
Condo holiday rentals in Siena
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Top-rated condo rentals in Siena
Guests agree: These condos are highly rated for location, cleanliness and more.

Elegant vintage decorated home in the old Siena
Apartment with independent heating and entrance, renovated , furnished with great care, located in the old part of the city. It features 2 computer friendly zones and allows you to stay with every kind of comfort, including a fitness area. Immersed in the enchantment of the traditional but silent atmosphere of a district of the historic center, it is 50 meters from the Main Street, and from all kinds of shops: restaurants, supermarkets, laundries, newspapers and tobacconists, pastry shops, etc.

"Dimora Valinda" Montepulciano Piazza Grande +A/C
🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

Panoramic attic in old town of Siena
We are pleased to propose a top floor apartment in a historic building located in front of the Cathedral of San Domenico, in the heart of the historic center of Siena, a few steps from Piazza del Campo and the Duomo. The area is equipped with every service: shops, cafes, bars, restaurants. Composed of a large living room, kitchen, two double bedrooms, bathroom and terrace with panoramic views of the city. Very bright, it is equipped with every service to make your holiday enjoyable

Charming apartment in the heart of Siena
The apartment is located in historic centre of Siena, in one of the fascinating streets which leads directly to the main square Piazza del Campo. Strategic location of the apartment makes it an ideal starting point for exploring Siena and it's surroundings, perfect as for single travellers and couples, as for families with kids. In the day of Palio from the windows of the apartment you can enjoy watching historical parade when passing by before entering in Piazza del Campo

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room for those who request it). We recommend the car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Strategic location for visiting Tuscany and Umbria.

[NEW] Modern Central Studio with parking space
Welcome to my new modern studio located a few steps from the center of Siena. The central location of the apartment and the private parking for your car is the perfect solution that will allow you to discover and visit all the Sienese wonders on foot and in a few minutes. Super comfortable and ideal for living and visiting the pulsating heart of the city of Siena and its surroundings, being also a few km from the highway. Looking forward to hosting you!

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?

The Door Next Door 2.0
Charming apartment in rustic style. It is located in the historic center of Siena in a perfect location for visiting all the historical sites, attractions and shopping area of Siena on foot. In five minutes, you can reach Piazza del Duomo with its museum and the "Santa Maria Assunta" Cathedral. 600 meters away you can reach the enchanting Piazza del Campo where the "Palio", the traditional horse race, takes place on July 2 and August 16.

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.

Olympia's House
A few steps from the wonders of Siena, this apartment combines comfort and refinement. Two bedrooms, two bathrooms, studied lights, careful design and tastefully chosen materials. Outside the ZTL but close to the center, with convenient parking and escalators 500 meters away. A contemporary retreat where you can feel at home and live the authentic soul of the city, between history, beauty and harmony.

Cozy 1 BR w/ balcony near Piazza Del Campo
Our sunlit historical apartment is located in the very heart of Siena, just steps from Piazza del Campo, the Duomo, restaurants, and shops. Nestled right above the Contrada della Torre, you’ll have the unique chance to experience the Palio and its local festivities up close. This home is ideal for independent travelers who want to live like a local and embrace Siena’s authentic rhythm.

The jewel in the heart of Siena
Wonderful apartment in the heart of Siena surrounded by the breathtaking view of the Sienese valleys. The apartment is surrounded by quiet despite being located in one of the most lively and characteristic streets of downtown Siena. You will find all the comforts you need for an unforgettable stay.
Popular amenities for Siena condo rentals
Weekly condo rentals

Adalberto Apartment inside the Manor of Fulignano

Suite in historic Palace Tufi with Garage out LTZ

Amaryllis House

The walnut tree view, Montepulciano

"Landscape Notes" Suite

The window to the Tower

Elegant and Bright Central Loft

CasaMariani stylish home in Siena center, parking
Pet-friendly condo rentals

Apartment with view in Panzano in Chianti

La Civetta - Stylish Retreat in Historic Center

Casa Gioia

Il Vecchio Noce

Amazing view of Val d'Orcia Pienza

Cosy apartment near Siena

Casa Ermini

Independent apartment near Piazza del Campo
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

Traditional Apartment with Patio and Garden View

Cottage 48 sqm, swimming pool, relaxation, surrounded by greenery

Il Giaggiolo – Chianti with a view

Agriturismo La Farneta: The Linden Trees Apartment

La Foresteria | Granary House

Manuela apartment with pool in farmhouse

Castello di Orgiale Charme Residenz
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- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Cala Violina
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Kite Beach Fiumara
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Medici Chapels
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
- Cala Di Forno
- Basilica di Santa Croce
- Things to do Siena
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- Sightseeing Siena
- Art and culture Siena
- Nature and outdoors Siena
- Food and drink Siena
- Things to do Tuscany
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- Things to do Italy
- Tours Italy
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