Vacation rentals in Siena

A bright and airy kitchen area features a small white dining table with two chairs, positioned near a window. Modern cabinetry and appliances are visible, alongside a wall-mounted TV. Natural light enhances the warmth of the wood flooring.

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.

4.96 out of 5 average rating, 127 reviews

Complimentary wine w/ infra-red Sauna

Welcome to our luxury home, a contemporary-styled, sophisticated 4 bed flat in a Renaissance-era setting that offers guests the perfect blend of old and new. There is taste and elegance in every detail that combines contemporary design and style, alongside the structure's original Renaissance features. Nestled in the heart of Florence’s Oltrarno quarter it is located just a stone’s throw from the Ponte Vecchio and lively streets dotted with shops, bars, restaurants, and artisan workshops.

4.97 out of 5 average rating, 127 reviews

Vacation home in Porto

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. PLEASE NOTE - €75 CLEANING AND TOURIST TAX TO PAY IN CASH ONCE HERE. .

A modern kitchen area features a sleek glass dining table surrounded by four white chairs. The space is illuminated by natural light from a window, showcasing the rustic ceiling and neutral-toned walls. A comfortable living area is visible in the background.

4.91 out of 5 average rating, 34 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!

Cottage in Bagno A Ripoli

The outdoor area features a spacious patio with five lounge chairs arranged around a circular table. Lush greenery, including tall cypress trees, complements the vibrant flower beds. A large umbrella provides shade, enhancing the inviting atmosphere of this serene garden space.

5 out of 5 average rating, 28 reviews

Borgo Spedaletto 3 – Dolcevita Holiday

Delightful barn in the heart of the Chianti hills, just 3 km from Florence. It accommodates up to 4 people and offers amenities such as air conditioning, a grill, a washing machine, parking, and a private outdoor space. The magnificent garden includes a swimming pool and a tennis court, making your stay even more special. Thanks to a breathtaking panoramic view, the surrounding countryside embraces the house from every angle, offering a unique 360-degree experience.

4.98 out of 5 average rating, 130 reviews

Home in Prato

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

4.84 out of 5 average rating, 45 reviews

The living area showcases natural light streaming through large open doors, leading to a balcony adorned with wrought iron details. A wooden dining table is set for two, accompanied by a cozy chair and a colorful area rug beneath.

Condo in Centro Storico

[Free Garage] 15 Min. walk from Art

⭐ NEW LISTING! Elegant Central Apartment with BALCONY and GARAGE! &#x1F463 Perfect for exploring the UNESCO center on foot 6 min from the Garden of Gherardesca → another 6 min from the Basilica dell'Annunziata → 3 min from Michelangelo's David → 5 min to Brunelleschi's Dome, Duomo. Nearby, you'll find supermarkets, lounge bars, and typical taverns, yet enjoying a peaceful location. &#x1F9D8 The perfect balance between convenience and tranquility!

4.93 out of 5 average rating, 231 reviews

A modern living area features a minimalist kitchen with white cabinetry and a stainless-steel countertop. A flat-screen television is mounted on the wall above a sleek white fireplace. A small round dining table with transparent chairs and a potted plant is located near a large window.

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.

4.85 out of 5 average rating, 74 reviews

A well-appointed bedroom features a spacious bed adorned with plush pillows. A large television is positioned atop a dark dresser, while a cozy armchair is placed beside it. Soft lighting highlights the elegant details of the room, contributing to a serene atmosphere.

Condo in Centro Storico

The Buckley Suite

Questa Elegante Suite fa parte della residenza The Buckley, si trova all'interno di un prestigioso palazzo storico , ha un ingresso indipendente e un grande bagno padronale . Situata nel centro storico, a pochi passi dal Duomo in una via tra le più belle e scenografiche della città. Arredata con stile e gusto ricercato , questa confortevole Suite rappresenta un luogo ideale dove poter soggiornare a Firenze.

5 out of 5 average rating, 32 reviews

A serene swimming pool area is framed by lounge chairs and shaded by a large umbrella. The crystal-clear pool reflects the sky, surrounded by manicured greenery and tall cypress trees. Rolling hills and distant landscapes provide a scenic backdrop, enhancing the outdoor escape.

