Vacation rentals in Siena

4.86 out of 5 average rating, 22 reviews

Tasso Cozy Retreat: 1-BR Airbnb

Discover Florence from our cozy 1-BR apartment near the captivating Santo Spirito neighborhood. Ideal for solo travelers or couples, it offers WiFi,a smart TV, a well-equipped kitchen,a bathroom, and laundry facilities. Immerse yourself in Santo Spirito's vibrant markets,cafes,and artisan workshops. With easy access to iconic attractions and renowned restaurants,explore the city's treasures. Retreat to this tranquil haven, recharge,and experience the allure of Florence from our enchanting abode.

Top guest favorite

Vacation home in Porto

4.97 out of 5 average rating, 127 reviews

La Dimora del Lago - Lake views of Tuscany and Umbria

Recently and authentically restored in a small rural hamlet, located halfway between Florence and Rome and Montepulciano and Cortona in the tranquil countryside overlooking tiny Lake Chiusi - less than 2 hours drive by Autostrada or train from Florence or Rome. Forged from a 500-year-old watchtower, an authentic country house - tranquil and relaxing, it also has an excellent internet connection and Netflix. TOURIST TAX TO PAY IN CASH €0,80 per adult, per night of stay for up to 5 nights .

Home in San Casciano In Val di Pesa

4.84 out of 5 average rating, 92 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

Step under archways into a home where the original wood ceilings and tiled floors showcase Tuscan style. Enjoy delicious meals on the terrace with sweeping views of Tuscany, winters curled up in front of a huge fire place or relaxing on warm summer days by the pool. Savour the best of Tuscan food and wine with cooking classes with a Michelin chef, master classes in wine and visits to local artisan cheese and wine makers. Listed by Condé Nast as one of the most beautiful villas in Italy.

4.89 out of 5 average rating, 36 reviews

Chic Apartment Macci

Chic Apartment Macci is a brand new spacious apartment located in the historic center of Florence, a few minutes away from the Duomo and all main attractions of Florence. Modern and bright, the apartment offers 2 bedrooms, 1 full bathroom and 1 service bathroom. It can host 6 persons. It is wonderfully furnished and equipped with any comfort, like fast WiFi, Smart TV, and AC, parquet floor. The perfect place for your Florentine experience!. Also ideal if you come by car!

Apartment in Montepulciano

A view from a window showcases rolling hills and valleys bathed in warm sunset hues. The landscape features distant towns nestled among greenery, while a wrought-iron railing frames the scene. Soft clouds dot the sky, adding depth to the tranquil panorama.

4.93 out of 5 average rating, 189 reviews

Aldo's little house

Typical Tuscan house just renovated while preserving the historical features, such as the wooden beam and brick ceiling, with the addition of a modern touch. From the window, you can admire a breathtaking view and sunset!! Right in the historic center but very close to parking in a truly privileged position!! It has air conditioning, free Wi-Fi, independent heating, double bed, and coffee corner. Self check-in and parking outside the walls 50 m away, free and paid.

4.93 out of 5 average rating, 231 reviews

Condo in Centro Storico

Ognissanti 94

My accommodation, completely and finely renovated, is close to Stazione S.M-N., Garage Europa, Porta a Prato, Ponte Vecchio, etc... You'll love it for the comforts of it and its strategic location in the heart of downtown. Located in an area full of every service, under the house you can find all the sharing cars, bars, restaurants, and everything you need. My place is good for couples, business travelers, families (with kids), and large groups.

4.89 out of 5 average rating, 180 reviews

Cottage in Volterra

Podere Grignano, beautiful Tuscany

If the calendar indicates no availability, please check our other advert through the Airbnb map (Podere Grignano, beautiful Tuscany with a dot at the end). The other house can still be free. The houses are semidetached, The 2 houses are practically identical. The reviews are of both houses.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Siena vacation rentals

Laptop-friendly workspace

Stay near Siena's top sights

B & B Siena in Centro15 locals recommend

Il Campo165 locals recommend

Santa Maria della Scala24 locals recommend

Pinacoteca Nazionale di Siena20 locals recommend

Palazzo Pubblico21 locals recommend

Coop3 locals recommend

House rentals in Siena

Home in Castiglione della Pescaia

A spacious farmhouse exterior is surrounded by lush greenery, featuring a blend of trees and ornamental plants. The structure displays a large window and a covered area beside it, providing access to the outdoors in a tranquil setting.

