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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.

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Guest favourite
An open living space showcases a white sofa adorned with orange and patterned cushions. Green accent chairs complement the decor. A wooden coffee table sits in the center, while a staircase ascends to a brighter upper level, highlighted by warm lighting and framed artworks.
Condo in Siena

Vintage apartment 400m from PalioPiazza del Campo 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.

LocationValueLaundry

4.96 out of 5 average rating, 189 reviews
Top Guest favourite
A charming terrace features a small round table and two white chairs, offering expansive views of the surrounding hills and distant landscape. A walnut tree stands nearby, enhancing the tranquil outdoor space bathed in natural light from the setting sun.
Condo in Montepulciano

The walnut tree view, Montepulciano

The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

LocationValueGetting around

5.0 out of 5 average rating, 137 reviews
Top Guest favourite
A spacious balcony is lined with arches, providing a panoramic view of the rooftops and distant cathedral of Siena. Terracotta tiles cover the floor, while potted plants add a touch of greenery. Sunlight floods the area, enhancing the architectural features and scenic outlook.
Condo in Siena

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

ValueLocationHospitality

4.89 out of 5 average rating, 198 reviews
Top Guest favourite
An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.
Condo in Asciano

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, fully 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 to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany. You will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.

FamilyLocationAmenities

4.96 out of 5 average rating, 362 reviews
Top Guest favourite
The modern living area features a sleek gray sofa, positioned beneath large windows that allow ample natural light. Local artwork adorns the walls, and a stylish wooden rack is present for hanging clothes. A minimalist lamp contributes to the clean aesthetic.
Condo in Siena

[NEW] Modern Central Studio with parking space

Welcome to Siena House, my new modern studio apartment located a short walk from the centre 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 Senesi wonders on foot and in a few minutes. Super comfortable and ideal to live and visit the beating heart of the city of Siena and its surroundings, being also a few kilometers from the highway. Looking forward to welcoming you!

LocationValueWalkability

4.94 out of 5 average rating, 254 reviews
Top Guest favourite
The open-plan living area is illuminated by natural light from the large windows, featuring a dining table surrounded by four chairs. Elegant wooden beams adorn the ceiling. A modern kitchen with sleek cabinetry and a comfortable seating area is presented, creating a functional and inviting space.
Condo in Siena

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

FamilyValueDecor

4.93 out of 5 average rating, 195 reviews
Guest favourite
The living area features exposed brick walls and a wooden beam ceiling. A white leather couch and a dark leather armchair are positioned around a glass coffee table. A decorative folding screen with floral patterns stands in the corner, while a large mirror reflects the bright space.
Condo in Siena

•Il Chiostro• A gem in the heart of Siena

Il Chiostro is a characteristic apartment located in the heart of the center of Siena, part of a historic Sienese building dating back to the 1200s! Most appreciated features: ★ Super central location ★ ★ Unique historic architecture ★ ★ Peaceful and quiet environment ★ ★ Very large spaces ★ An excellent solution for those who want to fully experience the city, immerse themselves in its incredible historical atmosphere and enjoy the Tuscan flavor of a unique holiday!

FamilyValueKitchen

4.89 out of 5 average rating, 123 reviews
Top Guest favourite
A view captures a historic building in Siena, displaying its rustic architecture and multiple arched windows. In the foreground, trees bloom with pink flowers, while green vegetation adds a touch of nature. The iconic tower of Siena is visible in the background under a clear blue sky.
Condo in Siena

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.

LocationFamilyKitchen

4.97 out of 5 average rating, 229 reviews
Top Guest favourite
Condo in Siena

Lady Camollia Apartment - historic center of Siena

Stay in the heart of Siena's historic center, within the ancient medieval walls, in an elegant 100 m² tourist apartment with external private parking. Just a few steps from Piazza del Campo and the main attractions, it is the ideal solution for families and groups of friends. Typical restaurants, local shops. Comfort, space, and a strategic location for enjoying a true vacation in Siena, surrounded by art, culture, and food and wine.

FamilyLocationLayout

5.0 out of 5 average rating, 117 reviews
Top Guest favourite
Condo in Siena

My home in the centre of the city 1

Central newly renovated apartment, complete with all accessories, bright, in a quiet area a few steps from Piazza del Campo and other major tourist attractions of Siena. Easily reachable on foot from the main car parks and in particular a few steps from the escalators that connect the car park of San Francesco to the historical center. Possibility to leave your luggage in the free deposit before check-in and after check-out

LocationFamilyQuiet

4.83 out of 5 average rating, 595 reviews
Top Guest favourite
A modern living space features a bright red sectional sofa positioned against a textured stone wall. A stylish kitchen island with seating is visible, along with minimalistic lighting fixtures and decorative plants, creating a blend of comfort and contemporary design.
Condo in Siena

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.

