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Vacation rentals in Leipsoi

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Quick stats about vacation rentals in Leipsoi

  • Total vacation rentals

    Explore 30 vacation rentals in Leipsoi

  • Nightly prices starting at

    Leipsoi vacation rentals start at €53 per night before taxes and fees

  • Verified guest reviews

    Over 470 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Leipsoi vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Leipsoi rentals

  • 4.8 Average rating

    Leipsoi stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Leipsoi

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

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Guest favorite
A serene coastal view is framed by vibrant pink bougainvillea and lush greenery, overlooking a calm blue sea. In the distance, boats can be seen gliding across the water, while gentle hills and a rocky shoreline create a tranquil backdrop.
Earthen home
5 out of 5 average rating, 51 reviews

Buena vista studio 1, cute-traditional, 2-3 guests

Unique studio 1 , breathtaking 360° view. Cute and traditional, 25m2, 2-3 guests (1 double, 1 single bed ) kitchen corner, bathroom, wardrobe, A/C, ceiling ventilator. Priv. sea view terrace 20m2, solarium. At the top of a 60m high hill next to Skala, you’ll find our exceptional property with studio 1, quiet, surrounded by gardens. Panoramic view over Skala, the bay and Monastery. Just a 7 minutes walk to the beach, the marina, restaurants, supermarket and shops. Free parking in the property.

Top guest favorite
Two open doors frame a stunning view of the Aegean Sea, inviting natural light into the space. Sun loungers are positioned on a private terrace, overlooking the calm blue waters, with a light breeze suggested by the flowing curtains.
Cycladic home
5 out of 5 average rating, 68 reviews

Villa Eos, a luxury waterfront residence

An amazing waterfront Greek villa, recently lovingly restored with the help of local craftsmen. It has private access to the sea and is right beneath the Odyssey climbing sector. The villa is nestled within secluded grounds with outdoor pizza oven and shower. Guests can relax in private and enjoy the beautiful Aegean Sea, with views out over the island of Telendos, and the ancient ruins of Kasteli. Perfect for those looking for luxury, and all the activities this unspoilt island has to offer.

Guest favorite
A private terrace features a small jacuzzi, sun umbrella, and outdoor dining area. Stone walls create a rustic yet modern ambiance. The serene view includes mountains and the sea, enhancing the tranquil setting. Lounge chairs are arranged for comfort, inviting relaxation in the warm sun.
Cycladic home
4.87 out of 5 average rating, 70 reviews

HESTIA house - Kalymnos Aegean Sea View

Hestia House is an individual quality-accommodation, combining tradition and modernity on the island of Kalymnos. Exceptional sea view at the foot of the cliffs climbs Odysseus You will be seduced by the location of the villa, guaranteeing you an exceptional view on the Aegean Sea and the island of Telendos, as well as a location at the foot of the climbing cliffs . Whatever the motivation of your trip, relaxation, sport, culture we will always be at your side to make your stay unforgettable.

Guest favorite
An outdoor dining area features a stone table complemented by wooden chairs, surrounded by views of a serene bay. A wooden bowl filled with fruits rests on the table. The landscape includes gentle hills and tranquil waters, enhancing the peaceful atmosphere.
Home
5 out of 5 average rating, 5 reviews

Blefouti Gem 2

Silenzio e pace in una zona incontaminata. Natura pura: solo mare e spiaggia. Questa è una di 4 tipiche case greche al principio della favolosa Baia di Blefouti, con la spiaggia più bella di Leros. Le 4 Gemme della baia si trovano immerse nella natura, a pochi metri dal mare e dalla spiaggia (25 metri), proprio nel punto in cui l'acqua è più bella. A piedi potrai raggiungere le taverne che si trovano al centro della piccola baia. A Tua disposizione avrai ombrellone e sdraio per spiaggia.

Guest favorite
A private pool reflects the clear blue sky, surrounded by a spacious terrace. Sun loungers and a modern chair offer relaxation near a tray of fresh fruits and beverages. A mountain view is visible in the background, enhancing the serene outdoor setting.
Villa
5 out of 5 average rating, 10 reviews

Sole | Mia Anasa - Luxury Suites

Dive into the private pool, soak up the sun on the terrace, and revel in panoramic views of Telendos Island and the endless sea. Ideal for families or groups craving an unforgettable escape, Sole offers two bedrooms, two bathrooms, a spacious living area, and a fully equipped kitchen. The highlight of this elegant house is undoubtedly the private pool, where you can cool off under the Mediterranean sun. Step onto the terrace to enjoy outdoor relaxing with a backdrop of stunning sea view.

