
Holiday rentals with outdoor seating in San Gimignano
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in San Gimignano

Total holiday rentals
Explore 390 holiday rentals in San Gimignano

Nightly prices starting at
San Gimignano holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 19,680 verified reviews to help you choose

Family-friendly holiday rentals
210 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 180 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
380 of San Gimignano holiday rentals include Wi-Fi 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 Holiday Houses with Outdoor Seating in San Gimignano
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Podere Vergianoni nestled in Chianti with a pool
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.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Case nell'aia Arco, apartment in Chianti and pool
L'appartamento Arco si trova in un tipico borgo toscano tra vigneti e oliveti. Appartamento arredato in stile rustico toscano, accogliente per farvi rilassare e visitare la zona. L'appartamento si affaccia sulla grande terrazza dove potete fare pranzi e cene all'aperto o aperitivi. Cucina, divano e punto TV, wifi, due camere matrimoniali, bagno, terrazza, piscina. Parcheggio auto nella proprietà . Ideale come punto di partenza per visitare Siena, Firenze, San Gimignano, sia in auto che in bici.

Villa di Geggiano – Guesthouse
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. 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 idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
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.

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.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Casa al Gianni - Hut
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Infinity pool in Chianti area
On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

The Tower
Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.
Popular amenities for San Gimignano outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Love in Chianti

Casa del Giardino

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Tuscany .Countryhouse on the Florence's hills

Explore Chianti from a Charming Stone House

Casa Al Poggio & Chianti view

Casa Dante – Authentic Chianti Stay | Views & Relaxation

Antico Borgo Ripostena – n. 8 Old House
Apartment rentals with outdoor seating

"Red Rose" apartment with view of Siena.

holidays with swimming pool in Tuscany

Villa Mocarello "IL LECCIO"

Sunny apartment on wine farm

Apartment with balcony and countryside view

OLIVE TREE APARTMENT - CHIANTI

Luxury frescoed apartment in the historical center

Piazzale Michelangelo among the olive trees
Condo rentals with outdoor seating

Fattoria Lornano Winery- villa ''Trebbiano''

Scenic Stilish Country

The View of Sangiorgio

Apartment with panoramic view in Chianti

The roof terrace

Florentine Hills "THE SCALETTE"

Farmhouse near Florence - Fienile

Renaissance & Baroque Apartment with Duomo Views!
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 AUD | $172 AUD | $189 AUD | $190 AUD | $197 AUD | $217 AUD | $231 AUD | $235 AUD | $229 AUD | $219 AUD | $207 AUD | $225 AUD |
| 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 |
Destinations to explore
- Family-friendly rentals San Gimignano
- Luxury rentals San Gimignano
- Rentals with an EV charger San Gimignano
- Holiday home rentals San Gimignano
- Apartment rentals San Gimignano
- Rentals with a washing machine and dryer San Gimignano
- Rentals with pools San Gimignano
- Rentals with breakfast San Gimignano
- Rentals with a fire pit San Gimignano
- Cottage rentals San Gimignano
- Rentals with a hot tub San Gimignano
- Bed and breakfasts San Gimignano
- Condo rentals San Gimignano
- Hotel rooms San Gimignano
- Fitness-friendly rentals San Gimignano
- Smoking-friendly rentals San Gimignano
- Farmstay rentals San Gimignano
- Rentals with a fireplace San Gimignano
- Rentals with a patio San Gimignano
- Villa rentals San Gimignano
- House rentals San Gimignano
- Pet-friendly rentals San Gimignano
- Rentals with outdoor seating Siena
- Rentals with outdoor seating Tuscany
- Rentals with outdoor seating Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Marina di Cecina
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Strozzi Palace
- Porta Elisa
- Del Chianti
- Pisa Centrale Railway Station
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Basilica Di San Miniato A Monte
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Eremo Di Camaldoli
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Things to do San Gimignano
- Nature and outdoors San Gimignano
- Food and drink San Gimignano
- Things to do Siena
- Nature and outdoors Siena
- Sightseeing Siena
- Sports activities Siena
- Art and culture Siena
- Tours Siena
- Food and drink Siena
- Things to do Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Nature and outdoors Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Things to do Italy
- Tours Italy
- Food and drink Italy
- Sports activities Italy
- Sightseeing Italy
- Nature and outdoors Italy
- Wellness Italy
- Art and culture Italy
- Entertainment Italy






