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Apartment vacation rentals in Casole d'Elsa

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Quick stats about apartment rentals in Casole d'Elsa

  • Nightly prices starting at

    Casole d'Elsa vacation rentals start at G$14,640 GYD per night before taxes and fees

  • Verified guest reviews

    Over 110 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Casole d'Elsa rentals

  • 5 Average rating

    Casole d'Elsa stays are highly rated by guests—averaging 5 out of 5!

Top-rated apartment rentals in Casole d'Elsa

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Guest favorite
A panoramic view of an ancient Tuscan village is depicted, showcasing stone buildings and a prominent clock tower. The landscape features rolling hills in the background, with trees partially obscuring the view. The warm tones of the architecture contrast with the blue sky.
Apartment in Colle di Val d'Elsa

Ancient Apartment Steeped in History 052012LTN0001

Hi, I'm Laura. I furnished my apartment with the grace and love of those who were born there, to allow those who come to breathe the familiar and peaceful atmosphere of an ancient Tuscan village. From the attic, you can admire the battlements of the Castle, which welcomes you with the grandeur of its walls, the Civic Tower, the Cathedral and the Palazzo del Campana, and the view of the green countryside. The high ceilings, the huge walls, the chandeliers that fall from above, testify to the ancient heritage.

FamilyValueRiver

4.79 out of 5 average rating, 393 reviews
Top guest favorite
The image showcases a view of the Torre del Diavolo framed by lush greenery. Two bottles of wine are positioned in the foreground, enhancing the peaceful garden setting. Historic buildings with textured stone facades are visible, complementing the charming medieval atmosphere.
Apartment in San Gimignano

Apartment at ground floor with garden

A refined and very central setting, between Piazza della Cisterna and Piazza del Duomo. The house has the rare value of combining a comfortable ground floor, with independent entrance, to a stunning view of the famous Devil's tower.The exclusive garden, equipped to dine outdoors, read or stay between flowers and towers, is an extraordinary oasis of peace and silence, just around the corner of the two lively main squares.Parking available in a private garage at a cost of €9.00 per day,6 min walk.

LocationValueBathroom

4.97 out of 5 average rating, 182 reviews
Top guest favorite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Apartment in Carmignano

Giglio Blu Charming Loft + Wi-Fi + Netflix

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

ValueFamilyAccess

4.97 out of 5 average rating, 298 reviews
Guest favorite
A sunlit pool area features a clear, inviting swimming pool surrounded by green lawn. Bright umbrellas and lounge chairs are arranged near the pool, providing shaded seating. Lush greenery and a stone wall create a cozy, secluded atmosphere.
Apartment in Casole d'Elsa

Girasoli apartment with pool in farmhouse

After climbing 17 steps, you will be accommodated in an apartment located on the second floor with a separate entrance. Consisting of a kitchen, bathroom with shower, and double bedroom with 2 windows overlooking the town of Casole d'Elsa and the swimming pool. Mosquito nets on the windows. Small terrace shared with the Manuela apartment IT IS MANDATORY TO PAY THE ACCOMMODATION TAX AT CHECK-IN €1 per person in cash USE of heating from November 1 to April 15 (Regional Law) €15.00 per day.

ValueLocationBathroom

4.94 out of 5 average rating, 114 reviews
Guest favorite
Apartment in San Gimignano

HOUSE OF THE MIDDLE AGES

The entire apartment and the external courtyard are for the exclusive use of the single guest. The apartment has been renovated respecting all the values of the time lived. It is located in the center, surrounded by tall towers. You will have a wonderful outdoor courtyard with views of the towers for your exclusive use for an extraordinary outdoor dinner or enjoy a glass of wine in peace. You will easily find: Restaurants, bars and ice cream parlors. We look forward to seeing you:)

ValueFamilyWifi

4.88 out of 5 average rating, 376 reviews
Top guest favorite
A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Apartment in Poggibonsi

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment is halfway between Florence and Siena, and is conveniently located for quick access to Florence, Siena, San Gimignano, Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

