
Condo vacation rentals in San Gimignano
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Quick stats about condo rentals in San Gimignano

Total vacation rentals
Explore 80 vacation rentals in San Gimignano

Nightly prices starting at
San Gimignano vacation rentals start at $97 CAD per night before taxes and fees

Verified guest reviews
Over 4,200 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
70 of San Gimignano vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across San Gimignano rentals

4.8 Average rating
San Gimignano stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated condo rentals in San Gimignano
Guests agree: these condos are highly rated for location, cleanliness, and more.

Apt. Panzanello-Panzano in Chianti
Welcome to a corner of authentic Tuscany, where time seems to stand still among vineyards and centuries-old olive trees. Nestled in the tranquillity of the Chianti Classico hills, this apartment is the perfect retreat for those seeking comfort and authenticity away from the hustle and bustle of everyday life. From the private terrace, you will enjoy a breathtaking view of the hills—it's the perfect spot to relax with a glass of Panzanello wine at sunset. Access is private and independent, with free parking included.

Residence "La Porta Verde"
Studio apartment of about 40 square meters near the historic center, a short walk from Porta S. Matteo. Recently renovated, it is equipped with Wi-Fi and air conditioning. Entrance into the living room where we find the dining room and sofa/bed. A piece of furniture separates the sleeping area with a double bed. Kitchen with microwave, oven, dishwasher and washer-dryer. Bathroom with shower, toilet and a small closet. Parking is available nearby. Great for families! Very happy and honored to welcome you Patrizia

Florentine Hills “Le Scalette”
The property is a portion of a 16th Century Casa Colonica (a typical Tuscan farmhouse) situated atop a hill surrounded by vineyards, olive groves and sprawling views of the surrounding hills. The village of San Vincenzo a Torri and of Ginestra Fiorentina are respectively 2km away grocery and bakery stores, pharmacy, bank, restaurant, news stands, and petrol stations are within minutes from the house. Only 16km (10miles) to Florence the toll free highway is 3km from the house. Car is a must.

Apartment in the historical center
The apartment in the historic center of San Gimignano consists of two large double rooms, one of which also has a single bed, a rustic kitchen in masonry and a beautiful living room with fireplace that will help you magically return back in time. There is also an inner courtyard with water well and red fish. From the windows of the apartment we overlook the piazza of Sant'Agostino with the well in the centre, and on the sides the Churches of St. Augustine and St Peter. a fantastic experience.

DorminColle - Tuscan-style apartment
Appartamento luminoso e spazioso, composto da confortevole camera matrimoniale con tv, condizionatore portatile, con al suo interno bagno completo di doccia e servizi igienici. Terzo posto letto situato in caratteristica area soppalcata con travi in legno dotato di letto. Ampia cucina dotata di lavastoviglie, macchina del caffè, microonde, erogatore acqua filtrata, Salone con tv e divano, sala da pranzo con vista sul Borgo Antico. Parcheggio gratuito a 150 mt visibile dell’appartamento.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a historic, family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

Cosy Tuscan Home near Florence & San Gimignano
UN NIDO ACCOGLIENTE dove tradizione e confort moderno s'incontrano. Perfetto per chi desidera rallentare, rilassarsi e vivere la Toscana più autentica, lontano dal caos. Immagina di svegliarti nel cuore di un borgo toscano, affacciarti sulla piazza e iniziare la giornata con la tranquillità e I ritmi locali. L'appartamento completamente ristrutturato e arredato con gusto, si trova nel centro storico di Gambassi Terme, un punto strategico per eslorare le meraviglie della Toscana.

[SAN LORENZO-DUOMO] Prestigious Historic Residence
Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

Roberta apartment 100 m from San Gimignano
The apartment was renovated in 2018 with excellent quality finishes, located on the first floor of a building which is located about 100 meters from the walls of San Gimignano. The Roberta apartment has 1 large bedroom, kitchen and a large bathroom where there is a washer-dryer and is equipped with 2 TVs. The apartment is equipped with WiFi. THE TOURIST TAX OF € 2.50 IS NOT INCLUDED SEE MORE INFORMATION IN THE INFORMATION

Apartment with panoramic view in Chianti
Large newly renovated apartment nestled in the Chianti hills, overlooking the property's olive grove and the surrounding hills. Located halfway between Florence, Siena and S. Gimignano, it is an ideal solution for couples, families and groups of friends who want to spend a relaxing stay in an authentic Tuscan home.

Charming Duomo View Studio — Heart of Florence
We are delighted to present La Mandorla — a stylish 30 m² Tuscan-style apartment located directly on Piazza del Duomo in Florence, offering a stunning view of the city’s iconic cathedral. Set in an 18th-century palazzo that once belonged to the noble Gondi family, it blends history with central Florence living.

Renaissance Residence In San Miniato with a view
Rilassati e ricaricati in quest'oasi di quiete ed eleganza. Nel centro storico di San Miniato Appartamento al primo piano in antico palazzo del '400. Con grande balcone sulla vallata. Ampia sala, cucina, due camere e due bagni. Panorama mozzafiato. Silenzioso.
Popular amenities for San Gimignano condo rentals
Weekly condo rentals

Chianti Apartment in 12th Century Tuscan farmhouse

Chianti La Pruneta, Michelangelo apartment.

The View of Sangiorgio

Gallery Apartment near Chianti

The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵

The Nest in Chianti

House between Firenze, Arezzo, chianti e Siena

Peaceful hideaway in a 11th century Tuscan village
Pet-friendly condo rentals

Secret Window • Hidden Gem near Ponte Vecchio

A View Over Tuscany's Countryside

The Door Next Door 2.0

Stylish Terrace on Boboli Gardens

•Il Chiostro• A gem in the heart of Siena

Il Vecchio Noce

amazing apartment Piazza Santa Croce Firenze

Palazzo del Taja - in the center with whirlpool
Condo rentals with a pool

Loggiato 3 apartment in Tuscany near Siena

Romantic Residence with Pool in Chianti

Adalberto Apartment inside the Manor of Fulignano

Scenic Stilish Country

Ginestra: Private Pool Overlooking Florence

Poggiolieto Suite - on hills 10' from city center

Manuela apartment with pool in farmhouse

Tenuta di Pomine Certaldo (Fi) Edera Apartment
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $163 CAD | $159 CAD | $159 CAD | $171 CAD | $174 CAD | $161 CAD | $200 CAD | $193 CAD | $202 CAD | $174 CAD | $160 CAD | $159 CAD |
| Avg. temp | 7 °C | 8 °C | 11 °C | 14 °C | 18 °C | 23 °C | 25 °C | 25 °C | 21 °C | 16 °C | 11 °C | 7 °C |
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- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Things to do San Gimignano
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- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
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- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
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