
Vacation rentals in Siena
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Top-rated vacation rentals in Siena
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Podere Vergianoni immerso nelChianti con piscina
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.

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.

Piazza del Campo Honeymoon Suite: romantic gateway
The 800-year-old Palazzo Accarigi, a Palazzo-Tower overlooking Piazza del Campo, offers a dreamy suite for Honeymoons and Anniversaries. As inside a fairy-tale, you will sleep in a princely baldaquin with a magnificent view of Piazza del Campo, while the highest quality noise-reducing windows will ensure you the quietest stay. This suite offers a private and safe place to live the most authentic Tuscan lifestyle: plan to stay more days, use this flat as a base to explore Siena province

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.

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.

CASA WOW panoramic terrace * . *
Nel cuore di Siena con una terrazza panoramica. La casa offre un sapore sincero, realmente vissuto da una famiglia italiana: con arredi di pregevole antiquariato e moderni confort, cimeli di viaggi, libri e riviste. Ideale per due coppie di amici o una famiglia con bambini. Ammessi gli animali non molesti. Wifi gratuito 24 h. LGBTQ friendly. Viene rispettato il Protocollo Covid-19 CIN: IT052032C2EQVX5ICB

Casa al Gianni - Capanna
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.

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Apartment in Piazza del Campo-Balcone delle Aquile
A cozy apartment with a terrace with unparalleled views of the Torre del Mangia tower and Piazza del Campo. The apartment has three comfortable bedrooms, a living room, a large bathroom and a fully equipped kitchen. A perfect terrace from which to see the Palio, as indicated in the reviews.

A BALCONY ON THE PIAZZA OF THE PALIO
Three windows with balcony overlooking Piazza del Campo that allows access to an exclusive terrace with breathtaking views of the Piazza del Palio and the Palazzo Pubblico. One bedroom, large super-equipped kitchen. Sofa bed available to comfortably accommodate up to 4 people
Popular amenities for Siena vacation rentals
House rentals in Siena

StageROOM03 - Idyllic Chianti cottage near Siena

Infinity pool in Chianti area

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

Casa Al Poggio & Chianti view

A green oasis in the historic center.

Raffaella's House in Chianti

Nada Home

[Duomo 8 min. walk] Luxury Home • Self Check-in
Apartment rentals in Siena

Penthouse with a view of Siena

Zona Il Campo e Duomo casa con terrazzo panoramico

Balconcini

HOUSE OF THE MADONNA

Exclusive apartment 50 metres from the Duomo

Tuscan countryside, peace and relaxation 10 minutes from Siena

Luxury frescoed apartment in the historical center

Laura Chianti Holidays
Other great vacation rentals in Siena

Tuscan cottage with an heavenly view

Farmhouse Fattoria La Parita

San Giovanni in Poggio, villa Meriggio 95mq

Old medieval apartment

Podere Guidi

Siena Country Loft Hideway

Panoramic attic in old town of Siena

Appartamento Margherita Tuscan home
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,540 GYD | G$20,076 GYD | G$23,004 GYD | G$25,723 GYD | G$27,396 GYD | G$28,442 GYD | G$27,605 GYD | G$28,023 GYD | G$26,768 GYD | G$25,723 GYD | G$22,586 GYD | G$23,213 GYD |
| 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 types of vacation rentals are available in Siena?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Siena. From over 100 house rentals to over 730 apartment rentals, we've got you covered.
Are there Siena villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Siena, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Siena have a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Siena. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Siena have a bbq area?
Absolutely! We offer over 10 villa rentals with a bbq area in Siena. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Siena have wifi?
Absolutely! We offer over 70 bed and breakfast rentals with wifi in Siena. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in boutique hotel rentals in Siena?
Experience the best of Siena with our boutique hotel rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly bed and breakfast rentals in Siena?
Four-legged friends are welcome in Siena. Choose from more than 30 bed and breakfast rentals for guests traveling with pets.
Do hotel rentals in Siena have self check-in?
Absolutely! We offer over 10 hotel rentals with self check-in in Siena. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly villa rentals in Siena?
Siena has more than 20 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there condo rentals with a dedicated workspace in Siena?
Yes! Work meets play with ease at over 150 condo rentals in Siena featuring dedicated workspaces. Stay connected and productive in your home away from home.
Quick stats about vacation rentals in Siena

Total vacation rentals
Explore 1,390 vacation rentals in Siena

Nightly prices starting at
Siena vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 76,560 verified reviews to help you choose

Family-friendly vacation rentals
560 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 510 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
630 properties have a dedicated workspace

Wi-Fi availability
1,310 of Siena vacation 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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- Hotel rooms Siena
- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Spiagge bianche
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Mugello Circuit
- Spiaggia Marina di Cecina
- Palazzo Vecchio
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