Vacation rentals in Siena

Apartment in Centro Storico

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.

Apartment in Centro Storico

A dining area features a light-colored table set with decorative placemats, accompanied by four chairs. A brown leather sofa is positioned nearby, while a lush green plant adds a natural touch. Illuminated wall art complements a textured brick wall, enhancing the space's charm.

5 out of 5 average rating, 18 reviews

New MiK HoUsE 2025 with Netflix

Ciao Caro ospite, abbiamo arredato la nostra casa con tutto l'amore possibile per rendere il tuo soggiorno un sogno. Ogni cosa è pensata per il benessere dell'ospite. La zona è super accessibile e centrale ma lontana da locali notturni rumorosi e caos cittadino, parcheggio gratuito a 200 metri, possibilità di arrivare in macchina davanti alla casa, vicinissimo, anche a piedi, alla stazione ferroviaria principale della città. Scoprite tutti confort che abbiamo ideato per i nostri ospiti.

Villa in Figline Valdarno

A charming stone building features a sloped tiled roof and wooden beams. Tall cypress trees rise beside the structure, which is surrounded by lush greenery and vibrant flower pots. Stone steps lead to the entrance, creating an inviting outdoor setting.

4.98 out of 5 average rating, 44 reviews

The Castellaccio of Figline

L'alloggio si trova al PRIMO PIANO di una villa immersa nel verde denominata “Il Castellaccio”, che deve il suo nome alla vicinanza con le rovine del vecchio castello appartenuto alla famiglia degli Uberti. La casa gode di una magnifica vista sulla campagna circostante ed è ideale per una vacanza rilassante per famiglie o gruppi di amici, con la possibilità di visitare città d’arte e godere degli splendidi paesaggi del Chianti, nonché delle specialità enogastronomiche della zona.

Apartment in Centro Storico

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!

4.98 out of 5 average rating, 107 reviews

Loft in Scandicci

Wonderful Loft in Villa with Pool in Chianti

Located on the second and top floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location for exploring Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation on the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees... and remember that all the vegetables from the Valline vegetable garden are at your disposal!

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!

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.

4.9 out of 5 average rating, 179 reviews

A charming stone exterior features large windows and arched details, surrounded by lush greenery. A path lined with lavender leads to the entrance, with outdoor seating visible under shaded umbrellas. The tranquil setting is complemented by nearby trees and rolling hills in the background.

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

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

4.88 out of 5 average rating, 50 reviews

A chlorine-free pool is set within a spacious garden, surrounded by lush greenery and trees. Sun loungers are placed nearby, and a charming stone house is visible in the background. The landscape offers expansive views of the Tuscan countryside under a bright blue sky.

Home in Volterra

Tuscan Villa with Privacy,Pool,near towncentre

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

4.8 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

4.97 out of 5 average rating, 35 reviews

A spacious living area features a combination of light-colored furniture and decorative elements. Natural light enters through multiple windows adorned with sheer curtains. A cozy seating arrangement includes comfortable chairs and a sofa, with a decorative table in the center.

Home in Montepulciano

A moment of relaxation

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

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

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

Home in Tavarnelle Val di Pesa

A cozy living area features a fireplace with stacked logs, complemented by a comfortable armchair and decorative wall art. A spacious bed is visible in the background, framed by wooden beams that enhance the room's rustic charm.

4.93 out of 5 average rating, 138 reviews

Nada Home

4.98 out of 5 average rating, 53 reviews

A tranquil pool area is set against a breathtaking sunset, with loungers positioned alongside the water. Rolling hills stretch into the distance, enhancing the serene countryside atmosphere. Umbrellas provide shade, creating a relaxing space for guests to enjoy the picturesque landscape.

Apartment in Volterra

Unique Experience 1 L/F - Castle Farmhouse

4.78 out of 5 average rating, 32 reviews

A well-maintained outdoor swimming pool is surrounded by green grass and shade-providing umbrellas. Lounge chairs are arranged around the pool, offering views of the rolling Tuscan hills and a bright blue sky dotted with clouds.

Cottage in San Gimignano

Glicine romantic cottage in country

5 out of 5 average rating, 5 reviews

The sleeping area features a spacious bed with a neutral-colored blanket. Bedside tables are positioned on either side, topped with lamps that create a soft glow. Framed photographs adorn the wall above the bed, complemented by a wooden wardrobe in the corner.

Apartment in Scrofiano

Historic Tuscany Oasis 2BR, 2BA, Garden, A/C