
Vacation rentals in San Gimignano
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Top-rated vacation rentals in San Gimignano
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Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

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

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

Breathe in Tuscany: 180° view of the hills
Please note that the second bedroom is divided from the hallway by a curtain and not by a door. in Experience your experience in San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with an independent entrance, first floor and breathtaking views of the Tuscan hills. Private parking space available upon request. Entrance, living room, 2 double bedrooms, kitchen, and large bathroom. city tax to add to the price, €2.5 per person per night.

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 €8.00 x day.
Medieval tower experience with panoramic rooftop
If you are looking for a memorable experience this is the right place for you. With its 42 mt high, the Salvucci Tower is one of the famous towers of San Gimignano and today the only one turned into a vertically-spread apartment divided into 11 floors, for a total of 143 steps. A unique and timeless place, ideal to experience something never tried before. The tower can hosts couples or small groups up to 3 people. Its panoramic rooftop boasts an incredibly breathtaking view all over the town.

House with a breathless view in Tuscany
Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Luxury Medieval Tower - Penthouse
Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

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.

Stunning Tuscan apartment for 2
This apartment - tucked away privately and enjoying a stunning view from its terrace - is part of an 'agriturismo' farm which produces organic Chianti Classico. Spacious and light, it has 1 double bedroom, 1 sitting room, 1 bathroom and a kitchen.
Popular amenities for San Gimignano vacation rentals
San Gimignano house rentals

StageROOM03 - Idyllic Chianti cottage near Siena

Casa del Giardino

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

Explore Chianti from a Charming Stone House

The MOONLIT & SUNNY COTTAGE near Florence

Casa Al Poggio & Chianti view

House for the Coast

Charming converted Hayloft overlooking the Chianti Hills
Other great vacation rentals in San Gimignano

Romantic House in Tuscany with jacuzzi

Cozy 18th century house

The Tuscan-modern dream in the center of San Gimignano

CoZy House San Gimignano in the heart of Tuscany

Farmholiday Villino del Grillo in San Gimignano SI

TWIN TOWER unica al mondo unique in the world

The Penthouse of Dreams

S. Gimignano charming & traditional - Apt. Garden
Quick stats about vacation rentals in San Gimignano
Total rentals
950 properties
Nightly prices starting at
R174 ZAR before taxes and fees
Total number of reviews
36K reviews
Family-friendly rentals
530 properties are a good fit for families
Pet-friendly rentals
410 properties allow pets
Rentals with a pool
550 properties have a pool
Frequently Asked Questions
Do house rentals in San Gimignano have wifi?
Absolutely! We offer over 140 house rentals with wifi in San Gimignano. Enjoy a tailored experience with all the comforts you desire.
Are there San Gimignano bed and breakfast rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 bed and breakfast rentals with pools in San Gimignano, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly apartment rentals in San Gimignano?
San Gimignano has more than 230 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there condo rentals with a dedicated workspace in San Gimignano?
Yes! Work meets play with ease at over 20 condo 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 bed and breakfast rentals in San Gimignano?
Experience the best of San Gimignano with our bed and breakfast rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do bed and breakfast rentals in San Gimignano have air conditioning?
Absolutely! We offer over 40 bed and breakfast rentals with air conditioning in San Gimignano. Enjoy a tailored experience with all the comforts you desire.
What types of vacation rentals are available in San Gimignano?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in San Gimignano. From over 150 house rentals to over 390 apartment rentals, we've got you covered.
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 farms in San Gimignano have a bbq area?
Absolutely! We offer over 130 farms with a bbq area in San Gimignano. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Bed And Breakfast Rentals in San Gimignano?
Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 60 homes with wifi, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Bed and breakfasts San Gimignano
- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Ponte Vecchio
- Cala Violina
- Gulf of Baratti
- Uffizi Gallery
- Mugello Circuit
- Mercato Centrale
- Piazzale Michelangelo
- Fortezza da Basso
- Parco delle Cascine
- Spiagge bianche
- Pitti Palace
- Piazza della Repubblica
- Careggi University Hospital
- Spiaggia Libera
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
- Things to do San Gimignano
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- Things to do Siena
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- Things to do Tuscany
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