Vacation Rentals & Villas in Skiathos

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465 villas

(5) Excellent 

23

The 2 villas can accommodate 10 Adults.The reservation can also be made for one

Skiathos / Troulos

Troulos villa

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$157

Price per night from

$157

(1) Excellent 

48

Villa Elena: Studio 1

Skiathos / Skiathos Town

Skiathos Town studio

Studio 2 3 nights min

  • Studio
  • sleeps 2
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$66

Price per night from

$66

(1) Excellent 

48

Villa Elena: Studio 2

Skiathos / Skiathos Town

Skiathos Town studio

Studio 4 3 nights min

  • Studio
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$79

Price per night from

$79

(2) Excellent 

10

Haris apartment in koukounaries FULL EQUIPMENTS

Skiathos / Koukounaries

Koukounaries apartment

1 5 4 nights min

  • 1 bedroom
  • sleeps 5
  • 4 nights min
  • Ask about children

Price per night from

$72

Price per night from

$72

(20) Very Good 

12

Villa Elena

Skiathos / Skiathos Town

Skiathos Town apartment

4 9 3 nights min

  • 4 bedrooms
  • sleeps 9
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“A Dream becomes true” Entering villa Elena on the island of Skiathos was like realizing a dream. My family and me we found that little corner in the world that everybody is desperately seeking for. A little hideaway, a place to relax, surrounded by th
…see more

Price per night from

$327

Price per night from

$327

(14) Excellent 

27

Villa Coco Studios, Skiathos

Sporades / Skiathos

Skiathos villa

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children
“villa coco – what can we say!” villa coco - what can we say! for many reasons, this is such an incredible place to stay at. designed and newly restored, in the typically greek style by a talented austrian lady, a permanent resident on skiathos. owned
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Price per night from

$124

Price per night from

$124

(1) Excellent 

24

Villa " LOUISA " is a two- storey panoramic villa.

Skiathos / Tzaneria Bay

Tzaneria Bay villa

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$66

Price per night from

$66

(1) Excellent 

16

1 Minute to the Beach - Skiathos Island

Skiathos / Skiathos Town

Skiathos Town villa

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Child Friendly

Price per night from

$172

Price per night from

$172

4

Elios Villas Skiathos 3

Skiathos / Kalyvia

Kalyvia villa

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$229

Price per night from

$229

21

La Hacienda

Skiathos / Koukounaries

Koukounaries villa

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

Price per night from

$131

Price per night from

$131

16

Studio near the Beach - Skiathos Island

Skiathos / Skiathos Town

Skiathos Town studio

Studio 3 7 nights min

  • Studio
  • sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$98

Price per night from

$98

29

1 min from the beach - Skiathos Island

Skiathos / Skiathos Town

Skiathos Town villa

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Car not necessary

Price per night from

$344

Price per night from

$344

(3) Excellent 

21

Luxury Private Villa with Magic View - Villa Eleven

Skiathos / Skiathos Town

Skiathos Town villa

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$183

Price per night from

$183

(3) Very Good 

27

Beachfront Greek Villa in Skiathos with Semi-Private Sandy Beach

Skiathos / Kanapitsa

Kanapitsa villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$288

Price per night from

$288

22

Elios Villas Skiathos Xanemos

Skiathos / Kalyvia

Kalyvia villa

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$229

Price per night from

$229

48

Villa Elena: Apartment

Skiathos / Skiathos Town

Skiathos Town apartment

1 5 3 nights min

  • 1 bedroom
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$105

Price per night from

$105

25

On the beach, 12 people villa, Skiathos

Skiathos / Kanapitsa

Kanapitsa house

6 12 1 night min

  • 6 bedrooms
  • sleeps 12
  • 1 night min
  • Child Friendly

Price per night from

$574

Price per night from

$574

31

Beachfront Villa in Skiathos with Semi-Private Sandy Beach

Skiathos / Kanapitsa

Kanapitsa villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$314

Price per night from

$314

(10) Excellent 

15

The Farmhouse, Skiathos

Sporades / Skiathos

Skiathos villa

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$262

Price per night from

$262

10

Villa on Beach Skiathos Island

Skiathos / Achladias

Achladias house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$230

Price per night from

$230

48

Villa Elena: Studio 3

Skiathos / Skiathos Town

Skiathos Town studio

Studio 5 3 nights min

  • Studio
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$105

Price per night from

$105

(1) Very Good 

20

House Elisabeth

Skiathos / Skiathos Town

Skiathos Town house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$92

Price per night from

$92

28

Villa Gem

Skiathos / Skiathos Town

Skiathos Town villa

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$222

Responds fast!
avg. 3 hours 20 minutes

Price per night from

$222

5

Papoulakis Yachting - Bavaria 38 Cruiser 2008

Skiathos / Skiathos Town

Skiathos Town yacht

3 7 6 nights min

  • 3 bedrooms
  • sleeps 7
  • 6 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$327