ValueFamilyGetting around

4.98 out of 5 average rating, 338 reviews
Top guest favorite
A bright living area features a light wooden dining table surrounded by four white chairs. A dark blue sofa is positioned against the wall, and two windows allow natural light to enhance the space. The view outside includes hints of greenery.
Apartment in San Gimignano

The Tuscan Dream-modern in the center of San Gimignano

The Tuscan Dream, an exclusive apartment in the historic center of San Gimignano! This 100 m² apartment, located a few steps from the famous medieval towers, is the ideal base for exploring the UNESCO heritage village. The apartment has large bright spaces, a fully equipped kitchen, a living room with panoramic views of the Tuscan hills, two elegant bedrooms and two spacious bathrooms. Enjoy a spectacular view and relax at sunset with a good glass of local wine.

LocationValueAmenities

4.99 out of 5 average rating, 188 reviews
Top guest favorite
A tranquil landscape is captured at sunrise, with the sun rising above a misty valley. Soft golden light filters through layered clouds, illuminating the distant hills. The scene conveys a sense of peace and natural beauty, set against a backdrop of serene fog.
Apartment in San Gimignano

Apartment with panoramic garden in San Gimignano

Located close to the walls of San Gimignano, the apartment is surrounded by nature with every desirable comfort and an amazing panoramic view. The apartment consists of 1 kitchen, 1 double bedroom, 1 living-dining room, panoramic garden and reserved parking next to the house. - 2 minutes' walk from the city center, surrounded by nature - panoramic view - every desirable comfort -private parking - 1 kitchen, 1 bedroom, 1 bathroom, 2 living rooms

LocationValueBathroom

4.93 out of 5 average rating, 131 reviews
Top guest favorite
The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.
Apartment in Siena

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

FamilyLocationParking

4.98 out of 5 average rating, 113 reviews
Top guest favorite
An aerial view reveals the rustic stone farmhouse surrounded by lush greenery and vineyards. The inviting pool is set within a well-maintained garden, complemented by outdoor seating and barbecue areas, offering a peaceful retreat in the heart of the Tuscan countryside.
Apartment in Gavignano

Poggio Massiccioli

Cozy apartment for 4 people furnished in Tuscan style and with exposed beams immersed in the rolling hills of the Tuscan countryside. Guests have access to a furnished garden, free Wi-Fi, a shared swimming pool, a wood-burning oven, a barbecue, and a washing machine. The apartment was converted from a charming 19th-century stone farmhouse recently renovated according to Tuscan tradition and divided into three comfortable apartments.

ValueFamilyGrill

4.92 out of 5 average rating, 386 reviews
Top guest favorite
An ancient stone farmhouse is set among lush greenery, featuring a private garden with blooming flowers and seating areas. Sunlight casts a warm glow on the rustic exterior, while a sunshade and lounge chairs are visible. The inviting entrance is complemented by a decorative light.
Apartment in Casole d'Elsa

Hilltop apartment between Siena and Volterra

Apartment in ancient stone farmhouse with 1 double bedroom and 1 single; kitchen with fireplace. Private entrance and garden. Great wiew on the hills of Toscana. Nearest village Pievescola at 6 km, nearest town Radicondoli at 9 km. Casole d'Elsa 12 km far. Colle di Val d'Elsa 18 km far, Siena 30 km, San Gimignano 28 km, Volterra 30 km, Firenze 60 km, Roma 270 km. Bus service from/to Colle di Val d'Elsa 3 times a day.

