Holiday rentals near La Porta Gallery

We found 2,774 holiday rentals — enter your dates for availability

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February 2026

March 2026

If you want to to stay within easy reach of La Porta Gallery, take a look at private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - La Porta Gallery

Showing deals for:8 May - 15 May

Exceptional

(26 reviews)

Luxury Tuscan villa, spectacular views, beautiful pool and garden.

Pienza

5% off

for 7 nights, 1 villa

AU$1,737 per night

includes taxes & fees

Exceptional

(75 reviews)

Villa with private pool on 25 acres in the heart of Chianti, close to Siena

Pievasciata

9% off

for 7 nights, 1 villa

AU$1,092 per night

includes taxes & fees

Exceptional

(25 reviews)

Villa Banditello, secluded, panoramic view over Montepulciano valley.

torrita di siena, fraz. montefollonico

9% off

for 7 nights, 1 home

AU$481 per night

includes taxes & fees

Exceptional

(52 reviews)

Farmhouse in the greenery of the Tuscany countryside with private pool and view

Murlo

9% off

for 7 nights, 1 home

AU$508 per night

includes taxes & fees

Exceptional

(35 reviews)

Villa Mulinello, secluded, panoramic view over Montepulciano valley.

torrita di siena, fraz. montefollonico

9% off

for 7 nights, 1 home

AU$429 per night

includes taxes & fees

Exceptional

(23 reviews)

Dream vacation home in an absolutely peaceful location

Sinalunga

8% off

for 7 nights, 1 room

AU$638 per night

includes taxes & fees

Exceptional

(9 reviews)

Apartment in renovated farmhouse in typical Chianti Tuscan village

Villa A Sesta

7% off

for 7 nights, 1 home

AU$242 per night

includes taxes & fees

Exceptional

(25 reviews)

Typical Tuscan residence in an ancient village on the outskirts of Siena

Monticiano

8% off

for 7 nights, 1 apartment

AU$199 per night

includes taxes & fees

Exceptional

(65 reviews)

Private villa with swimming pool and spectacular views of Siena

Casetta

8% off

for 7 nights, 1 home

AU$606 per night

includes taxes & fees

Exceptional

(17 reviews)

Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

Siena

14% off

for 7 nights, 1 villa

AU$554 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - La Porta Gallery

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

Sleeps 10 · 4 bedrooms · 2 bathrooms

Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano

Sleeps 10 · 4 bedrooms · 2+ bathrooms

Top rated rentals - La Porta Gallery

Premier Host

Beautiful stay

We received a warm welcome from the family and a thorough explanation of the facilities, the surrounding area and places of interest. Fabrizio communicated easily with us using the translation phone app. The apartment is very clean, well equipped and offers a genuine Italian experience. Simply wonderful.

Murray H.

Stayed Oct 2024

Image of Large shining148sqmt wififiber apartment, view and free parking in Montepulciano

Magical Montepulciano

This spacious, spotless apartment had absolutely everything we wanted. Elias was the perfect host, quickly responding to questions and providing excellent local advice. We highly recommend and would love to return one day!

Hilary M.

Stayed Aug 2024

Image of Casa Civetta: Charming Cottage on beautiful estate in Tuscany

Beautiful cottage

The cottage was used in conjunction with the Villa on the property , for our family holiday , and provided beautiful accommodation in every way . Thank you Luca and team . Mike and family

MICHAEL P.

Stayed May 2024

Image of Casa Chiesa: Charming Cottage on beautiful estate in Tuscany

Premier Host

Perfetto

My family and I stayed at the apartments for 4 days. The accomodation was perfect for us and the host Luca and housekeeper Nicoletta made us feel very welcome. The grocery essentials provided was a nice touch and the apartment had everything we needed, including the comfortable beds. The swimming pool was a relaxing way to cool off at the end of a warm tuscan day. This property is stunningly beautiful and we would love to return someday.

Sherryn S.

Stayed June 2023

Image of Independent house in the hills of the Sienese countryside

Premier Host

Beautiful, peaceful space with amazing views

The property was a little hard to find (they do need to update Google maps) but the written instructions eventually got us there. It was worth it. The place was well equipped, comfortable and quite beautiful. The apartment is close to the house but still private. It is about 15 minutes to Siena, but you will definitely need a car. Buses aren't close by. Shops and restaurants are a short drive. Definitely a great place to stay if you have a car. Would love to come back.

David C.

Stayed May 2023

Image of Two bedrooms shining 140sq.mt. wifi fiber apartment with free public parking

Amazing - will visit again

Elias was lovely and helpful. He showed me around the property and explained everything perfectly. The apartment was cosy and so nice for four people. We also had a great view when it snowed. Location was great. Even though it was just outside the walls of the city, it was perfect for us. Would stay again and I can’t wait to come back when it’s warmer

jess r.

Stayed Jan 2023

Image of Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner

Fabulous in every way

Just divine location, magnificent view...friendly hosts and lovely Tuscan house. We loved our stay with our 8 month old baby!

Stephanie B.

Stayed May 2019

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
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Holiday homes

Holiday rentals with weekly discounts - La Porta Gallery

Showing deals for:8 May - 15 May

Luxury Tuscan villa, spectacular views, beautiful pool and garden.

Villa with private pool on 25 acres in the heart of Chianti, close to Siena

Villa Banditello, secluded, panoramic view over Montepulciano valley.

Farmhouse in the greenery of the Tuscany countryside with private pool and view

Villa Mulinello, secluded, panoramic view over Montepulciano valley.

Dream vacation home in an absolutely peaceful location

Apartment in renovated farmhouse in typical Chianti Tuscan village

Typical Tuscan residence in an ancient village on the outskirts of Siena

Private villa with swimming pool and spectacular views of Siena

Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

Find spaces that suit your style

Find the best place to stay - La Porta Gallery

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano

Il Poggio dell'Eremita

The House of Alice, charm and relaxation

Tuscan stone villa with private pool surrounded by greenery

Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia

Top rated rentals - La Porta Gallery

Beautiful stay

Magical Montepulciano

Beautiful cottage

Perfetto

Beautiful, peaceful space with amazing views

Amazing - will visit again

Fabulous in every way

Peace of mind

More quality time

All the privacy of home

More for less

More holiday ideas

Holiday rentals near La Porta Gallery

Holiday rentals with weekly discounts - La Porta Gallery

Showing deals for:8 May - 15 May

Image gallery for Luxury Tuscan villa, spectacular views, beautiful pool and garden.

Luxury Tuscan villa, spectacular views, beautiful pool and garden.

Find spaces that suit your style

Find the best place to stay - La Porta Gallery

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

Top rated rentals - La Porta Gallery

Beautiful stay

Peace of mind

More quality time

All the privacy of home

More for less

More holiday ideas