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Apartment holiday 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 holiday rentals start at $122 NZD per night before taxes and fees

  • Verified guest reviews

    Over 110 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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Top Guest favourite
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

Il Sogno Toscano-moderno in centro a San Gimignano

Il Sogno Toscano, appartamento esclusivo nel centro storico di San Gimignano! Questo appartamento di 100 m²,situato a pochi passi dalle celebri torri medievali, è la base ideale per esplorare il borgo patrimonio UNESCO. L’appartamento dispone di ampi spazi luminosi, una cucina completamente attrezzata, soggiorno con vista panoramica sui colli toscani, due camere da letto eleganti e due bagni spaziosi. Godetevi una vista spettacolare e rilassatevi al tramonto con un buon bicchiere di vino locale.

4.99 out of 5 average rating, 198 reviews
Top Guest favourite
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.

4.97 out of 5 average rating, 184 reviews
Guest favourite
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

Antico App. Immerso nella Storia 052012LTN0001

Ciao sono Laura , ho arredato il mio appartamento con il garbo e l'amore di chi ci è nato, per permettere a chi viene di respirare l'atmosfera familiare e tranquilla di un antico borgo di Toscana. Potrai ammirare dalla mansarda gli spalti del Castello, che ti accoglie con l'imponenza delle sue mura, della Torre Civica, del Duomo e del Palazzo del Campana, ed il panorama della verde campagna. Gli alti soffitti, le enormi pareti, i lampadari che calano dall'alto, testimoniano l'antico retaggio.

4.79 out of 5 average rating, 394 reviews
Top Guest favourite
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 Vacanze

Laura Chianti Vacanze è la soluzione ideale per chi cerca pace e tranquillità immerso nelle campagne del Chianti. L'appartamento è a metà strada tra Firenze e Siena, si trova in una posizione strategica per raggiungere velocemente Firenze, Siena, San Gimignano , Volterra, nonché le meravigliose colline del Chianti. L'appartamento dispone di ampio parcheggio privato, due camere, cucina attrezzata, bagno privato, giardino privato, barbecue, ed una stupenda vista sulle colline del Chianti.

4.98 out of 5 average rating, 343 reviews
Guest favourite
Aerial view of the agriturismo Santa Lucia, showcasing well-maintained grounds surrounded by lush greenery and neatly lined cypress trees. A shared swimming pool is visible at the center, complementing the rustic charm of the old farmhouse and the rolling hills in the background.
Apartment in Asciano

Appartamento Loggiato 2 in toscana con piscina

L'appartamento Loggiato 2 per 2 persone si trova nell'agriturismo Santa Lucia (L'AGRITURISMO è DIVISO IN 7 APPARTAMENTI) nelle Crete Senesi vicino Siena ed è un bilocale situato al primo piano con tavolino privato dinanzi alle vetrate del loggiato d'ingresso. Ci sono una camera matrimoniale (due letti singoli uniti per formare un letto matrimoniale), bagno con doccia e soggiorno con cucina funzionale e televisione. L' APPARTAMENTO HA L'ARIA CONDIZIONATA nella camera ( A PAGAMENTO ).

4.94 out of 5 average rating, 161 reviews
Top Guest favourite
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

Appartamento con giardino panoramico San Gimignano

Situato a ridosso delle mura di San Gimignano, l’ appartamento è immerso nella natura con ogni confort desiderabile ed una vista panoramica stupefacente. L’appartamento è composto da 1 cucina, 1 camera da letto matrimoniale, 1 stanza soggiorno-pranzo, giardino panoramico e posteggio auto riservato di fianco alla casa. -2 minutes walk from the city center, surrounded by nature -panoramic view -every desirable confort -private parking -1 kitchen, 1 bedroom, 1 bathroom, 2 living room

4.93 out of 5 average rating, 132 reviews
Top Guest favourite
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.

4.97 out of 5 average rating, 116 reviews
Top Guest favourite
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

Accogliente appartamento per 4 persone arredato in stile toscano e con travi a vista immerso tra le dolci colline della campagna toscana. A disposizione degli ospiti giardino attrezzato,wi-fi gratuita,piscina condivisa attrezzata,forno a legna e barbecue,lavatrice. L'appartamento è stato ricavato da una graziosa casa colonica in pietra del 1800 recentemente ristrutturata secondo la tradizione toscana e suddivisa in tre comodi appartamenti

4.92 out of 5 average rating, 390 reviews
Top Guest favourite
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.

4.9 out of 5 average rating, 129 reviews
Guest favourite
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

Appartamento "Red Rose" con vista su Siena.

Caggiolo è un podere completamente ristrutturato composto da più appartamenti, ognuno con ingresso indipendente e giardino privato, con vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

4.94 out of 5 average rating, 288 reviews
Top Guest favourite
An outdoor pool area is surrounded by olive trees and vineyards, with sun loungers and shaded umbrellas arranged on the deck. Soft sunlight bathes the scene, highlighting the peaceful setting. A gravel path leads around the pool, inviting relaxation amid the natural landscape.
Apartment in Monteriggioni

Comfort Apartment tra i vigneti del Chianti

Appartamento al piano superiore della struttura caratterizzato da una vista meravigliosa sulle colline del Chianti, uliveti o sul patio. Ristrutturato mantenendo il fascino delle loro antiche mura ma aggiungendo ogni comfort. Comprende soggiorno, angolo cottura, una camera da letto matrimoniale, un bagno privato con doccia, aria condizionata.