Villa in Allerona

Vakantievilla Farmhouse Dolci Hills

This luxurious villa (casale) is located near the village of Allerona on the border of Tuscany and Umbria and is 15 km from Orvieto, 100 km from Rome and 120 km from Florence. Casale Colline Dolci is perfect for guests who want to enjoy in all comfort and tranquility the beauty of the Italian countryside and its excellent cuisine, but equally ideal for those who want to soak up the beautiful culture of Italy.

Vacation home in Ortignano Raggiolo

The outdoor pool area features a circular design with clear turquoise water, surrounded by a stone deck. Two loungers are positioned nearby under a shaded wooden pergola, while lush greenery frames the scene, enhancing the serene and private environment.

5 out of 5 average rating, 15 reviews

Casa Paolina, typical Tuscan structure

Holiday home in Tuscan style, rustic and cozy, finely renovated respecting the tradition of the place. Equipped with every comfort, it will give joy and relaxation to young and old with its large garden, pool and hot tub. Our guests will be able to stay in complete privacy in our structure immersed in nature, in a small village of medieval origin, entirely pedestrian, forged by time and past generations.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Popular amenities for Siena vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Siena's top sights

B & B Siena in Centro15 locals recommend

Il Campo165 locals recommend

Santa Maria della Scala136 locals recommend

Pinacoteca Nazionale di Siena92 locals recommend

Palazzo Pubblico76 locals recommend

Coop64 locals recommend

House rentals in Siena

4.82 out of 5 average rating, 199 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

5 out of 5 average rating, 8 reviews

Home in Volterra

Vacation in an authentic farmhouse 10 km from the city

4.8 out of 5 average rating, 10 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

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

Home in Chiesina Uzzanese

A charming outdoor patio features a round table surrounded by four wooden chairs. A floral centerpiece adds a natural touch, while an adjacent garden area contains blooming flowers. The sunlit space is enclosed by a low fence, providing privacy and a connection to the surrounding area.

4.81 out of 5 average rating, 36 reviews

In the heart of Tuscany between Lucca, Pisa and Florence.

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Other great vacation rentals in Siena

A cozy living area is presented with a plush green sofa facing a set of glass doors that open to a small balcony. A table and two chairs on the balcony provide a space for enjoying views of the surrounding architecture.

4.98 out of 5 average rating, 219 reviews

Art Apartment Luxury Por Santa Maria

4.8 out of 5 average rating, 5 reviews

The image depicts a spacious green lawn surrounded by vibrant flowers and shrubs. Two charming stone buildings with terracotta roofs are visible in the background, complemented by a variety of trees and under a partly cloudy sky, creating a serene outdoor atmosphere.

Villa in Poppi

Villa for 22 people w/private pool

Apartment in Rosignano Marittimo

A private patio features a hot tub surrounded by greenery, providing a serene setting. Two lounge chairs are positioned for relaxation, while terracotta pots add a touch of natural decor. The paved area leads to a lush garden, enhancing the tranquil atmosphere.

4.9 out of 5 average rating, 10 reviews

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

5 out of 5 average rating, 7 reviews

A spacious outdoor area is showcased, featuring a shared swimming pool surrounded by well-maintained lawns and sun loungers. Umbrellas provide shaded seating, while the scenic countryside extends in the background, enhancing the tranquil ambiance of the agriturismo.

Farm stay in Camucia

The Garden of Olives | Casa Ippocastano

4.95 out of 5 average rating, 75 reviews

A covered loggia is framed by arched brick columns, providing views of a landscaped garden with tall, slender cypress trees. A gravel pathway leads into the distance, inviting exploration of the scenic countryside. Soft clouds drift across a blue sky, contributing to the serene atmosphere.

Villa in Asciano

Podere on the Crete Senesi

Villa in Terranuova Bracciolini

4.8 out of 5 average rating, 5 reviews

Casa al Fiume - Villa with exclusive pool

4.92 out of 5 average rating, 78 reviews

The stone building features arched windows and a terracotta roof, nestled among green trees. A lavender-filled pathway leads to a patio with outdoor furniture. A parasol and sun loungers are visible, adding to the tranquil setting against a backdrop of rolling hills and a blue sky.

Cottage in Volterra

Podere Grignano, beautiful Tuscany.