5 out of 5 average rating, 5 reviews

Family House Baldana

4.82 out of 5 average rating, 201 reviews

A two-story stone house is surrounded by lush greenery, featuring flowering shrubs and trees. Large windows are framed by wooden shutters, allowing natural light to brighten the interior. The tranquil garden provides a serene outdoor space for relaxation.

Home in Monte San Savino

In Tuscany between Siena Arezzo, near Chianti

Home in Bagno di Gavorrano

A charming stone exterior of a two-family home is displayed, featuring a covered porch adorned with potted flowers. Lush greenery surrounds the property, and a clear blue sky can be seen overhead. The entrance is framed by a low brick wall and a stony pathway.

4.66 out of 5 average rating, 38 reviews

Wisteria House

4.84 out of 5 average rating, 38 reviews

A charming red cottage is nestled under a large tree, featuring wooden shutters and a welcoming entrance. Outside, a small porch area with seating is visible, surrounded by natural elements in a peaceful setting.

Home in Pian di Rocca

Fazenda da Ido ( Cosy and Renovated Studio)

4.82 out of 5 average rating, 11 reviews

A serene outdoor space is featured, showcasing a swinging bench accompanied by two white chairs. Lush green hedges surround the area, creating a private atmosphere. Terracotta tiles provide a warm flooring, inviting guests to relax and enjoy the natural surroundings.

Home in Poggibonsi

casa palme

4.87 out of 5 average rating, 62 reviews

A dining area features a wooden table surrounded by high-backed chairs, complemented by natural light filtering through a window. The kitchen space displays a marble countertop, a modern sink, and overhead shelves showcasing diningware. Exposed wooden beams add a rustic touch to the ceiling.

Home in Certaldo

Paluffo Tower House

4.94 out of 5 average rating, 32 reviews

A living area is presented with two upholstered sofas, one in dark blue and the other with a contrasting orange cushion. A small, light green coffee table occupies the center. Decorative items are displayed on a wooden shelving unit, with a large window allowing natural light to filter in.

Home in Bibbona

charming apartment a few kilometers from the sea

5 out of 5 average rating, 5 reviews

An entrance area is presented with double doors featuring a diamond pattern. A bench and a small round table are positioned nearby, complemented by wall-mounted copper cookware and framed art. The flooring is tiled in warm tones, highlighting the inviting space.

Home in Pratolino

nat home 20 minutes from Florence

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Other great vacation rentals in Siena

Top guest favorite

Home in Campiglia Marittima

5 out of 5 average rating, 36 reviews

apartment in farmhouse

Top guest favorite

A small balcony features a round glass table set for two, accompanied by two wooden chairs. A view of charming green-shuttered buildings and the historic stone wall is visible, creating a serene outdoor space.

4.98 out of 5 average rating, 222 reviews

Art Apartment Luxury Por Santa Maria

4.96 out of 5 average rating, 26 reviews

GREAT APARTMENT IN THE HEART OF FLORENCE

4.8 out of 5 average rating, 5 reviews

Villa in Poppi

Villa for 22 people w/private pool

Apartment in Rosignano Marittimo

A charming stone building surrounded by lush greenery and blossoming plants. Large windows frame natural light, and terracotta pots are positioned throughout the garden. The footprint features a pathway leading to the entrance, inviting a sense of tranquility and connection with nature.

4.91 out of 5 average rating, 11 reviews

In touch with nature, molino Q7 Lodging,free Wi-Fi

Apartment in Montepulciano

A view of a rustic rooftop with terracotta tiles, featuring a chimney. The landscape in the background showcases gentle hills under a soft orange and blue sky, indicative of a serene sunset.

4.73 out of 5 average rating, 15 reviews

Little Eramo for two, View of Tuscany Hills

4.94 out of 5 average rating, 18 reviews

A charming stone villa is framed by lush greenery and vibrant flower beds. The building features three arched windows with planters, a terracotta roof, and steps leading to the entrance. The expansive lawn offers a serene atmosphere, complemented by distant views of the rolling hills.

Villa in Radicondoli

A Romantic Villa in the heart of Tuscany