Price per night from

$327

(19) Excellent 

92

Luxury Villa Rental on Mykonos with Chef - Villa Mykonos

Skiathos / Megali Ammos

Megali Ammos house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
“Lisa's review of Villa Mykonos” Wonderful, it was a very relaxing vacation. The pool and outdoor eating areas. The only thing that was slightly inconvenient were the toilets - due to the older plumbing, we weren't allowed flush the t.p.! Liked
…see more

Price per night from

$1,823

Price per night from

$1,823

9

MotoHome

Skiathos / Skiathos Town

Skiathos Town house

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$196

Price per night from

$196

19

Villa Fotini

Skiathos / Megali Ammos

Megali Ammos villa

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$196

Price per night from

$196

22

Xanemos villa Skiathos

Skiathos / Kolios

Kolios villa

2 8 6 nights min

  • 2 bedrooms
  • sleeps 8
  • 6 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$224

Price per night from

$224

34

A Luxurious Seafront Penthouse Overlooking the Picturesque Harbour of Skiathos

Skiathos / Skiathos Town

Skiathos Town apartment

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly

Price per night from

$523

Price per night from

$523

(5) Excellent 

72

Skiathea Villas is a luxury complex of villas located in Skiathos

Skiathos / Agia Paraskevi

Agia Paraskevi villa

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$458

Price per night from

$458

14

Villa Annegreta - 3 bedroom Luxury Villa

Skiathos / Punta

Punta villa

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$523

Price per night from

$523

32

Villa Zaki 2 with private swimming pool - skiathos island

Skiathos / Skiathos Town

Skiathos Town villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$205

Price per night from

$205

(2) Excellent 

35

Villa Fanari with Panoramic Sea Views

Skiathos / Kanapitsa

Kanapitsa villa

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 1 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$371

Price per night from

$371

(2) Excellent 

36

Villa Zaki 5 with private swimming pool

Skiathos / Skiathos Town

Skiathos Town villa

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Ask about children

Price per night from

$169

Price per night from

$169

(1) Average 

22

Elios Villas Skiathos 1

Skiathos / Kalivia

Kalivia villa

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$229

Price per night from

$229

(1) Very Good 

32

Zaki-3

Skiathos / Skiathos Town

Skiathos Town villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Ask about children

Price per night from

$242

Price per night from

$242

(1) Excellent 

32

Villa Zaki 4 with private swimming pool - skiathos island

Skiathos / Skiathos Town

Skiathos Town villa

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$262

Price per night from

$262

21

Olivia Villas of Luxury

Skiathos / Kalivia

Kalivia villa

6 12 1 night min

  • 6 bedrooms
  • sleeps 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$703

Price per night from

$703

About Skiathos

Come and explore the pine forests, ancient streets and exquisite white sand beaches of the popular Greek island of Skiathos. This is the perfect destination for a relaxing getaway, with plenty of fun things to do during both day and night.

Wander the streets of the Skiathos Town, the historic port city on the south side of the island. Then head to the north side for a scenic stroll along the high rocky coast. Look for hidden monasteries and quiet tavernas on secluded hilltops where you can sip a cool drink and enjoy the breeze from the Mediterranean Sea.

Take a boat trip to Bird Island, or visit the Papadiamandis House, one of the beautiful preserved historic structures here. After the sun goes down, watch the streets and beaches of Skiathos light up with irresistible energy. People come to Skiathos from all over the world to experience the nightlife here, and you won't want to miss out on the fun. Fabulous cuisine and intoxicating music keep visitors dancing until the sun comes up.

You'll never run out of things to do on Skiathos, but here are a few additional suggestions as you plan your trip:

  • Go scuba diving: Come face to face with colorful marine life as you explore the surprising biodiversity of the reef system around Skiathos.
  • Hike to Kastro: Across the island from Skiathos Town lies a hiking trail to the ruined ancient village of Kastro. Prepare to see fascinating sights along the trail including old churches, ancient gardens and a secluded beach.
  • Play on Little Banana Beach: As one of the most popular beaches on Skiathos, Little Banana Beach is a great place to swim, surf, sunbathe or just relax and watch the boats go by.
  • Go water skiing or wake boarding: The calm waters here are perfect for water sports of all kinds, and plenty of classes are available that are ideal for beginners.
  • Take a cooking class: After you've spent a few evenings sampling the delicious local cuisine of Skiathos, learn how to bring the flavors of the Mediterranean islands home with you.

The busiest time on Skiathos is during the height of the summer months, but if you schedule your trip during the winter, you'll find quieter beaches that are just as beautiful. No matter when you visit, you'll have no trouble finding a luxurious condo in Skiathos Town. Vacation rentals and apartments are widely available in town all year long. You can also easily find a condo or elegant villa closer to the north shore. If you have some extra time to explore the area, you may want to include additional trips to Santorini and Mykonos.