
Holiday rentals in Siena
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Top-rated holiday rentals in Siena
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Two-room apartment in a former convent within walking distance of the center
CHECK-IN NO EARLIER THAN 4:00 PM NOT SUITABLE FOR CHILDREN UNDER 12 YEARS OF AGE IT IS NOT POSSIBLE TO LEAVE YOUR LUGGAGE BEFORE CHECK-IN THE PARKING LOT IS NOT SUITABLE FOR CARAVANS OR VAN-TYPE VEHICLES My little apartment is located in a condominium that for centuries was a convent built around a medieval courtyard: very close to the historic center, it is ideal for discovering Siena. In 10-15 minutes, you'll be in Piazza del Campo, the heart of the city. The countryside is also easy to reach.

SAN DOMENICO LUXURY APARTMENT
Un appartamento luminoso ed accogliente nel cuore di Siena al primo piano di un palazzo storico e curato nei minimi dettagli. Dotato di una cucina, di due camere da letto e di 2 bagni. E' ideale per 4 persone. La zona è ricca di locali, ristoranti e negozi. La casa è vicina al parcheggio dello stadio ed alle stazioni degli autobus di piazza Gramsci e dei taxi di piazza Matteotti Costo per neonati a notte 20€ Check in 15-20 Check-out entro le 10.00 Codice CIN IT052032C2DTDZF9NA

Casa Fusari - Apartment next to the Duomo
! Please check the house rules before booking ! Completely renovated apartment with fine finishes located in a building of 1746, one minute walk from Piazza del Duomo and two minutes from Piazza del Campo. Strategic position in the heart of the historic center, very convenient raised ground floor from which you can see part of the Duomo, next to the apartment you will find two great restaurants. A few steps away you will also find the escalator to the parking lot Santa Caterina.

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

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.

Palazzo del Taja - in the center with whirlpool
Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.

Secret Terrace in the Heart of Siena
Appartamento elegante, dal design moderno, arredato in maniera funzionale per soddisfare i viaggiatori provenienti da tutto il mondo. Situato in una posizione centralissima e strategica, a pochi minuti a piedi dal Duomo e a soli 150 metri da Piazza del Campo, . Troverete inoltre numerosi supermercati, ristoranti, luoghi storici e bar. Un punto di partenza perfetto sia per viaggi d'affari che per puro svago a Siena!

Casa al Gianni - Hut
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

The rooftop terrace
Bright and cozy 95 sqm apartment located on the 4th floor without elevator of a notified building in the heart of the city a few steps from Piazza del Campo, the Duomo and the major attractions of the city. A splendid view overlooking the rooftops will frame your apartment from which you can see the Torre del Mangia, the Basilica dei Servi and the wonderful Val d'Orcia.

Building 1632 with terrace in the Campo and Duomo area
Entire bright and cozy accommodation just 200 meters from Piazza del Campo, 400 meters from the Duomo, with convenient car parking just 150 meters away. The beauty and tranquility of the countryside in the historic center, which can be enjoyed from the terrace. All services are within walking distance. Only 5 steps to the entrance.

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

Casa Sapienza - Luxury Apartment in the Centre

Domus Nannini - Crossed Loggia Spa

Historic Apartment

Fantastica di fianco al Duomo.

The Arches of Corsanello | Apt "Siena" x 3

Emilio's home

A casa di Luca - entire apartment with balcony

The window to the Tower
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 SGD | $121 SGD | $139 SGD | $155 SGD | $166 SGD | $172 SGD | $167 SGD | $169 SGD | $162 SGD | $158 SGD | $144 SGD | $155 SGD |
| 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 1,390 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 79,040 verified reviews to help you choose

Family-friendly holiday rentals
550 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 520 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
650 properties have a dedicated workspace

Wifi availability
1,310 of Siena holiday rentals include wifi 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
- Mercato Centrale
- Strozzi Palace
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Cala Violina
- Eremo Di Camaldoli
- Piazza della Signoria
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Cascate del Mulino
- Parco delle Cascine
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