LocationValueNearby

4.9 out of 5 average rating, 129 reviews
Guest favorite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Apartment in Monteroni d'Arbia

"Red Rose" apartment with view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

LocationFamilyWalkability

4.94 out of 5 average rating, 287 reviews

Popular amenities for Casole d'Elsa apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favorite
A scenic view of the surrounding countryside presents rolling hills and lush vineyards. Colorful flowers and greenery frame the pathway leading towards the entrance, under a partly cloudy sky that allows for ample sunlight.
Apartment in Poggibonsi

OLIVE TREE APARTMENT - CHIANTI

ValueFamilyComfort

4.98 out of 5 average rating, 280 reviews
Top guest favorite
Apartment in San Gimignano

Casa Irene

ValueFamilyCheckout

4.96 out of 5 average rating, 255 reviews
Top guest favorite
The elegantly structured Villa di Geggiano is set amidst lush vineyards and well-maintained gardens. Its classic stone facade and terracotta roof harmonize with the surrounding greenery, while neatly manicured pathways and symmetrical garden beds create a picturesque landscape under a partly cloudy sky.
Apartment in Siena

Villa di Geggiano – Alfieri Suite

FamilyLocationLaundry

4.99 out of 5 average rating, 168 reviews
Top guest favorite
A modern dining area features a large wooden table surrounded by sleek black chairs, with expansive glass walls offering views of the surrounding hills and city. The space is well-lit by hanging pendant lights, creating a bright and inviting environment.
Apartment in Florence

Rooftop with Breathtaking Views. Short Walk to The Duomo.

LocationValueRiver

4.96 out of 5 average rating, 396 reviews
Top guest favorite
An open-plan living area is shown, featuring warm, rustic décor with exposed wooden beams and terracotta flooring. A dining table for six is visible, alongside comfortable seating arrangements. The kitchen area, equipped with modern amenities, is integrated into the space, providing a welcoming atmosphere.
Apartment in Casole d'Elsa

Holiday House "Anna" - the MUSICIAN for 4-5 persons

LocationFamilyGetting around

5.0 out of 5 average rating, 37 reviews
Top guest favorite
A charming street in the historical center is lined with rustic brick buildings. Potted plants and flowers adorn the facades, while the pathway features a mix of smooth stone and tile. Overhead, the sky is partially cloudy, allowing natural light to illuminate the scene.
Apartment in Casole d'Elsa

Mirella apartment in the historic center

FamilyLocationGetting around

4.97 out of 5 average rating, 33 reviews
Top guest favorite
An outdoor seating area is shaded by a fabric canopy, featuring a comfortable long bench with decorative pillows and a dining table surrounded by metal chairs. Colorful flower pots filled with blooming flowers enhance the garden's vibrant atmosphere, set against a rustic stone wall.
Apartment in Colle di Val d'Elsa

CANONICA 43 Luxury villa in the heart of Tuscany

LocationFamilyBathroom

5.0 out of 5 average rating, 78 reviews
Guest favorite
An outdoor terrace is shaded by a striped canopy, featuring a large table surrounded by chairs, ideal for gathering. A stunning view of rolling hills and greenery is visible in the background, while sunlight casts gentle shadows on the tiled floor.
Apartment in Pievescola

Borgo Ripostena – n. 7 Trinciatoio

LocationFamilyShared spaces

4.96 out of 5 average rating, 55 reviews

Private apartment rentals

Top guest favorite
An open-concept living area is presented, featuring a hanging chair and stylish black furnishings. Arched doorways lead to the dining space, which is brightened by natural light. Potted plants add greenery to the environment, alongside a cozy rug on the tiled floor.
Apartment in San Gimignano

Herons Superior Apartment - Splendid view!

FamilyValueBathroom

4.99 out of 5 average rating, 90 reviews
Top guest favorite
Apartment in San Gimignano

Private Courtyard | 3BR/3BA | Garage

LocationFamilyGetting around

5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in Colle di Val d'Elsa

Country Home In Tuscany - Pool & Relaxing

FamilyLocationSleep quality

5.0 out of 5 average rating, 4 reviews
Superhost
A charming stone-clad building is set against a bright blue sky with scattered clouds. Lush greenery surrounds a well-kept garden path leading to the entrance, adorned with lounge chairs. An umbrella provides shade over the seating area for relaxation.
Apartment in Casole d'Elsa

Lovely Tuscan nest in heaven! Big shared pool!

