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, 169 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$19,390 GYD per night

Guest favorite

Condo in San Gimignano

4.96 out of 5 average rating, 217 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.

Jul 31 – Aug 7

G$27,696 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!

Oct 21 – 28

G$36,455 GYD per night

Guest favorite

Vacation home in Poggibonsi

4.95 out of 5 average rating, 110 reviews

Victoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Dec 5 – 12

G$24,652 GYD per night

Guest favorite

Home in San Gimignano

4.94 out of 5 average rating, 154 reviews

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 € 1.50 IS NOT INCLUDED SEE MORE INFORMATION IN THE INFORMATION

Jan 27 – Feb 3

G$14,001 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 305 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Nov 7 – 14

G$40,730 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 201 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...).

Mar 14 – 21

G$27,387 GYD per night

Guest favorite

Condo in San Gimignano

4.81 out of 5 average rating, 182 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

Oct 26 – Nov 2

G$14,677 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

Apr 15 – 22

G$27,628 GYD per night

Guest favorite

Farm stay in Pari

4.98 out of 5 average rating, 225 reviews

TUSCANY farm house SWIMMING POOL

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool. We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

Apr 15 – 22

G$20,590 GYD per night

Guest favorite

Cottage in San Gimignano

4.87 out of 5 average rating, 163 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 26 – Apr 2

G$18,872 GYD per night

Guest favorite

Farm stay in Siena

4.98 out of 5 average rating, 220 reviews

Typical Tuscan Country House WITH A/C

L'appartamento "Fienile" (75 mq), è una delle due unità abitative indipendenti che compongono l'agriturismo Terra Rossa, situato nel cuore della campagna senese a pochissimi minuti di macchina dal centro storico.

Feb 22 – Mar 1

G$24,544 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

Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

Jan 29 – Feb 5

G$22,862 GYD per night

Guest favorite

Home in San Gimignano

4.94 out of 5 average rating, 188 reviews

My Family country house air conditioning

Jul 25 – Aug 1

G$34,059 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

Aug 20 – 27

G$15,723 GYD per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 108 reviews

Villa di Geggiano - Guesthouse

Nov 17 – 24

G$103,368 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

Apr 2 – 9

G$10,841 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

Aug 19 – 26

G$22,514 GYD per night

Guest favorite

Apartment in Castiglioncello del Trinoro

5.0 out of 5 average rating, 225 reviews

Stunning Tuscan apartment in 14 Century Palazzo

Sep 5 – 12

G$35,053 GYD per night

Guest favorite

Apartment in San Gimignano

4.88 out of 5 average rating, 250 reviews

MIDDLE AGES HOUSE

Oct 8 – 15

G$26,729 GYD per night

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Other great vacation rentals in San Gimignano

Guest favorite

Condo in San Gimignano

5.0 out of 5 average rating, 26 reviews

Residenza Casaglia

Feb 25 – Mar 4

G$24,326 GYD per night

Guest favorite

Condo in San Gimignano

4.92 out of 5 average rating, 24 reviews

Apartment in the heart of downtown

Nov 18 – 25

G$30,471 GYD per night

Guest favorite

Home in San Gimignano

5.0 out of 5 average rating, 21 reviews

Casa Maurino

Feb 19 – 26

G$16,954 GYD per night

Guest favorite

Condo in San Gimignano

4.96 out of 5 average rating, 53 reviews

TWIN TOWER unica al mondo unique in the world

Aug 26 – Sep 2

G$66,186 GYD per night

Guest favorite

Villa in San Gimignano

5.0 out of 5 average rating, 11 reviews

Exclusive villa private pool Florence and Sienna

Nov 14 – 21

G$229,107 GYD per night

Guest favorite

Home in San Gimignano

5.0 out of 5 average rating, 20 reviews

La Moraiola - Characteristic Tuscan barn

Nov 4 – 11

G$76,689 GYD per night

Superhost

Apartment in San Gimignano

5.0 out of 5 average rating, 4 reviews

Herons Superior Apartment - Splendid view!

Dec 10 – 17

G$38,655 GYD per night

Guest favorite

Farm stay in San Gimignano

5.0 out of 5 average rating, 40 reviews

Farmholiday Villino del Grillo in San Gimignano SI

Mar 1 – 8

G$14,861 GYD per night

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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$4,170 GYD before taxes and fees

Frequently Asked Questions

Do condo rentals in San Gimignano have wifi?
Absolutely! We offer over 50 condo rentals with wifi in San Gimignano. Enjoy a tailored experience with all the comforts you desire.
Are there San Gimignano farmstay rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 farmstay rentals with pools in San Gimignano, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly condo rentals in San Gimignano?
San Gimignano has more than 30 family-friendly condo 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 condo rentals in San Gimignano have air conditioning?
Absolutely! We offer over 30 condo rentals with air conditioning in San Gimignano. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in San Gimignano?
Four-legged friends are welcome in San Gimignano. Choose from more than 60 house rentals for guests traveling with pets.
Do condo rentals in San Gimignano have a bbq area?
Absolutely! We offer over 10 condo 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

Villas

Apartments

Houses

Popular amenities for San Gimignano vacation rentals

Stay near San Gimignano's top sights

Other great vacation rentals in San Gimignano

Home in Panzano In Chianti

Home in San Gimignano

Apartment in San Gimignano

Cottage in Geggiano

Apartment in San Gimignano

Apartment in San Gimignano

Apartment in Castiglioncello del Trinoro

Apartment in San Gimignano

Other great vacation rentals in San Gimignano

Condo in San Gimignano

Condo in San Gimignano

Home in San Gimignano

Condo in San Gimignano

Villa in San Gimignano

Home in San Gimignano

Apartment in San Gimignano

Farm stay 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 condo rentals in San Gimignano have wifi?

Are there San Gimignano farmstay rentals on Airbnb with pools?

Are there family-friendly condo 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 condo rentals in San Gimignano have air conditioning?

Are there pet-friendly house rentals in San Gimignano?

Do condo rentals in San Gimignano have a bbq area?

Destinations to explore