ValueLocationHeating

4.99 out of 5 average rating, 254 reviews
Top Guest favourite
A modern bedroom features a spacious bed with soft linens against a stylish mural of an arched window adorned with greenery. A vintage-style mirror complements the elegant decor, while soft lighting highlights the architectural details of the brick archway.
Condo in Siena

NEW in Siena, Porta Ovile + free private parking

Enjoy a stylish experience at this place just a stone's throw from Downtown Siena. Newly renovated apartment, furnished with care and elegance. Equipped with all the comforts, it is the ideal place for those who stay for work or for those who want to visit one of the most beautiful cities in Tuscany.

ValueLocationSleep quality

5.0 out of 5 average rating, 124 reviews

Popular amenities for Siena condo rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Guest favourite
A spacious living area features a comfortable seating arrangement, with light-colored sofas and decorative pillows. A wooden coffee table sits on a vibrant area rug, while sunlight filters through sheer curtains. Wall art and a large television enhance the inviting atmosphere.
Condo in Siena

Casa Manori - refined and cozy two-room apartment

LocationFamilyCheck-in

4.99 out of 5 average rating, 104 reviews
Guest favourite
A bright bedroom features a spacious bed adorned with a grey blanket and decorative pillows. Natural light enters through two large windows with sheer curtains, illuminating the room. Exposed brick walls and a wooden beam add character, while a cozy chair is positioned in one corner.
Condo in Siena

Elegant and Bright Central Loft

ValueFamilyCheckout

4.96 out of 5 average rating, 187 reviews
Top Guest favourite
A spacious living area features large glass doors leading to a terrace. Furnishings include a white armchair and a wooden coffee table. Outside, a small dining set is visible, offering a scenic view of the city and the Torre del Mangia.
Condo in Siena

"The Terrace" with a awesome Siena skyline

LocationValueNearby

4.91 out of 5 average rating, 152 reviews
Guest favourite
A wooden hot tub is positioned against a stone wall, surrounded by lush greenery. Two individuals relax within the tub, illuminated by soft lighting from nearby lanterns, creating a serene evening atmosphere.
Condo in Casole d'Elsa

La Casetta

LocationFamilyWi-Fi

4.93 out of 5 average rating, 197 reviews
Guest favourite
A spacious bedroom features a double bed dressed in white linens, with a cozy armchair in the corner. Natural light enters through a window, illuminating the stone wall beside wooden beams above. A wooden table displays snacks and additional seating is available.
Condo in Castelnuovo dell'Abate

La Casetta di Brunello, very panoramic with terrace

LocationValueAmenities

4.9 out of 5 average rating, 324 reviews
Superhost
A spacious room features exposed wooden beams above, complementing the light-colored walls and wooden flooring. A dining table and chairs sit to one side, while a bookshelf is filled with colorful books. A large window allows natural light to illuminate the space.
Condo in Siena

Liberty Siena Flat 2

ValueLocationWalkability

4.81 out of 5 average rating, 370 reviews
Top Guest favourite
A modern kitchen features white cabinetry and a spacious island with seating. Large windows allow natural light to illuminate the space, showcasing greenery outside. An elegant arrangement of plants adds a touch of freshness to the minimalist decor.
Condo in Siena

Lovely apartment in Siena

FamilyLocationBiking

4.99 out of 5 average rating, 112 reviews
Top Guest favourite
An aerial view reveals the historic village of San Donato in Poggio, showcasing charming medieval architecture and surrounding hills. The apartment is distinguished by its stone façade, nestled among lush greenery and olive trees, with terracotta rooftops complementing the landscape.
Condo in San Donato

Old medieval apartment

ValueFamilyAccuracy

4.99 out of 5 average rating, 313 reviews

Pet-friendly condo rentals

Guest favourite
Condo in Siena

Lovely Flat in the center of Siena

ValueFamilyGetting around

4.82 out of 5 average rating, 172 reviews
Guest favourite
A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.
Condo in Montepulciano

Amazing Apartment near Piazza Grande w/ Terrace

FamilyLocationCondition

4.92 out of 5 average rating, 189 reviews
Top Guest favourite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza

Tuscan rural house in Mascagni Farmhouse Pienza

ValueLocationLaundry

5.0 out of 5 average rating, 166 reviews
Top Guest favourite
A cozy bedroom features a spacious bed with neutral-toned linens and decorative pillows. The warm yellow walls are adorned with framed photographs, while shelves hold books and small decorative items. Soft lighting enhances the inviting atmosphere, creating a comfortable space for relaxation.
Condo in Pienza

Casa Gioia

ValueLocationComfort

4.92 out of 5 average rating, 150 reviews
Top Guest favourite
Condo in Pienza

Amazing view of Val d'Orcia Pienza

ValueFamilyLaundry

4.92 out of 5 average rating, 126 reviews
Guest favourite
A shaded outdoor terrace features a rustic wooden table set with wine glasses and a bottle of Chianti, accompanied by a plate of snacks. Lush greenery and tall trees are visible in the background, contributing to a serene countryside view.
Condo in Castellina in Chianti

Relax among the vineyards of Chianti-IlVillinoFarmhouse

LocationValueHospitality

4.81 out of 5 average rating, 366 reviews
Top Guest favourite
Condo in San Gimignano

Historic centre - cozy apartment

LocationValueCleanliness

4.84 out of 5 average rating, 296 reviews
Guest favourite
The living area features a combination of a soft beige sofa set and two armchairs, arranged around a small round table. A traditional area rug enhances the space, while a stone wall adds texture. A flat-screen television is mounted on the wall near a low cabinet.
Condo in Montepulciano

HOLIDAY APARTMENT IN HISTORICAL PALACE- MARINA

FamilyValueBreakfast

4.94 out of 5 average rating, 220 reviews

Condo rentals with a pool

Guest favourite
A swimming pool is foregrounded with vibrant red roses, offering a striking contrast against the clear blue water. The panoramic view features rolling hills and the medieval towers of San Gimignano in the distance, with sun loungers arranged around the pool area.
Condo in San Gimignano

Adalberto Apartment inside the Manor of Fulignano

ValueFamilyLayout

4.95 out of 5 average rating, 152 reviews
Top Guest favourite
A sunny pool area is surrounded by lush greenery, featuring a rectangular swimming pool with a sunlit patio. Several green and white umbrellas provide shade over lounge chairs, inviting guests to relax in the outdoor space.
Condo in Casole d'Elsa

Manuela apartment with pool in farmhouse

LocationFamilyHeating

4.97 out of 5 average rating, 119 reviews
Guest favourite
The exterior of the apartment features a spacious garden with a wooden deck and an elevated pool. A stone pathway leads to the entrance. The structure is surrounded by lush greenery and traditional Tuscan buildings, creating a serene environment.
Condo in Castiglioni

[Ninfea] Ancient House in Tuscany

LocationValueCheck-in

4.92 out of 5 average rating, 121 reviews
Top Guest favourite
Condo in Arezzo

Chianti, elegant barn among vineyards and pool

LocationFamilyParking

4.95 out of 5 average rating, 181 reviews
Guest favourite
Condo in San Gimignano

Scenic Stilish Country

LocationFamilyCheck-in

4.88 out of 5 average rating, 137 reviews
Guest favourite
An aerial view captures a rustic stone building surrounded by lush greenery and tall cypress trees. A sparkling swimming pool is visible in the yard, complemented by sun loungers. Rolling vineyards stretch into the background, enhancing the serene landscape.
Condo in Castelnuovo Berardenga

Charming Residence Castello di Orgiale near Siena

ValueFamilyBreakfast

4.97 out of 5 average rating, 88 reviews
Guest favourite
An aerial view captures the rural estate, showcasing a well-maintained lawn surrounded by lush vineyards. A private pool is visible, complemented by red umbrellas and lounge chairs. The rustic buildings reflect traditional architecture, while trees provide natural shade across the property.
Condo in Monte San Savino

Casa Granaio | Ground floor 1-bedroom apartment (2

FamilyLocationCleanliness

4.96 out of 5 average rating, 82 reviews
Guest favourite
A serene pool area showcases a sparkling water surface under a wide sky. Sun loungers and large umbrellas provide shade for relaxation. The surrounding greenery complements the peaceful landscape, which includes distant hills and rustic buildings.
Condo in Siena

Large Apartment in a Villa, swimming pool, Siena

FamilyLocationBarbecue

4.78 out of 5 average rating, 32 reviews

Destinations to explore