Holiday rentals and lettings in Skiathos

Holiday rentals and lettings in Skiathos

Start comparing over 158 rentals in Skiathos and book at the best price!

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Best Holiday Rentals & Lettings in Skiathos

Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa for 6 People in Skiathos, Decentralized Administration of Thessaly - Central Greece
Villa for 6 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 1
Villa for 6 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 2
Villa for 6 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 3
Villa for 6 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 4
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Skiathos, Decentralized Administration of Thessaly - Central Greece
Villa • 6 Guests • 3 Bedrooms
Experience the ultimate in luxury living at Villa Kappa, located in the heart of Skiathos. This exquisite 3-bedroom villa boasts a private pool and en-suite bathrooms in every bedroom, making it the perfect retreat for up to six guests. The villa's modern and minimalist design features clean lines and neutral colors, creating a seamless and tranquil atmosphere throughout. On the upper floor, the master bedroom with en-suite bathroom and private balcony offers breathtaking views of the Aegean Sea. The open-plan living room and dining area also provide stunning views of the pool and sea. The ...
from A$1,100 / night
Villa for 7 People in Skiathos, Decentralized Administration of Thessaly - Central Greece
Villa for 7 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 1
Villa for 7 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 2
Villa for 7 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 3
Villa for 7 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 4
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Skiathos, Decentralized Administration of Thessaly - Central Greece
Villa • 7 Guests • 3 Bedrooms
Villa Cassiope in Vasilias, Skiathos is a luxurious three-bedroom villa that promises an unforgettable holiday experience. The villa boasts a big 85 sqm unified area that includes a fully equipped kitchen, dining area, and lounge. The three separate bedrooms feature impressive queen's double beds, and there are two luxurious bathrooms, one of which offers a stunning view of the pool and the sea. The villa is designed to face the sea and Skopelos island, offering breathtaking sea views.Outdoors, the villa features a private pool that is covered by small tiles and is quite deep, with dimensio...
from A$726 / night
Villa for 4 People in Skiathos, Decentralized Administration of Thessaly - Central Greece
Villa for 4 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 1
Villa for 4 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 2
Villa for 4 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 3
Villa for 4 People in Skiathos, Decentralized Administration of Thessaly - Central Greece, Photo 4
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Skiathos, Decentralized Administration of Thessaly - Central Greece
Villa • 4 Guests • 2 Bedrooms
The Two-Bedroom Suite features two bedrooms one with king size bed (upon request twin beds) and one with twin beds. Two bathrooms with shower cabin and an open space lounge area with a sleeper sofa, dining table and a fully equipped kitchen. The outdoor veranda provides sun loungers and Barbeque facilitiesSize: 65 square metres.Guest: 5 adultsSize: 65 sq. m.View: Garden The Two-Bedroom Suite invites guests to reconnect to their roots and the simplicity of life.Designed for quality living, these spaces are ideal for couples or friends seeking serenity and comfort among idyllic landscape and ...
from A$595 / night

Other holiday ideas and property types in Skiathos that might be interesting

Prices and availability

Current Holiday letting prices Skiathos

A$523for 6 Dec - 13 Dec
A$624 annual average
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Average price per week

Current holiday letting availability Skiathos

27%for 6 Dec - 13 Dec
44% annual average
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Percentage of available rentals

Book the Perfect Holiday Rental in Skiathos

Discover Authentic Greek Island Accommodations

Holiday rentals and lettings in Skiathos offer travelers an enchanting blend of traditional Greek architecture and modern luxury amenities that create unforgettable vacation experiences. These stunning properties showcase distinctive Skiathian stone construction combined with contemporary minimalist design, featuring whitewashed walls, terracotta roofs, and expansive windows that frame breathtaking views of the brilliant blue Aegean Sea.

Most accommodations are strategically positioned on elevated hillsides among olive groves and pine forests, providing both privacy and panoramic vistas that stretch to the horizon. Holiday rentals for rent in Skiathos typically feature spacious outdoor living areas with furnished terraces and pergolas, creating perfect spaces for al fresco dining and relaxation under the Mediterranean sun.

