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Astypalaia Stays
GrandeMar Suites
Grandemar Suites is an intimate collection of just four private residences set just above Astypalea’s iconic windmills, offering a quietly polished retreat with sweeping views across the Aegean and immediate access to the island’s distinctive Chora. The property is defined by its crisp, sculpted forms, where whitewashed volumes and softened edges echo the island’s traditional architecture while introducing a more refined, contemporary clarity. Spaces are arranged with a careful sense of proportion, allowing light to move freely throughout, while terraces and outdoor areas are positioned to capture both the shifting tones of the sea and the silhouette of the hilltop castle. The overall aesthetic is calm and assured, with subtle detailing and high-quality finishes elevating the simplicity rather than competing with it. para-2 Each of the four residences is designed to feel entirely self-contained, offering generous living spaces that prioritise comfort, privacy and ease of use. Interiors favour a soft, neutral palette, layered with natural textures and understated furnishings that create a relaxed, uncluttered atmosphere. Large openings lead out onto private terraces and balconies, where views stretch across Chora and the coastline, while the larger Presidential Suites emphasise scale and positioning, with some incorporating private pools and more expansive outdoor living areas. para-3 Dining follows a flexible, independent approach, allowing guests to shape their own rhythm rather than adhere to set schedules. A small on-site coffee space provides a casual setting for drinks and light bites, while fully equipped kitchens and the option of grocery delivery make it easy to enjoy simple meals in the privacy of each residence, often best experienced on the terrace as the light fades over the island. para-4 The atmosphere remains distinctly residential, centred around a year-round outdoor pool that offers a relaxed point of connection without ever feeling busy. Beyond this, the experience encourages exploration, with beaches, walking routes and cultural landmarks all within easy reach, supported by bike and car hire for those looking to move further across the island. para-5 Wellness is approached in a more understated way, with a range of treatments and packages available to be enjoyed in the privacy of each residence or in quiet, dedicated spaces, offering a more personal alternative to a traditional spa setting. para-6 Located approximately 700 metres from Pera Gialos Beach and close to key landmarks including the Church of Panagia Portaitissa and Gouerini Castle, the property is also around 8 km from Astypalaia Island National Airport, making arrival and island exploration both simple and convenient.
Kallichoron Art Boutique Hotel
Kallichoron Art Boutique Hotel is a thoughtfully curated retreat set high within Astypalea’s Chora, where expansive views across the whitewashed hillside, castle and open sea meet a quietly creative and consciously considered way of staying. The property has been shaped with a clear sense of purpose, combining clean-lined Cycladic forms with an evolving collection of contemporary artworks that bring a subtle, expressive layer to the otherwise calm surroundings. Interiors are intentionally pared back yet far from stark, with soft tonal palettes, natural materials and carefully placed pieces creating a space that feels both composed and gently lived in, while an underlying commitment to sustainability informs everything from materials to daily operations without ever feeling overstated. para-2 Studios and apartments are designed to offer both comfort and autonomy, with layouts that favour ease of living and a sense of openness. Each space incorporates a kitchenette and well-considered furnishings, allowing for a more relaxed, residential style of stay, while many open onto private terraces or balconies that frame sweeping views across Chora and the Aegean. The overall feel is one of quiet simplicity, elevated by thoughtful details rather than unnecessary embellishment. para-3 Mornings are defined by the hotel’s much-celebrated Grandma’s Breakfast, a carefully composed spread of handmade Greek specialities prepared using local and organic ingredients, where traditional recipes are revisited with both care and creativity. Served with a strong emphasis on seasonality and zero-waste principles, it offers a deeply authentic start to the day and remains one of the most memorable elements of the experience, while a small coffee space provides a relaxed setting for lighter moments throughout the day. para-4 Beyond the accommodation, the experience unfolds through a series of quieter, more personal touches, from the on-site art shop and lending library to curated themed weekends that draw on the island’s culture and rhythms. There is an easy, unforced sense of hospitality throughout, with thoughtful guidance and local insight shaping each stay, while opportunities for cycling, walking and exploration sit naturally alongside moments of rest. para-5 Wellness is integrated in a low-key and personal way, with massage and treatment options available to be enjoyed in a calm, intimate setting, offering a restorative counterpoint to days spent exploring the island. para-6 Situated within Astypalea Town, the hotel is within walking distance of Pera Gialos Beach, the Church of Panagia Portaitissa and the island’s historic castle, placing both coastline and culture comfortably within reach.