Top guest favorite
A stone exterior of the villa is visible, complemented by a sun-soaked terrace. Loungers are positioned near a heated swimming pool, creating an inviting space for relaxation. Natural materials are used throughout, with a shaded area provided by a bamboo roof overhead.
Villa
5 out of 5 average rating, 25 reviews

Armonia-Petra Boutique Homes

A beautiful villa of 3 bedrooms with a 6m heated swimming pool and amazing sea view!It has modern boho style and it's ideal for people who want to relax. It has fully equipped kitchen, 3 bathrooms, living room with wood stove and a loft with a 65 inch Sony home cinema. All bedrooms are equipped with COCO-MAT sleep products, handcrafted from natural materials. Armonia, is a new addition in Petra Boutique Homes with facilities and services designed to ensure more than a comfortable stay.

Superhost
Home
5 out of 5 average rating, 3 reviews

Villa Alice

Villa Alice invites you to discover the charm of Leros from its hillside location, immersed in a quiet and serene area. This traditional Greek island-style house is decorated with nautical details and enriched with paintings by grandmother Anna, which give a personal touch to the cozy atmosphere. From the veranda to the east you can admire the sunrise, with the view towards Turkey, while on the veranda to the west you can end the day with the sunset towards the Aegean Sea.

Top guest favorite
Apartment
4.99 out of 5 average rating, 104 reviews

Blue Sky Studio - Irene's Blue View

You can find us in the heart of Masouri, the climbing village, with the endless and magic view. Just a few minutes walking and you can climb on some of the most known climbing sectors as Zeus, Gerakios, Poetries, Grande grotta, Afternoon, etc. It is an apartment that honestly you can relax and have a nice time there. Finally but very important is the fantastic view we have, with the magic sunset you can admire, that really feeds with harmony and nature beauty your soul.

Top guest favorite
A stone entrance opens to a serene view of the sea, where a small boat is anchored gently on the clear water. The shoreline is visible, along with lush grasses lining the edge, while distant hills create a tranquil backdrop.
Cottage
4.95 out of 5 average rating, 37 reviews

"Grandpa's hut" (Patmos)

Pleasant cottage, just five meters from the sea! For those who love the sea, swimming, sunbathing, even fishing! Private garden with a few vines, lemon trees and seasonal vegetables!! And all this just 3.5 km from the port of Patmos!! Pleasant cottage, just five meters from the sea... !!! For those who love the sea... swimming... sunbathing... even fishing!!!Private garden with vines, lemon trees and seasonal vegetables and herbs!! Only 3.5 km from the port

Top guest favorite
The exterior of the house showcases a modern design with clean lines and large, inviting steps leading up to the entrance. A spacious terrace is framed by wooden railings and features ample space for outdoor seating, complemented by warm exterior lighting.
Home
5 out of 5 average rating, 32 reviews

Seafront House /Aegean View · 1’ to Beach

Wake up to stunning Aegean views in a modern brand new apartment in Kalymnos’ most picturesque area, famous for climbing. Only 25 min from the port, 20 min from the airport & 10 min from Masouri. Steps from the sea with a beach a minute away. Cozy bedroom, sofa bed, kitchen & balcony with loungers. Perfect for couples, solo travelers, or small groups craving peace, adventure & unforgettable sunsets. Book now & make your dream escape a reality!

Guest favorite
A balcony view features a small table and two chairs facing a vibrant sunset over the water. The scene showcases reflections on the waves and outlines the distant hills, framed by the door leading into the living space.
Vacation home
4.91 out of 5 average rating, 58 reviews

Mylos View

Mylos View is a traditional vacation house in the town of the island (Agia Marina), whose constraction was done this June 2022 and its ready to accommodate up to 5 people. It is an appartement in height that has direct access in the beach and as an result it offers to the visitors the view of magical combination of mountain and sea from its balkony. It is the ideal destination for people who would like to have a peaceful stay.

Guest favorite
A charming outdoor seating area is depicted, featuring a small round table accompanied by two light blue chairs. Brightly colored turquoise doors with decorative elements are visible, alongside a potted plant with vibrant pink flowers. White walls enhance the overall inviting appearance.
Home
5 out of 5 average rating, 14 reviews

Lipsi Eirini's Home. ΑΜΑ: 00002565559

LIPSOI Your family will be close to everything they need in this centrally located area. There are restaurants, a market, a café and a bakery all around. Also nearby are the church, the museum and the village square. The port, the park and the playground are also within a short distance, as is the beach "Lientou"

Popular amenities for Leipsoi vacation rentals

Frequently Asked Questions

  • What are the best places to stay in Lipsi?

