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Apartment vacation rentals in Caldana

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Top-rated apartment rentals in Caldana

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Top guest favorite

The exterior view reveals a rustic stone building surrounded by lush greenery and vibrant poppies. Olive groves extend into the distance under a clear blue sky. A gravel area features seating for relaxation, enhancing the tranquil atmosphere of the Tuscan countryside.

Apartment in Siena

4.98 out of 5 average rating, 122 reviews

Strada della Befana, the countryside in the city

The accommodation, totally independent and recently renovated, is a portion of the former crows of a nineteenth-century villa immersed in greenery but very close to the center, with an open view of green olive groves and the city. The apartment is part of a recently renovated building, originally stables for a XIX century Villa. Immersed in the Sienese countryside but only a few minutes away from the city centre. It has an independent access and stunning views of Siena and a valley of olive groves.

An inviting living space features a cozy fireplace framed by a rustic stone wall. Natural light filters through floral-patterned curtains, illuminating a spacious sitting area with a two-seater sofa. A four-poster bed draped in sheer fabric enhances the room's charm, complemented by decorative lanterns.

Apartment in Caminino

4.91 out of 5 average rating, 169 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Top guest favorite

The spacious living area features a modern gray sectional sofa positioned in front of a sleek kitchen. A dining table with black chairs is set nearby, with large windows allowing natural light to illuminate the open space and providing views of the surrounding hills.

Apartment in Pievescola

4.99 out of 5 average rating, 110 reviews

Tuscan View 360: 3 bedr, 2 baths, free parking

Elegante e moderno appartamento situato nel borgo di Pievescola, tra Siena e Firenze, vicino a Monteriggioni e Parco Fluviale. A pochi passi dal ristorante, mini market, panificio, pasticceria, farmacia e banca. Ad uso esclusivo, raggiunto con scale al piano primo, si divide in: • 3 Camere da letto con materassi memory • 2 Bagni con doccia a cascata • Finestre con vista a 360 gradi sui colli • Soggiorno, cucina professionale e zona pranzo • Lavanderia interna con lavatrice e asciugatrice

A cozy table set for two holds two glasses of red wine alongside a stack of books. A view of the dramatic Mangia Tower can be seen through the window, illuminated by the evening sky. A green plant adds a touch of nature to the scene.

Apartment in Siena

4.99 out of 5 average rating, 123 reviews

Piazza del Campo Honeymoon Suite: romantic gateway

The 800-year-old Palazzo Accarigi, a Palazzo-Tower overlooking Piazza del Campo, offers a dreamy suite for Honeymoons and Anniversaries. As inside a fairy-tale, you will sleep in a princely baldaquin with a magnificent view of Piazza del Campo, while the highest quality noise-reducing windows will ensure you the quietest stay This suite offers a private and safe place to live the most authentic Tuscan lifestyle: plan to stay more days, use this flat as a base to explore Siena province.

A doorway opens to a warm, inviting space featuring a cozy bedroom with a spacious bed dressed in light linens. The room includes wooden ceiling beams and a small table with chairs in the background, complemented by natural light filtering through the window.

Apartment in Siena

4.94 out of 5 average rating, 182 reviews

Casa Fusari - Apartment next to the Duomo

! Please check the house rules before booking ! Completely renovated apartment with fine finishes located in a building of 1746, one minute walk from Piazza del Duomo and two minutes from Piazza del Campo. Strategic position in the heart of the historic center, very convenient raised ground floor from which you can see part of the Duomo, next to the apartment you will find two great restaurants. A few steps away you will also find the escalator to the parking lot Santa Caterina.

The living space features high ceilings with decorative beams and elegant pendant lighting. A modern kitchen is visible, complemented by a dining table and white chairs. Two plush white sofas are arranged for comfort, with a decorative plant adding a touch of greenery.

Apartment in Siena

4.92 out of 5 average rating, 239 reviews

Palazzo Casini Piccolomini Apartment

Newly renovated apartment, located on the 2nd floor of the historic Palazzo Casini Piccolomini, in the heart of downtown Siena, 30 meters from the famous Piazza del Campo, equipped with every comfort to offer our guests an unforgettable stay. Renewed apartment, located on the 2nd floor in the historic Casini Piccolomini building, in the heart of downtown Siena, 30 meters from the famous Piazza Del Campo, fully equipped to offer our guests a great stay in our city.

Top guest favorite

A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.

Apartment in Montemassi

4.97 out of 5 average rating, 105 reviews

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.

Apartment in Castelnuovo Berardenga

4.93 out of 5 average rating, 163 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

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

4.96 out of 5 average rating, 249 reviews

"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).

Top guest favorite

An outdoor terrace area is presented, featuring a green wooden table surrounded by two white chairs. A large white umbrella provides shade, while various potted plants add greenery. The stone wall of the building and steps in the background contribute to the rustic ambiance.

