
Holiday houses in Siena
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Top-rated holiday rentals in Siena
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Palazzo Monaci - Piscina nelle crete Senesi
Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

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.

Appartamento Palazzo Casini Piccolomini
Appartamento nuovo appena ristrutturato, situato al piano 2 dello storico Palazzo Casini Piccolomini, nel cuore del centro di Siena, a 30 metri dalla celebre Piazza del Campo, dotato di ogni confort per offrire ai nostri ospiti un soggiorno indimenticabile. Renewed apartment, located on the 2nd floor in the historic Casini Piccolomini building, in the heart of Siena downtown, at 30 metres from the famous Piazza Del Campo, fully equipped for offering to our guests a great staying in our city .

Palazzo del Taja-in pieno centro con idromassaggio
Appartamento nuovissimo appena ristrutturato, situato all'interno dello storico Palazzo del Taja nel cuore del centro storico di Siena, a pochissimi metri da Piazza del Campo e dalle principali attrazioni della città. Sottoposto ad una ristrutturazione attenta ai dettagli, l'appartamento risulta essere elegante, luminoso, accogliente e silenzioso. Completo di ogni comfort, tra cui una stupenda sala da bagno con vasca idromassaggio, per offrire un soggiorno indimenticabile ai nostri clienti.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

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 - Fico
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!

Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

Domus Nannini - Loggia Incrociata Spa
Appartamento appena ristrutturato composto da un salotto, moderna cucina open space completamente attrezzata con sala da pranzo, due camere e due bagni. Interamente rivestito con un pregiato pavimento in parquet di Olmo, originale e restaurato, che conferisce un'atmosfera calda e accogliente.

Terrace with a view of Siena
A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

The most ancient part of the city
Inside the medieval walls of Siena, in the most ancient part of the city you will find your home away from home at Buonsignori Apart built in the 1300s. Your opportunity to enjoy living like a native as you experience life in a small Tuscan city.

Palazzo Bichi Ruspoli-Historical Home-Very Central
Historical Home Palazzo Bichi Ruspoli is situated on the elegant main street, in the heart of Siena. Located in a beautiful and ancient medieval building, the house is on the third floor with elevator and has a stunning view on the city.
Popular amenities for Siena holiday rentals
Other great holiday rentals in Siena

Luxury Medieval Tower - Penthouse

Siena apartment in historic center sleeps 2 to 4

Castelvecchio numero 12 Siena, long stay top rent

Oro Blu Loft di design next to Piazza del Campo

Luxury Penthouse w/ view over Piazza del campo

Poggiolo

Appartamento incantevole con loggia sui tetti

Elegant farmhouse overlooking Pienza
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $143 AUD | $134 AUD | $153 AUD | $171 AUD | $182 AUD | $189 AUD | $184 AUD | $186 AUD | $178 AUD | $174 AUD | $159 AUD | $171 AUD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Frequently Asked Questions
What are the best places to stay in Siena?
Siena has a variety of stays in the historic center, known for medieval streets and easy access to local cafes. Neighborhoods around Piazza del Campo and near the Duomo di Siena are frequently suggested for both charm and convenience.
What are the best things to do in Siena with kids?
Families often explore the interactive exhibits at local museums, stroll the car-free historic center, and enjoy gelato in public squares. Parks and gardens around Siena provide space for outdoor play and picnics.
What are some of the best things to do in Siena?
Siena has renowned sites like Piazza del Campo, the Duomo di Siena, and Torre del Mangia, as well as lively markets and guided walks through medieval streets. Many visitors also explore local art galleries and enjoy Tuscan cuisine in trattorias.
How is the weather in Siena?
Siena experiences cool winters with temperatures from 33–49°F (0–9°C), and warm, dry summers reaching up to 89°F (31°C). Spring and autumn are mild, with occasional rainfall.
What are the best places to visit in Siena?
Explore Piazza del Campo, climb Torre del Mangia for wide city views, and visit the Duomo di Siena with its striking facades. Many also enjoy time at the Pinacoteca Nazionale for regional art collections.
What are some hiking trails in Siena?
Siena has gentle nature trails around the city’s hills, as well as paths passing vineyards and olive groves just outside town. Locals also suggest exploring the parks and green areas for a relaxed outdoor walk.
What are some family activities we can do in Siena?
Families can join hands-on workshops in art or cooking, watch lively street performances in main squares, and wander through gardens and interactive museums. Exploring Siena’s pedestrian-friendly center is a favorite for many.
What are some of the best day trip ideas from Siena?
Popular day trips include visiting nearby hill towns, exploring Tuscan vineyards, and discovering historic abbeys tucked into the landscape. Local guides frequently suggest nature reserves and traditional villages just outside the city.
Are there any pet friendly accommodations available in Siena?
Many accommodations around the city center and in quieter neighborhoods welcome pets. Parks and walking trails make it convenient for travelers exploring Siena with dogs or other companions.
What are some local tips for visiting Siena?
Wear comfortable shoes for cobbled streets, and consider arriving early at popular sites to enjoy calmer mornings. Locals often recommend tasting seasonal dishes at small trattorias and checking neighborhood markets for fresh ingredients.
What is Siena known for?
Siena is known for its medieval architecture, vibrant traditions, and the Piazza del Campo, a unique shell-shaped square. The city’s cuisine, local art, and recurring historic festivals draw visitors from around the world.
What are the best hidden gems to explore in Siena?
Exploring narrow alleys near Piazza del Campo may reveal small artisan shops and tucked-away cafes. Many seek out the Orto dei Pecci, a quiet garden just behind the city’s old walls.
What are the best foods to try in Siena?
Siena has classic Tuscan flavors, including pici pasta, panforte, and ricciarelli cookies. Wild boar stew and pecorino cheese are often recommended specialty dishes in local trattorias.
What should I bring for a trip to Siena?
Pack sturdy walking shoes for uneven streets, a light jacket for changing weather, and sun protection in warmer months. A refillable water bottle and a camera for city views are frequently suggested.
What is the nightlife in Siena like?
Siena has a relaxed nightlife, with wine bars, small music venues, and cafes around the historic center. Evening strolls in lively squares and university hubs are popular for gathering with friends.
What are the most popular events or festivals in Siena?
The Palio di Siena is a renowned horse race held in Piazza del Campo during summer months, celebrating centuries-old traditions. The city also hosts food festivals and cultural events, especially around late spring and autumn.
Are there family friendly vacation rentals in Siena?
Siena has many family-friendly rentals in central neighborhoods and near public gardens. These stays often provide flexible layouts and easy access to parks, shops, and local events.
When is the best time to visit Siena?
Late spring through early autumn is often recommended for pleasant weather and outdoor events. Winter has a quieter atmosphere and cooler temperatures, while fall brings colorful landscapes and cultural festivities.
Quick stats about holiday rentals in Siena

Total holiday rentals
Explore 1,370 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 78,950 verified reviews to help you choose

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

Pet-friendly accommodation
Find 470 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
620 properties have a dedicated workspace

Wi-Fi availability
1,310 of Siena holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Siena rentals

4.8 Average rating
Siena stays are highly rated by guests—averaging 4.8 out of 5!
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Lake Trasimeno
- Marina di Cecina
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Del Chianti
- Mercato Centrale
- Strozzi Palace
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Pitti Palace
- Cascate del Mulino
- Parco delle Cascine
- Mugello Circuit
- Palazzo Vecchio
- Spiagge Bianche
- Boboli's Garden
- Gulf of Baratti
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