ValueLocationComfort

4.6 out of 5 average rating, 40 reviews
Guest favorite
An open living space is presented with a round dining table surrounded by two green chairs. A modern television hangs on the wall opposite a light grey sofa. Natural light fills the room from large windows, complemented by indoor plants adding a touch of greenery.
Apartment in Pievescola

TuscanNest: 2 bedr, Terrace 180 view, free parking

FamilyValueWifi

4.95 out of 5 average rating, 43 reviews
Top guest favorite
Apartment in Asciano

Incredible Views & Pool in the Tuscan Hills

LocationFamilyAccess

4.86 out of 5 average rating, 22 reviews
Top guest favorite
A bright living room features a white sofa adorned with decorative pillows, positioned near a large window that opens to a terrace with panoramic views. Natural light floods the space, highlighting the rustic stone wall and simple coffee table with a vase of flowers.
Apartment in Radicondoli

Tuscan Hilltop Retreat | Views, Charm, Fireplace

FamilyLocationAmenities

4.98 out of 5 average rating, 48 reviews
Superhost
A spacious terrace offers multiple lounge chairs arranged for relaxation, each topped with neatly rolled towels. Lush greenery and rolling hills are visible in the distance, complemented by flowering plants in terracotta pots along the railing.
Apartment in Casole d'Elsa

Cozy cottage overlooking Tuscan countryside

LocationFamilyOutdoor spaces

4.9 out of 5 average rating, 39 reviews

Apartment rentals with a hot tub

Guest favorite
A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.
Apartment in Siena

Villa'Colombaiolo di Marciano', 28

LocationValueOutdoor spaces

4.9 out of 5 average rating, 146 reviews
Top guest favorite
An expansive terrace features a large table surrounded by black chairs, offering a panoramic view of the city. Bright green lounge chairs provide a spot for relaxation. Decorative tiles enhance the visual appeal against a backdrop of historic architecture and blue skies.
Apartment in Florence

At the top faboulous terrace Florence

FamilyValueLong stay

4.83 out of 5 average rating, 164 reviews
Superhost
A tranquil pool area is surrounded by lush vegetation and stone pathways, inviting relaxation during the evening hours. The soft illumination from surrounding lights reflects off the water, highlighting the pool's inviting turquoise hue and enhancing the calm ambiance of the property.
Apartment in Sassetta

Apartment Alex - Tuscany Charme

LocationFamilyShared spaces

4.89 out of 5 average rating, 144 reviews
Top guest favorite
A living area is presented with a light-colored sofa and a glass coffee table on a patterned rug. Walls are adorned with framed artwork, and a large television is positioned in a wooden cabinet. Double doors lead to an outdoor space, enhancing natural light.
Apartment in Florence

Fully renovated exclusive apartment in Villa

LocationFamilyAmenities

4.99 out of 5 average rating, 101 reviews
Top guest favorite
The living area features a stylish design with a dark gray sofa and two deep red armchairs. A round glass table sits on a marble floor, enhanced by natural light from the two windows with light curtains. A decorative mirror and elegant light fixtures adorn the walls.
Apartment in Siena

Domus Nannini - L'Arco di Matteotti Spa

FamilyLocationHot tub

4.98 out of 5 average rating, 107 reviews
Superhost
Apartment in San Marco

Duomo FillYourHomeWithLove Design Apartment

LocationFamilyCondition

4.79 out of 5 average rating, 141 reviews
Top guest favorite
A modern living area features a corner sofa in light tones, paired with a glass coffee table. A chandelier hangs from the ceiling, and large windows allow ample natural light. In the background, a sleek kitchen and dining area are visible, enhancing the space's contemporary feel.
Apartment in Centro

AJ Luxury Duomo View

FamilyValueAmenities

4.9 out of 5 average rating, 233 reviews
Guest favorite
A spacious living area features a white leather sofa, a large ottoman, and a decorative chandelier. Exposed stone walls and wooden floors create a warm ambiance. Natural light filters in through two open windows, complemented by a large flat-screen television and decorative shelves.
Apartment in Centro

Executive Apartment City Center

FamilyLocationLayout

4.85 out of 5 average rating, 147 reviews

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