Pylaia Boutique Hotel & Spa
Pylaia Boutique Hotel is a hillside retreat overlooking Livadi Bay, where expansive sea views and close proximity to both the beach and Astypalea’s Chora create a stay that feels effortlessly balanced between relaxation and island life. The setting unfolds across a series of low-rise buildings that step gently down the slope, allowing each space to take full advantage of the open outlook across the Aegean and surrounding coves. Whitewashed exteriors and softly contoured lines reflect the island’s architectural language, while the overall layout introduces a sense of openness and separation, ensuring privacy without losing the connection to the wider setting. The result is a composed, contemporary environment that feels easy to settle into, shaped as much by light and position as by design. para-2 Rooms and suites are notably spacious, with a focus on comfort and understated ease rather than decoration. Interiors are kept clean and uncluttered, allowing natural light and the surrounding views to take prominence, while private balconies and terraces extend the living space outdoors. Higher-category suites introduce additional scale and features such as private pools or jacuzzis, offering a more indulgent take on the same relaxed, residential feel. para-3 The restaurant enjoys a particularly privileged position, with views stretching towards the castle and across the sea, creating a naturally atmospheric setting for both daytime and evening dining. The menu brings together Mediterranean and international dishes in a straightforward, accessible style, while the bar provides an easy-going space for drinks, whether by the pool or as the sun begins to set over the island. para-4 Two outdoor pools sit at the heart of the property, offering ample space to unwind while taking in the surrounding landscape. A well-equipped spa adds another dimension to the stay, with a hammam, whirlpool and a full range of treatments providing a more restorative counterpoint, while additional touches such as a small boutique shop and organised excursions, including private boat trips, introduce variety without disrupting the overall sense of calm. para-5 The wellness offering is centred around a dedicated spa space, where treatments, massage therapies and relaxation facilities are complemented by a hammam and whirlpool, creating a setting designed for slower, more restorative moments. para-6 Positioned around 300 metres from Livadi Beach and approximately 200 metres from the centre of Chora, the hotel offers both immediate access to the island’s main attractions and uninterrupted views across one of Astypalea’s most scenic coastal settings.
Saluti Da Stampalia Suites
Saluti da Stampalia sits just above Astypalea’s Chora, where wide, uninterrupted views take in the castle, the whitewashed hillside and the open sweep of the Aegean, creating a setting that feels both elevated and quietly absorbing. The buildings follow the natural line of the hillside rather than reshaping it, stepping gently across the slope with a composition that feels settled and unforced. Whitewashed surfaces, softened curves and the use of local stone give a sense of continuity with the surrounding village, while the positioning of each structure allows light to move freely throughout the day. Inside, the approach is deliberately restrained, with a focus on texture and tone rather than decoration, allowing the changing light and the outlook beyond to define the atmosphere as much as the interiors themselves. para-2 The suites are arranged to make the most of both space and silence, with layouts that open naturally onto private terraces where the view becomes part of the everyday rhythm. Interiors remain calm and uncluttered, prioritising comfort and proportion, while higher-category options such as the Saluti Grand and Honeymoon Suites introduce a greater sense of seclusion and more generous living areas. The overall feeling is one of ease, where nothing competes for attention and the surroundings are allowed to take precedence. para-3 Breakfast is served with a light, considered touch, offering continental, vegetarian and vegan options that lend themselves to slow, unhurried mornings, often spent looking out across the town and sea. Later in the day, the bar provides a relaxed setting for a drink, particularly as the light softens and the hillside begins to shift into evening. para-4 The atmosphere is shaped by a quiet sense of care, where service is present when needed but never intrusive, allowing the experience to unfold naturally. There is a gentle encouragement to explore beyond the immediate surroundings, balanced by the option to remain still and simply take in the setting. A hot tub and on-request treatments add a layer of comfort, though much of the appeal lies in the pace and position of the hotel itself. para-6 Set within easy reach of both Chora and Livadi Beach, roughly a 10-minute walk away, the location offers a sense of proximity without feeling immersed in the centre, allowing for both access and a degree of separation above the town.
Tholaria Boutique Hotel
Tholaria Boutique Hotel sits just above Astypalea’s Chora, where views stretch across the windmills, the castle and the open Aegean, creating a setting that feels immediately tied to the island’s character and pace. The architecture draws closely from local tradition, with stone arches, whitewashed walls and earthy materials shaping spaces that feel settled rather than styled. There is a softness to the way everything comes together, with shaded terraces, quiet corners and open viewpoints that invite you to pause without needing to do anything in particular. The balance between older influences and more recent additions is handled with restraint, allowing the overall atmosphere to feel natural and familiar rather than designed for effect. para-2 Rooms and suites are arranged with a sense of ease, offering a mix of layouts that lean more towards a residential feel than a conventional hotel setup. The Executive Suites with outdoor jacuzzis stand out for their positioning, particularly in the evenings when the light drops behind the castle, while the maisonettes provide additional space for those staying a little longer. Across all categories, the emphasis remains on comfort, proportion and a layout that works quietly in the background. para-3 Breakfast is served in a relaxed, informal style, with a combination of continental and American options that are often best enjoyed outside when the day begins to open up. It’s a simple start, but one that naturally becomes part of the daily rhythm, especially with the view as a constant presence. para-4 The atmosphere throughout is unpretentious and personal, shaped by a level of hospitality that feels genuine rather than rehearsed. Days tend to move easily between the pool, the nearby beach and the slow pace of Chora, while evenings draw people back towards the terraces as the light softens across the hillside. There is little sense of structure here, which is very much the point. para-6 Located around 400 metres from the central square and approximately 500 metres from Livadi Beach, the hotel offers an easy walking distance to both, while still maintaining a slightly elevated position above the main flow of the town.
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