Holiday rentals in Trypiti
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Quick stats about holiday rentals in Trypiti
Total holiday rentals
Explore 130 holiday rentals in Trypiti
Nightly prices starting at
Trypiti holiday rentals start at £23 per night before taxes and fees
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Over 5,320 verified reviews to help you choose
Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
120 of Trypiti holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Trypiti rentals
4.8 Average rating
Trypiti stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated holiday rentals in Trypiti
Guests agree: these stays are highly rated for location, cleanliness and more.
The Cove | Beach House (Upper)
Escape to serenity with the soothing sounds of waves and the elegant ballet of boats, a legacy crafted by our family's mariner ancestors in the late 19th century. Nestled less than 10 steps from the water, the house rests in perfect harmony with nature and provides an ideal spot to unwind and relax. Eco-friendly and freshly renovated in 2022. What sets us apart is our commitment to annual maintenance, ensuring a perpetually refreshed haven. Explore the timeless allure of coastal living with us!
Milos Dream House 2
Think of a paradise. With the stunning sea view, Cycladic design and distinctive contemporary finishing touches. This is the place! Our accommodation is located in Mandrakia Village. The sea is just 50m away. It consists of one bedroom with one queen bed, fully equipped kitchen and a bathroom (with complimentary toiletries), smart TV, air conditioning and Wi-Fi. You can enjoy food & drinks on its terrace with spectacular view of the deep blue Aegean. The port of Adamas is 5 min away with a car.
Capetan Nikolas Boat House
In the quietest area of this fishing village there is a two storey boat house . On the 1st floor, the apartment of Captain Nicolas named from the initial owner, built with stone and natural materials. In a particular Cycladic architecture (cave house) , makes the visitor travel through time, experiencing an old time, simple way of life with all modern facilities by the sea. Due to the natural construction of the boat house the temperature is maintained in natural conditions.
Sunset Mansion
Where history meets modern design… Welcome to our “Sunset Mansion”. This is a fully renovated luxurious contemporary house of the 1840s, previously owned by nobles of the traditional settlement of Plaka. High ceilings, very ample spaces,, a veranda offering a unique sunset view and a design which combines simplicity and luxury are some of the key aspects characterizing this special house. We can welcome up to eight guests, each one featuring its own private bathroom.
Authentic Cave House in Trypiti, Milos
Donkey’s Cave is a renovated traditional cave house in Trypiti, Milos, close to the Ancient Theater and the spot where the Venus de Milo was discovered. Ideal for couples, small families, or groups of up to 3 guests. It features one double bed and a sofa that converts into a bed (180 x 105 cm), suitable for one person, a private veranda, and offers an authentic and romantic stay experience. There is also the option to book a second accommodation next door upon request.
The Colourful Land Syrma
The Colourful Land "Syrma" is a partly cave-like boat house, fully transformed on 2022 that offers comfort, relaxation and wonderful view of Western Milos hills. The values of Cycladic architecture combined with a touch of luxury defined the design philosophy. The unified vaulted interior welcomes you with kitchenette, living room and highly eleveted king size bed which are connected with the bathroom. Surraunded by archeological hills and belong to the sea.
Anemolia House
Detached house of 55 sq.m with modern design and traditional touches.Fully renovated in 2016.It's located in a quiet location with unique view to the bay of Milos!Just 1,5 km from Plaka (capital), 850 m from the Catacombs and 3,5 Km from Adamas port. The house is suitable for couples and families with children. It has a fully equipped kitchen, 2 bedrooms with sea view balcony, living room, bathroom and 2 large verandas with unobstructed view!
Cliffside residence (@Eight Suites)
This is a unique residence located at the cliffside location of the traditional village of Plaka (the capital of Milos). Hanging at the edge of the settlement our guests will be able to enjoy a "caldera-like" view and magnificent sunset but without the crowds. A spacious renovated one bedroom residence able to accommodate two persons (only two persons, adults only) and offer a memorable stay combining luxury, privacy and panoramic views.
Captain Sotos
Captain Sotos στο Κλίμα είναι ένα μοναδικό κατάλυμα λόγω της εξαιρετικής τοποθεσίας . Βρίσκεται στον πάνω όροφο ενός σύρματος . Το μπαλκόνι του είναι ακριβώς πάνω από τη θάλασσα και προσφέρει ανεμπόδιστη θέα στο ηλιοβασίλεμα. Επειδή είναι ένα από τα τελευταία σπίτια προσφέρει θέα και στον παραδοσιακό οικισμό του Κλίματος. Περιλαμβάνει μικρή κουζίνα με βασικό εξοπλισμό. Επίσης διαθέτει πίσω αυλή με εξωτερικό ντους.
