Skiathos Holiday Rentals
House
- Thessaly
- ·
- Skiathos Town
- 0.09 mi to center
10.0Exceptional
(52 Reviews)
2 Bedrooms
2 Baths
4 Guests
646 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
CA $367/Night
7 Nights - CA $2,567
Villa
10.0Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
5 Guests
1603.82 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $655/Night
7 Nights - CA $4,582
House
- Thessaly
- ·
- Skiathos Town
- 0.40 mi to center
10.0Exceptional
(53 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Kitchen
Parking
Air Conditioner
CA $175/Night
7 Nights - CA $1,225
Villa
10.0Exceptional
(43 Reviews)
3 Bedrooms
3 Baths
6 Guests
Private Pool- Oceanfront
- Fireplace/Heating
Pool
CA $448/Night
7 Nights - CA $3,133
Apartment
- Thessaly
- ·
- Skiathos Town
- 0.18 mi to center
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
3 Guests
376.74 ft²
- Balcony/Terrace
View- Air Conditioner
Internet
CA $337/Night
7 Nights - CA $2,359
Villa
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
7 Guests
915 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $997/Night
7 Nights - CA $6,982
Villa
- Thessaly
- ·
- Skiathos Town
- 0.79 mi to center
10.0Exceptional
(5 Reviews)
6 Bedrooms
4 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $745/Night
7 Nights - CA $5,216
Villa
- Thessaly
- ·
- Agia Paraskevi
- 0.25 mi to center
9.8Exceptional
(18 Reviews)
5 Bedrooms
5 Baths
10 Guests
3229 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $1,395/Night
7 Nights - CA $9,764
Villa
- Thessaly
- ·
- Agia Paraskevi
- 0.22 mi to center
9.6Exceptional
(5 Reviews)
6 Bedrooms
6 Baths
12 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
Pet Friendly
CA $2,898/Night
7 Nights - CA $20,286
Luxury Holiday Rentals in Skiathos
Over 1402+ Luxury Holiday Rentals in or Near Skiathos
Villa
- Thessaly
- ·
- Koukounaries
- 0.30 mi to center
6 Bedrooms
8 Baths
14 Guests
6458.35 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $13,367/Night
7 Nights - CA $93,571
Villa
10 Bedrooms
8 Baths
20 Guests
2690.98 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $11,905/Night
7 Nights - CA $83,333
Villa
10.0Exceptional
(1 Review)
14 Bedrooms
14 Baths
28 Guests
5920.15 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $7,385/Night
7 Nights - CA $51,694
Villa
10.0Exceptional
(1 Review)
8 Bedrooms
10 Baths
14 Guests
6156.96 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $5,371/Night
7 Nights - CA $37,600
Villa
- Thessaly
- ·
- Skiathos Town
- 0.21 mi to center
5 Bedrooms
6 Baths
10 Guests
2690.98 ft²
Hot Tub- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $3,128/Night
7 Nights - CA $21,893
Villa
4 Bedrooms
4 Baths
8 Guests
2152.78 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $2,756/Night
7 Nights - CA $19,293
Villa
10.0Exceptional
(2 Reviews)
6 Bedrooms
8 Baths
12 Guests
3229.17 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $2,575/Night
7 Nights - CA $18,028
Villa
- Thessaly
- ·
- Skiathos Town
- 0.15 mi to center
7.7Very Good
(3 Reviews)
5 Bedrooms
6 Baths
12 Guests
3175.35 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $2,494/Night
7 Nights - CA $17,460
Apartment
9.8Exceptional
(52 Reviews)
15 Bedrooms
17 Baths
28 Guests
2393.9 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $2,479/Night
7 Nights - CA $17,351
Top-Rated Holiday Rentals with a Pool in Skiathos
Over 456+ The Best Private Villas and Holiday Rentals in Skiathos with a Pool
Hotel
10.0Exceptional
(103 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Parking
CA $507/Night
7 Nights - CA $3,546
Villa
- Thessaly
- ·
- Agia Paraskevi
- 0.25 mi to center
10.0Exceptional
(14 Reviews)
3 Bedrooms
1 Bath
4 Guests
645.83 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $526/Night
7 Nights - CA $3,685
Villa
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
1883.68 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $590/Night