Apartment in Montemassi

4.92 out of 5 average rating, 106 reviews

Montemassi, the Maremma that enchants - House of the Arts

The apartment is located in the center of the medieval village of Montemassi. It is surrounded by nature, silence and history; behind it is a magnificent 12th-century castle from which to enjoy a fairytale view. The accommodation is suitable for couples of all races, religions and sexual orientations, solo adventurers and furry friends (pets).🐩😸

An aerial view showcases a rustic stone farmhouse nestled among lush greenery, surrounded by olive trees and colorful foliage. A winding gravel path leads to the main entrance, framed by palm trees, with several cars parked near the building. The tranquil setting highlights the natural landscape.

Apartment in Caldana

4.72 out of 5 average rating, 125 reviews

Appartment 2 surrounded by Tuscan Nature

This appartment is inserted to the main house and has 55 mp with kitchen, bathroom, bedroom, and terrace. It is built in the traditional tuscan style with stone and wood. Its 20 minutes drive to the sea,1 hour to Siena, 2 hours to Rome and Florence, 5 minutes to Caldana city Center where you have all amenities (groceries, farmacy, post..)

A balcony provides a scenic view of Piazza del Campo, showcasing the surrounding historic buildings. A small table and chair invite relaxation, while the colorful sunset casts a warm glow over the area, highlighting the lively atmosphere with people enjoying the space below.

Apartment in Siena

4.86 out of 5 average rating, 240 reviews

A BALCONY ON THE PIAZZA OF THE PALIO

Three windows with balcony overlooking Piazza del Campo that allows access to an exclusive terrace with breathtaking views of the Piazza del Palio and the Palazzo Pubblico. One bedroom, large super-equipped kitchen. Sofa bed available to comfortably accommodate up to 4 people

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Popular amenities for Caldana apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

An open kitchen and dining area feature a wooden table surrounded by four chairs. Natural light enters through a window, illuminating the space. A kitchenette with wooden cabinets is present, and a staircase leads to an upper level. Decorative artwork is displayed on the walls.

Apartment in Castiglione della Pescaia

4.86 out of 5 average rating, 71 reviews

Apartment da Iris

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

4.94 out of 5 average rating, 35 reviews

Apartment in Old Farmhouse

Top guest favorite

A bright living area features a dining table set for a meal, accompanied by four chairs. A wall mural depicting a beach scene enhances the space. A small television is mounted on a white console, while natural light enters through a nearby window.

Apartment in Castiglione della Pescaia

4.92 out of 5 average rating, 83 reviews

SEA APARTMENT CASTIGLIONE

The exterior of the 'Olivo' apartment is shown, featuring a quaint building with a blend of stone and plaster. A spacious terrace is visible, along with outdoor seating and a pathway leading into picturesque surroundings. The sunset illuminates the landscape, enhancing the tranquil atmosphere.

Apartment in Massa Marittima

4.93 out of 5 average rating, 15 reviews

Panorama Ferien Toscana "Olivo"

A spacious lawn surrounds a rectangular swimming pool, with several lounge chairs arranged on the grass. Stone walls and lush greenery create a natural boundary, while the rustic building, featuring a tiled roof and subtle architectural details, stands in the background under clear skies.

Apartment in Monticiano

4.9 out of 5 average rating, 10 reviews

SANTA MARIA- Large apartment in charming villa.

A rooftop terrace is displayed, featuring a circular stone table surrounded by green metal chairs. Potted plants add greenery to the setting. The view captures the iconic Torre del Mangia in the distance, framed by clear blue skies, creating a serene outdoor space.

Apartment in Siena

4.86 out of 5 average rating, 43 reviews

Fine house with altana and panoramic terrace

Top guest favorite

The rustic farmhouse features a natural stone facade with multiple windows, set amidst a well-maintained lawn. Two lounge chairs and a hammock are positioned on the green grass for relaxation. The surrounding landscape offers a serene view of nature, enhancing the outdoor space.

Apartment in San Rocco a Pilli

5 out of 5 average rating, 59 reviews

Authentic Italian Apartment with Private Terrace

A modern kitchen is equipped with sleek cabinetry and contemporary appliances. A dining table is surrounded by six yellow chairs, complemented by a patterned rug beneath. Natural light is provided through large windows, enhancing the spacious feel of the room.

Apartment in Castiglione della Pescaia

4.92 out of 5 average rating, 12 reviews

Casa Nina, a short walk from the sea.

Private apartment rentals

An outdoor terrace is highlighted by a wooden ceiling, featuring a dining table set for six and comfortable seating arrangements. Lush vineyard views extend beyond the railing, complemented by greenery. Subtle outdoor lighting enhances the space, creating an inviting area for relaxation and dining.

