.76 out of 5 average rating, 21 reviews

Pamukkale, Unique 2 Bed 2 Bath, Tuscany Apartment

Dec 14 – 21

G$41,637 GYD per night

Show all

Other great vacation rentals in San Gimignano

Guest favorite

Home in San Gimignano

5.0 out of 5 average rating, 20 reviews

La Moraiola - Characteristic Tuscan barn

Mar 14 – 21

G$90,549 GYD per night

Guest favorite

Villa in San Gimignano

5.0 out of 5 average rating, 10 reviews

Exclusive villa private pool Florence and Sienna

Feb 14 – 21

G$183,206 GYD per night

Guest favorite

Apartment in San Gimignano

4.91 out of 5 average rating, 45 reviews

Apartment "Il Nespolo" - Sunflower Location

Jun 28 – Jul 5

G$23,032 GYD per night

Guest favorite

Apartment in San Gimignano

4.86 out of 5 average rating, 63 reviews

"Casa Girasole" - In the heart of San Gimignano

Aug 2 – 9

G$18,362 GYD per night

Guest favorite

Condo in San Gimignano

4.93 out of 5 average rating, 58 reviews

Beautiful & cozy apt with garden, pool & AC

Feb 3 – 10

G$22,078 GYD per night

Guest favorite

Vacation home in San Gimignano

4.97 out of 5 average rating, 73 reviews

Breathe in Tuscany - 180° view of the Hills

Jul 18 – 25

G$32,204 GYD per night

Superhost

Apartment in San Gimignano

4.86 out of 5 average rating, 35 reviews

San Domenico Apartment

Dec 4 – 11

G$19,521 GYD per night

Guest favorite

Cottage in San Gimignano

4.96 out of 5 average rating, 48 reviews

The Green House in Tuscany

Jan 6 – 13

G$48,053 GYD per night

Show all

Quick stats about vacation rentals in San Gimignano

Total rentals
900 properties
Rentals with a pool
510 properties have a pool
Pet-friendly rentals
420 properties allow pets
Family-friendly rentals
500 properties are a good fit for families
Total number of reviews
29K reviews
Nightly prices starting at
G$4,180 GYD before taxes and fees

Frequently Asked Questions

Do house rentals in San Gimignano have wifi?
Absolutely! We offer over 130 house rentals with wifi in San Gimignano. Enjoy a tailored experience with all the comforts you desire.
Are there San Gimignano villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 80 villa rentals with pools in San Gimignano, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly villa rentals in San Gimignano?
San Gimignano has more than 80 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there bed and breakfast rentals with a dedicated workspace in San Gimignano?
Yes! Work meets play with ease at over 10 bed and breakfast rentals in San Gimignano featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in boutique hotel rentals in San Gimignano?
Experience the best of San Gimignano with our boutique hotel rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do villa rentals in San Gimignano have air conditioning?
Absolutely! We offer over 60 villa rentals with air conditioning in San Gimignano. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly bed and breakfast rentals in San Gimignano?
Four-legged friends are welcome in San Gimignano. Choose from more than 30 bed and breakfast rentals for guests traveling with pets.
Do villa rentals in San Gimignano have a bbq area?
Absolutely! We offer over 50 villa rentals with a bbq area in San Gimignano. Enjoy a tailored experience with all the comforts you desire.

San Gimignano vacation rentals

Top-rated vacation rentals in San Gimignano

Vacation rentals for every style

Houses

Apartments

Villas

Popular amenities for San Gimignano vacation rentals

Stay near San Gimignano's top sights

Other great vacation rentals in San Gimignano

Apartment in San Gimignano

Vacation home in Poggibonsi

Farm stay in Greve in Chianti

Apartment in San Gimignano

Villa in Castellina in Chianti

Cottage in Geggiano

Home in San Gimignano

Apartment in San Gimignano

Other great vacation rentals in San Gimignano

Home in San Gimignano

Villa in San Gimignano

Apartment in San Gimignano

Apartment in San Gimignano

Condo in San Gimignano

Vacation home in San Gimignano

Apartment in San Gimignano

Cottage in San Gimignano

Quick stats about vacation rentals in San Gimignano

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in San Gimignano have wifi?

Are there San Gimignano villa rentals on Airbnb with pools?

Are there family-friendly villa rentals in San Gimignano?

Are there bed and breakfast rentals with a dedicated workspace in San Gimignano?

How much does it cost to stay in boutique hotel rentals in San Gimignano?

Do villa rentals in San Gimignano have air conditioning?

Are there pet-friendly bed and breakfast rentals in San Gimignano?

Do villa rentals in San Gimignano have a bbq area?

Destinations to explore