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Vacation rentals in San Gimignano

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Top-rated vacation rentals in San Gimignano

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Top guest favorite
Condo in Noce
5 out of 5 average rating, 282 reviews

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.

Top guest favorite
Home in San Gimignano
4.99 out of 5 average rating, 197 reviews

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!

Top guest favorite
Apartment in San Gimignano
4.97 out of 5 average rating, 234 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 favorite
Vacation home in San Gimignano
4.98 out of 5 average rating, 134 reviews

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.

Top guest favorite
Apartment in San Gimignano
4.98 out of 5 average rating, 149 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 €8.00 x day.

Top guest favorite
Tower in San Gimignano
4.94 out of 5 average rating, 118 reviews

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.

Top guest favorite
Home in Peccioli
4.99 out of 5 average rating, 132 reviews

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,

Top guest favorite
Home in Gambassi Terme
4.99 out of 5 average rating, 196 reviews

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.

Guest favorite
Condo in San Gimignano
4.94 out of 5 average rating, 126 reviews

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.

Top guest favorite
Farm stay in Simignano
4.91 out of 5 average rating, 231 reviews

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!

Top guest favorite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 424 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.

Guest favorite
Vacation home in Greve in Chianti
4.92 out of 5 average rating, 108 reviews

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

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.

Destinations to explore

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