Apartment in Bossi

4.9 out of 5 average rating, 60 reviews

Villino Ersilia, the charm of Chianti

A bright sitting area is presented with a white wicker chair overlooking the sea. Expansive glass windows allow for a clear view of the coastline and tranquil waters, while the vibrant blue tiles enhance the airy ambiance.

Apartment in Castiglioncello

5 out of 5 average rating, 5 reviews

Belvedereloft, the sea is just outside the house with a private descent

An inviting living space includes a dining area with a wooden table and two chairs, complemented by colorful table settings. A cozy sleeping area is defined by a bold red bed with wooden furnishings. Soft curtains frame the space, enhancing the bright and airy atmosphere.

Apartment in Castiglione della Pescaia

4.84 out of 5 average rating, 43 reviews

Rondine, apartment in the fresh and panoramic Maremma

A tranquil outdoor area is highlighted by a clear swimming pool, surrounded by well-maintained grass and lined with tall cypress trees. A charming stone house is visible in the background, completing the scenic countryside view.

Apartment in Monteroni d'Arbia

4.95 out of 5 average rating, 66 reviews

San Giovanni in Poggio, Twilight app. 60 sqm

Top guest favorite

A spacious bedroom featuring a king-size bed with a padded headboard. A rug with a decorative design is positioned on the wooden floor. Natural light enters through a window with light curtains, and a modern armchair and floor lamp are present in the corner.

Apartment in Siena

5 out of 5 average rating, 18 reviews

Charm and Comfort

Top guest favorite

A narrow pathway leading to the entrance is flanked by greenery and blooming flowers. Potted plants are positioned along the route, with a wooden fence visible in the background. Natural light filters through the foliage, creating a serene atmosphere.

Apartment in Bagno di Gavorrano

5 out of 5 average rating, 9 reviews

Relax apartment in Maremma, 10 km away from the sea!

Top guest favorite

A rustic kitchen area is highlighted by a wooden dining table surrounded by chairs. A gas stove is situated on a wooden island, while shelves display various items. Large red doors lead to the outside, complemented by natural light streaming across the patterned floor.

Apartment in Montebamboli

4.96 out of 5 average rating, 23 reviews

Country house in Montebamboli "Upupa and Ghiandaia"

A private portico is featured with a large table and metal chairs. Lush greenery is visible, including palm trees and flowering plants, creating a serene outdoor setting. A pathway leads to the garden area, enhancing accessibility and inviting relaxation.

Apartment in Castiglione della Pescaia

4.93 out of 5 average rating, 44 reviews

Girasole Apartment - Villa Bianca

Apartment rentals with a hot tub

An outdoor jacuzzi is situated within a landscaped garden, surrounded by lush greenery. Two lounge chairs are placed nearby on the well-maintained grass, offering a relaxing space to enjoy the countryside views. A large umbrella provides shade over the jacuzzi.

Apartment in Siena

4.91 out of 5 average rating, 55 reviews

Three-room apartment with courtyard for 4 people 5 min. from the center Yes

A large swimming pool is surrounded by sun loungers, set on a brown tiled deck. Umbrellas offer shaded spots nearby. The pool reflects a clear blue sky, while the background features colorful buildings and greenery that adds a natural touch.

Apartment in San Vincenzo

4.63 out of 5 average rating, 30 reviews

PODERE SAN GIUSEPPE HOLIDAY RENTALS

A stone pathway leads to a rustic building adorned with vibrant yellow flowers, framed by wooden shutters. Surrounding greenery adds a lush atmosphere, while a small stone feature is visible to the side, enhancing the tranquil garden setting.

Apartment in Seggiano

4.88 out of 5 average rating, 67 reviews

Romantic farmhouse, garden apartment with panorama

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

4.89 out of 5 average rating, 134 reviews

Apartment Alex-Tuscany Charme

Top guest favorite

A bright living area features a striped sofa and an elegant glass coffee table on a polished marble floor. Natural light enters through two windows, adorned with light-colored curtains. A small yellow accent chair adds a pop of color to the neutral-toned space.

Apartment in Siena

4.95 out of 5 average rating, 110 reviews

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

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

4.98 out of 5 average rating, 96 reviews

Luxury frescoed apartment in the historical center

The spacious living area features a dining table set for four, surrounded by wooden chairs. A cozy seating arrangement of two light-colored couches is visible, with decorative pillows. The elegant archway above connects the living space to the mezzanine, enhancing the open layout.

Apartment in Siena

4.91 out of 5 average rating, 134 reviews

Penthouse in Siena near Piazza del Campo and Palio

An outdoor dining area is set beneath a pergola adorned with grapevines, offering a scenic view of the surrounding hills and valleys. A table is arranged with dinnerware, surrounded by metal chairs, creating an inviting space for meals while enjoying the landscape.

Apartment in Montalcino

4.93 out of 5 average rating, 59 reviews

Podere Belsogno

Destinations to explore