Esperanza Home Mandrakia
To Esperanza Home είναι το αλήθινο κυκλαδιτικό σπίτι μπροστά ακριβως στην Θάλασσα!Ενας μοναδικός συνδιασμός της κυκλαδιτικής αρχιτεκτονικής ομορφίας με την παράδοση!Το σπίτι ειναι προσφατα ανακαινισμένο με ψυγειο,κουζίνα ,aircondition και 2 υπνοδωμάτια!Ο επισκέπτης μπορεί να απολαύσει το απέραντο γαλαζίο της θαλάσσας και να κολύμπησει σε αυτήν κατεβαίνοντας στον μικρό μώλο!Ιδανικό για οικογένεια ή παρέα φίλων
Echoes Exclusive Suite
Relax in the Echoes Exclusive Suite at Echoes Milos, perfect for 2 guests seeking comfort and tranquility. Snuggle up in the king-size bed, enjoy a coffee from your Nespresso machine, and take in the breathtaking sea views. The suite features a mini-bar, fully equipped outdoor kitchenette, and indoor and outdoor showers, ensuring a cozy and private stay with all modern conveniences.
The Yellow Boat House
The little fishing village known as Klima is located right on the waterfront quite close to the entrance of the huge natural harbour of Milos. The tiny hamlet is much admired for its little boat houses with their brightly painted doors and windows.
Popular amenities for Trypiti holiday rentals
Other great holiday rentals in Trypiti
Anesea Milos
Tripiti sunset deluxe | Panoramic sea view
Il Vecchio Forno - Sunset View & Jacuzzi
Luxury Suite with astonishing view in Plaka
Pigi Zois Fisherman House
sirma on the beach klima
Blue Mare - Wave Apartment on the beach
Odyssey Rock - Aphrodite Luxury Sunset Maisonette
Frequently Asked Questions
What are the best places to stay in Trypiti?
Stays around Trypiti’s village center are frequently suggested for walkable access to tavernas, historic sites, and views. Traditional whitewashed homes provide a locally rooted experience and a sense of Cycladic heritage.
What are the best things to do in Trypiti with kids?
Kids often enjoy wandering through quiet alleyways, exploring the entrance to the catacombs, and sampling sweet treats from local bakeries. Open-air cafés and village squares make it easy for families to relax together.
What are some of the best things to do in Trypiti?
Explore the ancient catacombs, wander narrow village streets, and relax at local tavernas serving regional dishes. Visiting traditional churches and admiring the hilltop views are also frequently suggested activities.
How is the weather in Trypiti?
Weather in Trypiti generally brings warm, sunny summers and mild winters, typical of the Cyclades. Light breezes and clear skies are common, so light clothing and a hat are useful throughout much of the year.
When is the best time to visit Trypiti?
Late spring and early autumn are often recommended for milder temperatures and quieter lanes. Summer brings lively festivals and vibrant outdoor gatherings, with warmer, sunnier days.
What are the best places to visit in Trypiti?
Explore the ancient catacombs, visit Saint Nicholas Church, and wander lanes lined with Cycladic homes. Local bakeries and small galleries add cultural flavor to an afternoon in the village.
What are some hiking trails in Trypiti?
Trypiti has scenic hiking routes that wind through classic Cycladic landscapes, olive groves, and hills. Explore trails near ancient catacombs, local chapels, and panoramic viewpoints for a mix of nature and history.
What are some family activities we can do in Trypiti?
Families often enjoy exploring the ancient catacombs, visiting small chapels, and sharing pastries from local bakeries. Village squares and open-air seating make it welcoming for everyone.
What are some of the best day trip ideas from Trypiti?
Explore nearby fishing villages, relax at local beaches, or discover archaeological sites around the island. Coastal walks and traditional workshops often appeal to travelers seeking a deeper local connection.
Are there any pet friendly accommodations available in Trypiti?
You can find pet friendly stays in Trypiti, with many welcoming dogs or cats by request. Village surroundings and open-air patios make it easy to enjoy time outdoors together.
What are some local tips for visiting Trypiti?
Wear comfortable shoes for cobblestone paths, bring a hat for shade, and sample local bread or sweets at family-run bakeries. Early mornings are often quieter for exploring sites around the village.
What is Trypiti known for?
Trypiti is known for its ancient catacombs, classic Cycladic architecture, and relaxed community vibe. The village’s hillside location provides wide views and a peaceful atmosphere.
What are the best hidden gems to explore in Trypiti?
Trypiti is known for tucked-away chapels, quiet alleyways with Cycladic architecture, and serene spots near the ancient catacombs. Small local bakeries and artisan shops invite curious travelers to explore further.
What are the best foods to try in Trypiti?
Trypiti has local specialties like cheese pies, honey-drenched pastries, and fresh seafood. Traditional stews and Cycladic meze plates are frequently suggested at family-run tavernas.
What should I bring for a trip to Trypiti?
Pack comfortable walking shoes for stone paths, a sun hat, and light layers for varying weather. A reusable water bottle and a camera are helpful for exploring outdoor sites and village scenes.
What is the nightlife in Trypiti like?
Trypiti has a relaxed nightlife scene centered around village tavernas and cafés, where guests gather for conversation and music. Expect evenings with a local flavor rather than large clubs or late-night venues.
What are the most popular events or festivals in Trypiti?
Trypiti often celebrates with religious feast days and community gatherings at local churches, which are especially lively in the summer months. Folk music, dance, and regional dishes are part of many local festivals.
Are there family friendly vacation rentals in Trypiti?
Trypiti has a variety of vacation rentals that often include features like kitchens, multiple bedrooms, and patios suitable for families. Many hosts provide helpful amenities to welcome guests of all ages.