Holiday rentals and lettings in Skiathos are renowned for their exceptional amenities that cater to every traveler's needs and desires. These properties combine authentic Greek island charm with modern conveniences to ensure maximum comfort throughout your stay. Here are the premium amenities guests can expect when booking their perfect Skiathos retreat:

  • Private infinity pools with stunning sea views and pool safety features for families
  • Fully equipped modern kitchens with premium appliances and Nespresso machines
  • Air conditioning and satellite TV with DVD players for indoor comfort
  • High-speed internet connectivity for staying connected during your getaway
  • Spacious balconies and terraces with outdoor furniture and barbecue facilities
  • Pet-friendly accommodations welcoming four-legged family members
  • Refrigeration and modern appliances for convenient meal preparation
  • Panoramic views of the Aegean Sea and surrounding natural landscapes
  • Private gardens with native herbs and safe play areas for children
  • Concierge services and welcome packs in select luxury properties

Who Should Book Holiday Rentals and Lettings in Skiathos

Perfect Destinations for Every Type of Traveler

Skiathos appeals to diverse travelers seeking authentic Greek island experiences combined with modern comfort and convenience. Beach enthusiasts will discover paradise among the island's 69 stunning sandy beaches, including the famous Koukounaries with its golden sand and crystal-clear waters, and the secluded Lalaria Beach accessible only by boat.

Adventure seekers can explore the Byzantine Castle ruins, hike through pine-covered hills to hidden viewpoints, or embark on sailing excursions around the island's dramatic coastline. Holiday rentals with a private pool in Skiathos particularly attract families and couples seeking privacy and relaxation, offering safe swimming environments and tranquil settings away from crowded resort areas.

The best time to visit spans from May through October, with peak summer temperatures reaching 27-30°C (81-86°F) and pleasant swimming conditions. Current pricing ranges from A$310 per night during the quieter winter months to A$775+ during peak summer season, with excellent availability throughout the year offering flexibility for spontaneous getaways or carefully planned family vacations.

Top 5 Must-Experience Attractions in Skiathos

Discover the Island's Hidden Gems and Cultural Treasures

Skiathos offers remarkable attractions that showcase the island's rich history, natural beauty, and authentic Greek culture. From ancient monasteries to pristine beaches and unique planespotting opportunities, these carefully selected destinations provide unforgettable experiences that capture the true essence of this Aegean gem.

  1. Holy Monastery of the Annunciation to the Virgin Mary
  2. Byzantine Castle of Skiathos
  3. Skiathos Planespotting Experience
  4. Lalaria Beach Adventure
  5. Papadiamantis Historic Quarter

Holy Monastery of the Annunciation to the Virgin Mary

This sacred 17th-century monastery, rated 4.8 stars by over 2,000 visitors, sits peacefully among pine forests and offers breathtaking views across the island. The monastery houses important religious artifacts and provides insight into Skiathos's spiritual heritage while maintaining an atmosphere of tranquil contemplation.

Byzantine Castle of Skiathos

Explore the fascinating ruins of this medieval fortress that once protected the island's inhabitants from pirate attacks. The castle offers spectacular panoramic views and serves as a testament to Skiathos's strategic importance in the Aegean Sea throughout centuries of maritime history.

Skiathos Planespotting Experience

This unique 4.8-star rated attraction provides thrilling views of aircraft landing and taking off from Skiathos Airport, creating an exciting spectacle against the backdrop of pristine beaches and azure waters that has become legendary among aviation enthusiasts worldwide.

Lalaria Beach Adventure

Accessible only by boat, this extraordinary beach features dramatic white pebbles and sculpted limestone cliffs that create a natural amphitheater. The crystal-clear turquoise waters and unique geological formations make this one of the most photographed locations in the Greek islands.

