10 Best Long-Term Rentals In Skiathos, Greece - Updated 2024

Nicole
Nicole 
Updated
| 5 min read

Set on Aegean Sea, Skiathos is a breathtaking island in Greece and a playground for sun-seekers. With crystal clear beaches, unforgettable scenery, and exciting outdoor activities, it truly is an ideal destination for long holidays. Don’t miss the chance to swing by the island’s most popular beach, Koukounaries Beach, which boasts pristine white sand and refreshing waters. If you prefer a less trafficked paradise, Mikros Aselinos Beach is the place to be. After all the swimming, snorkeling, and sunbathing, you can explore the charming Skiathos town adorned with white-washed houses. Furthermore, situated in the heart of the island, it offers restaurants, nightspots, and more to keep you entertained throughout your time here.

The island also provides plenty of accommodations to choose from. Browse through this list of the best long-term rentals in Skiathos, Greece, if you’re into homey vacation rentals, for a budgeted stay.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.

1. Dreamy accommodation with beach access (from USD 390)

Make your dream holiday in Skaithos come to life and book this perfect home away from home. From magical Aegean Sea scenery to direct access to a secluded beach, this VRBO rental has all the makings of the ideal coastal paradise haven. With lush vegetation to keep you company, it ensures guests a tranquil and soulfully relaxing stay. In terms of amenities, this accommodation houses everything you need including a kitchen, air-conditioning, and internet access. Plus, your fur babies are welcome here.

Best of all, long-term vacationers can enjoy monthly discounts here.

Stayed at this property?
Skiathos, Thessaly, Greece
32.02 km (19.9 mi) from Drymonas Waterfalls
villa 8 Guests 4 Bedrooms 4 Bathrooms

Top guest reviews
Host:
wonderful property and nice host
Read more reviews

2. Villa with open-air concept (from USD 482)

If you wish to base your seaside getaway on the island’s southwest side, this villa is the perfect vacation home for you. It will afford you proximity to two local beaches - a dream come true for sun-seekers. The charming accommodation is sunny with an open-air concept, benefitting from the refreshing cool sea breeze and spectacular ocean views. It is fully furnished and opens onto a deck with sun beds and alfresco dining. Additionally, with free WiFi, guests can stay connected with their loved ones located anywhere in the world.

This VRBO rental has a minimum stay policy of seven nights, and monthly discounts can be taken advantage of for monthly stays.

Stayed at this property?
Troulos, Troulos, Greece
31.65 km (19.7 mi) from Drymonas Waterfalls
villa 5 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Host:
agis was an attentive host and provided us with a generous welcome pack
Location:
easy walk into troulos for dinner
Read more reviews

3. Luxury villa with private pool (from USD 379)

Ideal for big groups, Allure Luxury Villas, another name for this property, consists of three fully furnished villas. Each one is equipped with a private pool which will take your sun-drenched holiday up a notch. Additionally, the internet is accessible and convenient for travelers in a work-from-home situation. Your fur babies are also welcome here as long as the owners are willing to shell out extra cash for the pet fee. If you’re looking to explore the nearby area, Kechria Beach and Ligaries Beach are within a 1.0 mi (1.6 km) radius.

Furthermore, a three-night minimum stay policy is followed here, with weekly and monthly discounts for long-term guests.

Stayed at this property?
Skiathos, Greece, Greece
38.13 km (23.7 mi) from Drymonas Waterfalls
villa 6 Guests 3 Bedrooms 4 Bathrooms

4. Gorgeous villa with kitchen (from USD 472)

If you appreciate the comforts of home and enjoy resort-inspired amenities, this villa will surely excite you. This vacation rental is strategically furnished with floor-to-ceiling windows, so guests can fall in love with the ocean scenery in comfort. Moreover, drenched in natural light throughout the day, the accommodation houses a sunny living area, a well-equipped kitchen, and laundry appliances. Besides in-house fittings, vacationers can access shared amenities including a swimming pool, sauna, and gym.

Long-term holidayers will be thrilled with the reduced weekly and monthly rates available here.

Stayed at this property?
Achladias, Thessaly, Greece
34.19 km (21.3 mi) from Drymonas Waterfalls
villa 4 Guests 2 Bedrooms 3 Bathrooms

5. Tourist-friendly house with internet (from USD 131)

This vacation rental offers a tourist-friendly accommodation that will bring you close to the beach and the port. It is a traditional Greek house with a quintessential charm and modern-day conveniences such as kitchen appliances, laundry, and internet access. Furthermore, alfresco dining and a gas grill are available for your cookout family nights. Guests with cars can also take advantage of free parking, and those without can ask for recommendations of local rentals from the host.

This Airbnb can host short-term stays and long-term stays, but discounts are only available for the latter.

Stayed at this property?
Epano Gitonia, Greece
36.26 km (22.6 mi) from Drymonas Waterfalls
14 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
the apartment is amazing very large living room 2 floors all needed appliances two wc/showers two bedrooms
Host:
the host was very kind and helpful
thank you dominique for being such a great host
Location:
great apartment location and hosts
dominique's apartment is in a great location: 5 minutes walk to the port and downtown skiathos
Read more reviews

6. Bright dwelling with magical sunrise views (from USD 109)

Are you fond of accommodations with a view? Take a look at this bright and cozy townhouse that overlooks the sea and offers magical sunrise scenery. This guesthouse welcomes two-legged globe trotters as well as their adorable four-legged companions. Apart from the view and the pet-friendliness, the fully furnished concept is worth appreciating here. You can cook, do laundry, and avail of WiFi. This centrally air-conditioned abode has a balcony for guests who wish to wind down in the open air while taking in the gorgeous views.