4.93 out of 5 average rating, 455 reviews
Top Guest favourite
An aerial view captures the medieval village of Certaldo, featuring terracotta rooftops and winding streets. The lush greenery surrounding the village adds a natural touch, while historic buildings stand prominently, showcasing varied architectural styles. The placement of the highlighted property is evident within the quaint atmosphere.
Apartment in Certaldo

Casa in torre medioevale con vista a Certaldo

Casa vacanze situata nel cuore del borgo medioevale di Certaldo. Appartamento al secondo piano senza ascensore costituito da cucina con sala da pranzo, camera con TV al plasma e terrazza, bagno con cabina doccia, cameretta con divano letto, zona relax e vista panoramica. Ampio giardino con barbecue! Posti letto complessivi 4. Free WiFi!!!

4.98 out of 5 average rating, 138 reviews

Popular amenities for Casole d'Elsa apartment rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Guest favourite
Apartment in San Gimignano

Casa Irene

4.96 out of 5 average rating, 257 reviews
Top Guest favourite
A light-filled living area features curved ceilings and large arched windows opening to a garden. A comfortable armchair and a striped sofa are arranged around a neutral coffee table. Bookshelves line the walls, displaying an assortment of decorative items and books.
Apartment in Santo Spirito

Wonderful house with garden

4.98 out of 5 average rating, 275 reviews
Guest favourite
The private terrace reveals a panoramic view of the Duomo and the city skyline. Modern lounge seating and a spacious day bed are arranged for relaxation. The entrance to the penthouse is visible, showcasing a contemporary design with clean lines and large windows.
Apartment in Centro

Enjoy a Boutique Penthouse Near the Duomo

4.98 out of 5 average rating, 286 reviews
Guest favourite
A bright and airy seating area features large glass windows that frame an impressive view of the Duomo and the surrounding cityscape. Potted plants and a lamp add subtle touches to the space, while a comfortable chair invites relaxation.
Apartment in San Marco

The house of Love

4.85 out of 5 average rating, 387 reviews
Top Guest favourite
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

4.99 out of 5 average rating, 169 reviews
Top Guest favourite
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.

4.96 out of 5 average rating, 399 reviews
Top Guest favourite
The spacious room features a wooden beamed ceiling and terracotta flooring. A large bed is accompanied by two red armchairs and a wooden table. Soft lighting creates a welcoming ambiance, while an artwork adorns the wall above the bed, adding to the room's charm.
Apartment in Casole d'Elsa

Casa Vacanze "Anna" - IL POETA per 4 persone

5.0 out of 5 average rating, 17 reviews
Top Guest favourite
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

Appartamento Mirella in centro storico

4.97 out of 5 average rating, 33 reviews

Private apartment rentals

Top Guest favourite
A panoramic view reveals rolling hills adorned with vineyards and olive groves, stretching under a dramatic sky. The tan-coloured buildings of the property are nestled among lush greenery, while a serene pool reflects the surrounding landscape.
Apartment in Quercegrossa

Tuscany jem: La Casa del Fattore del Chianti

4.98 out of 5 average rating, 88 reviews
Top Guest favourite
Apartment in San Gimignano

Private Courtyard | 3BR/3BA | Garage

5.0 out of 5 average rating, 15 reviews
Guest favourite
Apartment in Colle di Val d'Elsa

Country Home In Tuscany - Pool & Relaxing

5.0 out of 5 average rating, 7 reviews
Guest favourite
The image presents an aerial view of a rustic villa surrounded by rolling hills and vineyards. A rectangular swimming pool is situated in the foreground, and the greenery of the surrounding gardens enhances the serene landscape. The property showcases traditional architecture with terracotta roofs.
Apartment in San Gimignano

Il Castro Luxury San Gimignano. Michelangelo Suite

4.81 out of 5 average rating, 64 reviews
Top Guest favourite
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!

4.99 out of 5 average rating, 94 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!

4.57 out of 5 average rating, 42 reviews
Top Guest favourite
A rustic stone building is set against a clear blue sky, featuring arched windows and a slate roof. The surrounding landscape includes a gravel pathway and green trees, contributing to a serene ambiance.
Apartment in Radicondoli

Apartment in Old Farmhouse

4.96 out of 5 average rating, 51 reviews
Top Guest favourite
An outdoor dining area features a large table surrounded by multiple chairs, set under a shaded pergola. Arched supports create a spacious ambiance, while the picturesque view of lush vineyards and rolling hills can be seen in the background.
Apartment in Poggibonsi

App. Poggiarello

4.96 out of 5 average rating, 57 reviews

Apartment rentals with a hot tub

Guest favourite
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

4.91 out of 5 average rating, 149 reviews
Guest favourite
Apartment in Siena

Modern Design + Jacuzzi in Central Siena

4.85 out of 5 average rating, 128 reviews
Superhost
Apartment in Florence

Healthy Home | Duomo • Jacuzzi & Green Oasis

4.89 out of 5 average rating, 102 reviews
Guest favourite
A rustic stone building is framed by lush greenery, with a gravel pathway leading to its entrance. Windows are adorned with flower boxes, and archways add architectural interest. The sky features a mix of clouds, hinting at a temperate climate.
Apartment in Montalcino

Appartamento bilocale classic

4.84 out of 5 average rating, 109 reviews
Top Guest favourite
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

4.83 out of 5 average rating, 166 reviews
Top Guest favourite
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

4.99 out of 5 average rating, 102 reviews
Guest favourite
A serene garden scene features a table set with a floral-patterned teapot and matching cups. Lush greenery surrounds the area, with terracotta pots and vibrant flowers enhancing the natural setting. The space is bathed in soft sunlight, providing a tranquil outdoor retreat.
Apartment in Florence

Apartment with garden and parking

4.89 out of 5 average rating, 371 reviews
Guest favourite
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

4.9 out of 5 average rating, 235 reviews

Destinations to explore