Papadiamantis Historic Quarter

Wander through the charming old town streets where Greece's beloved author Alexandros Papadiamantis lived and worked. The area features traditional architecture, authentic tavernas, and cultural sites that preserve the island's literary and artistic heritage for future generations.
Skiathos Airport has one of the world's most dramatic runway approaches, with planes flying just 10 meters above sunbathers' heads.

Top-Rated Dining Experiences in Skiathos

Savor Authentic Greek Cuisine at These Exceptional Restaurants

Skiathos's culinary scene showcases the finest in Greek gastronomy, with restaurants that have earned outstanding reputations among both locals and international visitors. These carefully selected establishments represent the island's commitment to fresh ingredients, traditional recipes, and exceptional hospitality that creates memorable dining experiences.

  • Marmita (4.7 stars, 1,266 reviews) - Located on Odos Eyaggelistrίas, this acclaimed restaurant serves contemporary Greek cuisine with creative presentations that honor traditional flavors while introducing innovative culinary techniques.
  • Agnadio (4.9 stars, 1,006 reviews) - Situated in the Vigles area, this exceptional taverna offers authentic local specialties prepared with locally sourced ingredients and served in a charming traditional setting with panoramic views.
  • Bourtzi Skiathos (4.6 stars, 3,374 reviews) - positioned at the port, this popular waterfront restaurant provides fresh seafood dishes and classic Greek fare while offering spectacular harbor views and sunset dining opportunities.

Essential Travel Tips for Your Skiathos Holiday

Local Insights and Practical Recommendations

Understanding Skiathos's unique characteristics enhances your vacation experience and helps you make the most of this spectacular Greek island destination. The island operates on Greek time, where meals are typically served later than in many countries - lunch around 2 PM and dinner after 9 PM, allowing you to experience authentic local dining culture.

Many local hosts recommend exploring the island's 69 beaches by renting a small boat or joining organized excursions, as some of the most beautiful spots like Lalaria Beach are accessible only by sea. Holiday accommodation in Skiathos often includes welcome packages featuring local products such as olive oil, honey, and traditional sweets that showcase the island's agricultural heritage.

The island's compact size makes it perfect for exploration by scooter or small car, with most attractions within a 30-minute drive from any accommodation. Sustainability is increasingly important to local hosts, with many properties implementing eco-friendly practices including solar heating, water conservation systems, and organic gardens that guests can enjoy. The famous Meltemi winds typically blow during summer afternoons, providing natural cooling and creating perfect conditions for sailing and windsurfing activities. For those seeking the ultimate Greek island experience, consider booking family-friendly holiday rentals and lettings in Skiathos during the shoulder seasons of May-June or September-October, when temperatures remain pleasant but crowds diminish, allowing for more intimate connections with local culture and traditions.

FAQs: Holiday Rentals & Lettings in Skiathos

On average, what was the cost of holiday rentals in Skiathos in 2020, the year hit by the coronavirus pandemic?

Skiathos is the most exclusive destination in Greece that you can visit, with an annual average price of A$311.38 per night, according to 2020 data.

When can you get the best deals on holiday rentals in Skiathos?

If it is your aim to save as much as possible during your visit to Skiathos, pack your bags and travel there in June (A$240.25 per night on average), May (A$244.68), or September (A$263.66) to find the lowest prices for the whole year.

In which months is it more expensive to rent a holiday letting in Skiathos?

In 2020, the month that offered the highest average prices in Skiathos was December, with an average price of A$394.23 per night. This was followed by August, with an average of A$348.45, and November, with A$346.15.

Is Skiathos a good location for a last-minute getaway?

We recommend you to book in advance in Skiathos as only 45% of the accommodations are free, following the data observed in 2020.

Which months offer the highest availability?

In 2019, the months with the largest number of available properties in Skiathos were September, May, and October with average availabilities of 60%, 58.2% and 54.4%, respectively.

When are fewer lettings available?

According to data from 2020, the months when it is most difficult to find accommodation in Skiathos are, in order, February (with 32.75% of available rentals), March (36.25%), and January (37.6%).

How many holiday lettings are there in Skiathos?

We have 560 properties for you in Skiathos, provided by our 8 local and international partners.