
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 $53 NZD 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.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizio navetta e esperienze esclusive su misura per voi . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello colline e vigneti con tramonti unici.

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.

The Castle of Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

Countryside Cottage With View - Le Papere 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. Warm and cozy atmosphere that makes you feel instantly at home. For those who wish to live the experience of the Tuscan countryside as it is lived by the locals.

Chianti La Pruneta, Raphael Apartment
Stunning apartment in the heart of Tuscany set in the middle of vines and olives trees. The apartment has been totally refurbished keeping the lovely old features, beamed ceilings, marble floors with antique furniture. Patio doors lead to a private terrace with sun loungers for relaxing and space. With table and chairs you can eat 'Al fresco' enjoying the beautiful views.

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Romantic Garden in Historic San Gimignano
Enjoy a romantic stay in the heart of San Gimignano, inside the medieval walls.The apt features a private garden, a rare and peaceful corner where you can have breakfast, relax after exploring the town or enjoy a glass of wine in the evening. Perfect for couples looking for charm, history and quiet retreat in one of Tuscany's most beautiful villages.
Popular amenities for San Gimignano outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Private Chianti Cottage, Garden & Vineyard Views

Infinity pool in Chianti area

House with a breathless view in Tuscany

SuiteLouise.pool, Hot Tub,homeGym & private Garden

"La Lambarda" tower Suite

Relaxation and charm in the Chianti hills

Casa Maurino

Charming converted Hayloft overlooking the Chianti Hills
Apartment rentals with outdoor seating

Apartment Ramerino

"Red Rose" apartment with view of Siena.

Cozy design house with view

Villa Mocarello "IL LECCIO"

Enjoy a Boutique Penthouse Near the Duomo

Timeless Beauty in Chianti | 20 min da Firenze AC

Apartment with balcony and countryside view

Casa Irene
Condo rentals with outdoor seating

Lornano Winery Farm - Villa ''Trebbiano''

Scenic Stilish Country

The View of Sangiorgio

The Nest in Chianti

Apartment with panoramic view in Chianti

The roof terrace

Florentine Penthouse with Panoramic Terrace

Florentine Hills “Le Scalette”
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 NZD | $273 NZD | $262 NZD | $241 NZD | $250 NZD | $275 NZD | $292 NZD | $298 NZD | $291 NZD | $278 NZD | $262 NZD | $285 NZD |
| 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
- Rentals with a fireplace San Gimignano
- Family-friendly rentals San Gimignano
- Holiday home rentals San Gimignano
- Farmstay rentals San Gimignano
- Rentals with pools San Gimignano
- Rentals with breakfast San Gimignano
- Rentals with a fire pit San Gimignano
- Pet-friendly rentals San Gimignano
- Bed and breakfasts San Gimignano
- Villa rentals San Gimignano
- Cottage rentals San Gimignano
- Rentals with a patio San Gimignano
- House rentals San Gimignano
- Fitness-friendly rentals San Gimignano
- Rentals with an EV charger San Gimignano
- Rentals with a hot tub San Gimignano
- Smoking-friendly rentals San Gimignano
- Luxury rentals San Gimignano
- Condo rentals San Gimignano
- Hotel rooms San Gimignano
- Apartment rentals San Gimignano
- Rentals with a washing machine and dryer San Gimignano
- Rentals with outdoor seating Siena
- Rentals with outdoor seating Tuscany
- Rentals with outdoor seating Italy
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Cala Violina
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Things to do San Gimignano
- Nature and outdoors San Gimignano
- Tours San Gimignano
- Food and drink San Gimignano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Sports activities Siena
- Food and drink Siena
- Tours Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Things to do Italy
- Food and drink Italy
- Art and culture Italy
- Sightseeing Italy
- Tours Italy
- Sports activities Italy
- Wellness Italy
- Entertainment Italy
- Nature and outdoors Italy