    Stays near the main harbor area give convenient access to ferries, local eateries, and sunset walks. For a quieter experience, rentals around the island's hillside villages and coastal enclaves encourage deeper connection to local life.

  • What are the best things to do in Lipsi with kids?

    Families can build sandcastles on gentle beaches, picnic near shaded chapels, and browse local markets for sweet pastries. Calm waters around the island are frequently suggested for snorkeling and safe swimming.

  • What are some of the best things to do in Lipsi?

    Swim at sandy beaches, explore small islets near the main island, and join a traditional taverna meal. Walks through the old town reveal lively markets, family-run bakeries, and scenic waterfront paths.

  • How is the weather in Lipsi?

    Lipsi experiences mild winters around 47–63°F (9–17°C) with more rain, and hot, dry summers reaching 75–96°F (24–35°C). Breezes are common, especially in summer, so lightweight layers are helpful.

  • When is the best time to visit Lipsi?

    Late spring through early fall is often recommended, when weather is warm and dry, beaches are inviting, and local festivals bring extra energy to the island. Earlier spring visits offer mild temperatures and fewer crowds.

  • What are the best places to visit in Lipsi?

    Visit the main harbor town for island culture, explore the Church of Agios Ioannis Theologos, and wander sandy beaches like Platis Gialos. Many visitors appreciate the peaceful chapels and scenic walking paths around Lipsi.

  • What are some hiking trails in Lipsi?

    Lipsi has coastal footpaths leading to tranquil beaches, hillside trails connecting chapels, and routes through wildflower meadows in spring. Many paths start near the harbor and feature broad views of the Aegean Sea.

  • What are some family activities we can do in Lipsi?

    Explore sandy beaches, enjoy boat rides to nearby islets, and visit small farms where families can taste local cheese or honey. Strolling the harbor promenade and joining festive cultural events are favorites with children.

  • What are some of the best day trip ideas from Lipsi?

    Many travelers explore neighboring islets, go snorkeling in sheltered bays, or visit local wineries and cheese producers around the area. Boat excursions are frequently suggested for discovering quiet beaches and natural sea caves.

  • Are there any pet friendly accommodations available in Lipsi?

    Lipsi has pet friendly accommodations, with many hosts welcoming pets in their homes or apartments. Local walking trails and uncrowded beaches make it easy to enjoy time outside with your companion.

  • What are some local tips for visiting Lipsi?

    Pack comfortable walking shoes, as the harbor village and nearby hills invite exploration on foot. Local markets and bakers often close early, so enjoy fresh treats in the morning and plan dinners at traditional tavernas.

  • What is Lipsi known for?

    Lipsi is known for its tranquil beaches, friendly harbor town, and artisanal products like local cheese and honey. The island’s gentle pace, scenic chapels, and traditional cuisine draw visitors seeking an authentic Greek island experience.

  • What are the best hidden gems to explore in Lipsi?

    Explore quiet coves with clear water, discover small traditional chapels tucked around the island, and wander the local harbor for family-run bakeries and artisanal shops. Around Lipsi, visitors often find unmarked swimming spots and tranquil walking paths away from the main village.

  • What are the best foods to try in Lipsi?

    Try freshly caught seafood, octopus dishes, locally made thyme honey, and soft cheeses. Traditional pies, baked with herbs and greens, are also frequently suggested by residents and visitors alike.

  • What should I bring for a trip to Lipsi?

    Pack swimwear, a sun hat, and comfortable sandals for warm weather, plus a light jacket for cool evenings. Reusable water bottles and backpacks are helpful for day trips around the island.

  • What is the nightlife in Lipsi like?

    Lipsi has a relaxed nightlife scene centered around local tavernas, waterfront cafes, and occasional live music venues. Enjoy evenings with traditional dishes, regional wine, and conversation with locals and visitors.

  • What are the most popular events or festivals in Lipsi?

    Lipsi celebrates with summer cultural festivals featuring local music, dance, and food, especially around the feast days of patron saints. The grape harvest period is another time when community gatherings and food tasting events are frequently suggested.

  • Are there family friendly vacation rentals in Lipsi?

    Lipsi has family friendly stays, including spacious homes, cozy apartments, and properties with kitchen facilities. Many rentals are close to small supermarkets, local bakeries, and gentle swimming beaches suited for all ages.

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