Whether you’re staying for a week or a month, this vacation rental can host you. Additionally, monthly stay discounts apply on long-term stays here.

Stayed at this property?
Skiathos, Greece
36.6 km (22.8 mi) from Drymonas Waterfalls
23 reviews   Superhost Wifi Available
Entire townhouse 2 Beds 4 Guests 1 Bedroom 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
spacious and bright kitchen connected to the garden great selection of books bluetooth speaker beach tennis equipment etc
Host:
alex is a great host
alexandra is a helpful and super friendly host for her well equipped home
alexandra was an excellent host very friendly polite and great for communication
a great host who couldn’t have done more for us
alexandra is a wonderful host and met us as promised on arrival
Location:
alexandra's place is great perfect for young couple
Read more reviews

7. Renovated home with parking (from USD 151)

When vacationing in a destination you’ve never been to before, it pays to book accommodation close to everything. This home is just that as it is conveniently located within walking distance of the port and within proximity of Megali Ammos Beach. Additionally, this apartment is revamped to perfection with vacationers’ comfort in mind. It is packed with a kitchen, a dedicated workspace, and a washer. WiFi is another bonus here that you can take advantage of. Street parking is also accessible for your ride.

The host offers long-term stays here. With weekly and monthly discounts, it entices vacationers, even more, to click “book now”.

Stayed at this property?
Sporades, Greece
36.32 km (22.6 mi) from Drymonas Waterfalls
21 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 5 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
the apartment is extreemely well restored in a typical greek style
Read more reviews

8. Centrally located townhouse near Papadiamantis Street (from USD 259)

Since this tourist-friendly townhouse is within walking distance of Papadiamantis Street, guests will be near several shopping and dining options. In case you feel like preparing yourself a hearty meal instead of eating out, there’s a well-equipped kitchen in this air-conditioned retreat for your convenience. Also, feel free to browse the web should you need assistance with your recipes using internet access. Besides that, a 10-minute stroll from the property can take you to the nearest beach where you can have some fun in the sun.

Furthermore, with discounted monthly rates, this Airbnb is truly a good choice for long-term stays.

Stayed at this property?
Skiathos Island, Greece
36.57 km (22.8 mi) from Drymonas Waterfalls
22 reviews   Superhost Wifi Available
Entire townhouse 6 Beds 7 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
we were 5 people and the rooms were perfect for us
Cleanliness:
the place was beautifully clean and well presented it had everything we could want
the house was clean and the location was ideal
everything was good the apartment was close to everything and very clean and fresh
Host:
the owner was easy to reach out
Location:
very nice house excellent location
third time staying here great spacious house in a really great location
excellent house great location good host
if you’re looking to stay in skiathos town then we wholeheartedly recommend this place
Read more reviews

9. New pet-friendly apartment (from USD 97)

Are you on the hunt for budget-friendly accommodations that can give you a bang for the buck? Take a peek at this apartment, a charming brand-new abode. Its almost all-white aesthetics lined with rustic finishes will give you an authentic holiday feels. Apart from the style, the convenient amenities, which include air-conditioning, internet access, and shower essentials, are a jackpot. Additionally, since it is pet-friendly, your fur babies are welcome to share in your adventures.

The best part? Weekly and monthly stay discounts are waiting for vacationers. There are not many rules here. The host only asks that you respect the house like you would your own.

Stayed at this property?
Skiathos, Greece
36.45 km (22.7 mi) from Drymonas Waterfalls
39 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
wifi worked well and it was nice to have a tv in both bedrooms
we loved the apartment with it’s epic shower in the bathroom beautiful tv’s and great wi-fi
Cleanliness:
very clean and great apartment
Host:
evangelos is the perfect host
evangelos was an awesome host and very helpful with everything we needed
great place to stay host was very responsive and helpful and a quick walk into the city center
Location:
nice restaurant close by and also a mini market
the location is just perfect for everything and we are overall very satisfied
lovely stay very close to the centre vaggelis was very nice and helpful
Read more reviews

10. Traditional house with backyard (from USD 109)

From Pinterest-worthy traditional Greek architecture aesthetics to shabby chic details and proximity to the beach, this house provides plenty of reasons for vacationers to love it. It features a balcony perfect for your morning coffee. Additionally, the backyard is a dreamy spot, adorned with leaves and colorful blooms. You’ll also find another coffee table and chairs in the yard, perfect for shady relaxation and retrospection. For business travelers’ convenience, WiFi is available here.

Weekly and monthly stay discounts are in store for interested guests, so be sure to take advantage of them.

Stayed at this property?
Skiáthos, Greece
36.31 km (22.6 mi) from Drymonas Waterfalls
22 reviews   Superhost Wifi Available
ENTIRE CONDO 3 Beds 5 Guests 3 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Cleanliness:
the house was very clean and had everything we needed for our stay
Location:
fantastic place to stay really near everything and a handy bus stop
the house is very cozy decorated and located among the beautiful small streets at center of skiathos town
Read more reviews

Fall in love with Skiathos

Skiathos is a fabulous destination to escape to, especially if you need a break from the modern world. It will reconnect you with Mother Earth and expose you to plenty of vitamin D. If you need a place to stay for your month-long getaway, choose from this list of the best long-term rentals in Skiathos, Greece, without going beyond your budget.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Nicole, a writer and traveler, also identifies herself as a free spirit with a wild heart. She is dedicated to telling authentic stories in a relatable manner. Nicole also enjoys exploring new,...Read more

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