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 è un delizioso appartamento in stile Toscano, situato al secondo ed ultimo piano di una palazzina a soli 5 minuti a piedi dal centro,50 mt per porta San Matteo ed altri 50 mt per la via Francigena. Data la posizione defilata si raggiunge facilmente in auto per parcheggiare nell'immediato parcheggio libero. L'appartamento dotato di wifi ed aria condizionata si suddivide in sala/cucina openspace,camera e bagno con doccia ed un terrazzo abitabile con affacci sulle mura di San Gimignano

Mar 18 – 25

G$21,266 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 27 – Aug 3

G$27,894 GYD per night

Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Dec 10 – 17

G$23,025 GYD per night

Guest favorite

Vacation home in Poggibonsi

4.95 out of 5 average rating, 111 reviews

Vittoria 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.

Feb 26 – Mar 5

G$23,019 GYD per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 109 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Nov 7 – 14

G$123,884 GYD per night

Guest favorite

Home in San Gimignano

4.99 out of 5 average rating, 167 reviews

casa del giardino

"Casa del giardino" ......un oasi in fiore tra le mura medievali.. I proprietari Mario e Donella, vorrebbero offrirvi una vacanza irripetibile a San Gimignano. Potrete godere del meraviglioso giardino, straordinaria oasi di pace e silenzio, nel centro città, ad uso esclusivo di chi affitta l'appartamento. Così, leggere un libro, rilassarsi al sole, sorseggiare un ottimo calice di Chianti o fare colazione immersi nel verde e tra i fiori di questo giardino sarà un'esperienza incredibile!

Oct 21 – 28

G$36,715 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

Mar 12 – 19

G$14,101 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 309 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 10 – 17

G$41,021 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 202 reviews

Appartamento "Red Rose" con vista su Siena.

Caggiolo è un podere completamente ristrutturato composto da più appartamenti, con vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

Mar 25 – Apr 1

G$27,582 GYD per night

Guest favorite

Condo in San Gimignano

4.95 out of 5 average rating, 111 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 23 – 30

G$27,825 GYD per night

Guest favorite

Farm stay in Pari

4.98 out of 5 average rating, 227 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 26 – May 3

G$20,737 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.

Dec 18 – 25

G$19,007 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 San Gimignano

4.94 out of 5 average rating, 188 reviews

My Family country house air conditioning

Sep 5 – 12

G$31,867 GYD per night

Guest favorite

Apartment in Poggibonsi

4.98 out of 5 average rating, 180 reviews

Laura Chianti Vacanze

Mar 25 – Apr 1

G$19,749 GYD per night

Guest favorite

Apartment in San Gimignano

4.94 out of 5 average rating, 133 reviews

Il Balcone di Rina su San Gimignano

Oct 14 – 21

G$19,642 GYD per night

Guest favorite

Condo in San Gimignano

4.82 out of 5 average rating, 185 reviews

Historic centre - cozy apartment

Mar 18 – 25

G$13,958 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

Feb 4 – 11

G$10,919 GYD per night

Guest favorite

Villa in Castellina in Chianti

4.92 out of 5 average rating, 167 reviews

Il Villino Farmhouse

Apr 15 – 22

G$130,305 GYD per night

Guest favorite

Apartment in San Gimignano

4.9 out of 5 average rating, 190 reviews

APPARTAMENTO MARGHERITA Tuscan home

Dec 2 – 9

G$19,704 GYD per night

Guest favorite

Condo in Noce

5.0 out of 5 average rating, 128 reviews

Podere Vergianoni immerso nelChianti con piscina

Apr 20 – 27

G$37,389 GYD per night

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Other great vacation rentals in San Gimignano

Guest favorite

Cottage in Lucardo

4.99 out of 5 average rating, 216 reviews

Best view ever & private pool

Jan 26 – Feb 2

G$56,404 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

Dec 2 – 9

G$14,278 GYD per night

Guest favorite

Home in Peccioli

4.99 out of 5 average rating, 113 reviews

A breathless view

Dec 7 – 14

G$32,511 GYD per night

Guest favorite

Apartment in San Gimignano

4.97 out of 5 average rating, 89 reviews

Apartment at ground floor with garden

Dec 15 – 22

G$34,263 GYD per night

Guest favorite

Condo in San Gimignano

4.96 out of 5 average rating, 55 reviews

TWIN TOWER unica al mondo unique in the world

Aug 26 – Sep 2

G$66,659 GYD per night

Superhost

Apartment in San Gimignano

5.0 out of 5 average rating, 4 reviews

Herons Superior Apartment - Splendid view!

Aug 19 – 26

G$38,931 GYD per night

Guest favorite

Condo in San Gimignano

5.0 out of 5 average rating, 26 reviews

Residenza Casaglia

Feb 23 – Mar 2

G$24,500 GYD per night

Guest favorite

Villa in San Gimignano

4.89 out of 5 average rating, 57 reviews

SAN GIMIGNANO ★★★★★ LUSSUOSO CASOLARE DI DESIGN

Oct 21 – 28

G$101,962 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$4,177 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in San Gimignano?
Yes! Work meets play with ease at over 280 vacation 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.
Are there pet-friendly vacation rentals in San Gimignano?
Four-legged friends are welcome in San Gimignano. Choose from more than 420 vacation rentals for guests traveling with pets.
Are there San Gimignano vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 510 vacation homes with pools in San Gimignano, available on Airbnb. Make a splash and soak up the sun in style!
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 family-friendly vacation rentals in San Gimignano?
San Gimignano has more than 500 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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.
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

Houses

Apartments

Popular amenities for San Gimignano vacation rentals

Stay near San Gimignano's top sights

Other great vacation rentals in San Gimignano

Home in San Gimignano

Apartment in Poggibonsi

Apartment in San Gimignano

Condo in San Gimignano

Apartment in San Gimignano

Villa in Castellina in Chianti

Apartment in San Gimignano

Condo in Noce

Other great vacation rentals in San Gimignano

Cottage in Lucardo

Apartment in San Gimignano

Home in Peccioli

Apartment in San Gimignano

Condo in San Gimignano

Apartment in San Gimignano

Condo in San Gimignano

Villa 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

Are there vacation rentals with a dedicated workspace in San Gimignano?

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

Are there pet-friendly vacation rentals in San Gimignano?

Are there San Gimignano vacation rentals on Airbnb with pools?

Do house rentals in San Gimignano have wifi?

Are there family-friendly vacation rentals in San Gimignano?

Do villa rentals in San Gimignano have air conditioning?

Do condo rentals in San Gimignano have a bbq area?

Destinations to explore