7 Nights - CA $4,128
House
- Thessaly
- ·
- Skiathos Town
- 0.58 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
Breakfast- Kitchen
CA $347/Night
7 Nights - CA $2,432
Villa
10.0Exceptional
(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
1614.59 ft²
Private Beach- Oceanfront
- Fireplace/Heating
- Pool
CA $822/Night
7 Nights - CA $5,757
Villa
- Thessaly
- ·
- Agia Paraskevi
- 0.24 mi to center
10.0Exceptional
(9 Reviews)
8 Bedrooms
8 Baths
16 Guests
1219.91 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $677/Night
7 Nights - CA $4,741
Villa
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
699.65 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $867/Night
7 Nights - CA $6,066
Villa
10.0Exceptional
(7 Reviews)
4 Bedrooms
4 Baths
10 Guests
2098.96 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $419/Night
7 Nights - CA $2,937
Villa
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1937.5 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $834/Night
7 Nights - CA $5,837
Pet-Friendly Holiday Rentals in Skiathos
Over 272+ Pet-Friendly Holiday Rentals in or Near Skiathos
Villa
10.0Exceptional
(41 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $459/Night
7 Nights - CA $3,213
Apartment
- Thessaly
- ·
- Skiathos Town
- 1.23 mi to center
10.0Exceptional
(21 Reviews)
3 Bedrooms
3 Baths
15 Guests
538.2 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
CA $279/Night
7 Nights - CA $1,952
Villa
9.4Exceptional
(8 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Hot Tub
Spa- Pool
CA $1,243/Night
7 Nights - CA $8,704
Villa
10.0Exceptional
(34 Reviews)
3 Bedrooms
2 Baths
6 Guests
1938 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
CA $639/Night
7 Nights - CA $4,476
House
- Thessaly
- ·
- Skiathos Town
- 0.14 mi to center
10.0Exceptional
(13 Reviews)
3 Bedrooms
2 Baths
6 Guests
1636.11 ft²
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
- Internet
CA $600/Night
7 Nights - CA $4,203
Villa
10.0Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
8 Guests
1561 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $8,197/Night
7 Nights - CA $57,381
Villa
10.0Exceptional
(6 Reviews)
6 Bedrooms
1 Bath
16 Guests
3767 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $3,689/Night
7 Nights - CA $25,820
Villa
- Thessaly
- ·
- Agia Paraskevi
- 0.22 mi to center
10.0Exceptional
(5 Reviews)
5 Bedrooms
5 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $3,576/Night
7 Nights - CA $25,030
Villa
10.0Exceptional
(5 Reviews)
5 Bedrooms
5 Baths
12 Guests
2153 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,607/Night
7 Nights - CA $11,247
Large Holiday Rentals and Private Villas in Skiathos
Over 606+ Large Holiday Rentals and Private Villas in or Near Skiathos
Cottage
- Thessaly
- ·
- Skiathos Town
- 0.62 mi to center
1 Bedroom
1 Bath
22 Guests
431 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $339/Night
7 Nights - CA $2,376
Apartment
- Thessaly
- ·
- Skiathos Town
- 0.22 mi to center
10.0Exceptional
(14 Reviews)
19 Bedrooms
3 Baths
6 Guests
172.22 ft²
- Parking
- Air Conditioner
- Internet
Security/Safety
CA $67/Night
7 Nights - CA $468
Villa
10.0Exceptional
(6 Reviews)
4 Bedrooms
5 Baths
10 Guests
2045 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
CA $1,118/Night
7 Nights - CA $7,823
Villa
- Thessaly
- ·
- Skiathos Town
- 0.67 mi to center
10.0Exceptional
(38 Reviews)
5 Bedrooms
5 Baths
12 Guests
4090 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,639/Night
7 Nights - CA $11,476
Villa
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
5 Guests
753.47 ft²
- Balcony/Terrace
- View
- Parking
- Air Conditioner
CA $186/Night
7 Nights - CA $1,305
Villa
- Thessaly
- ·
- Skiathos Town
- 0.33 mi to center
10.0Exceptional
(28 Reviews)
3 Bedrooms
1 Bath
6 Guests
2153 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $472/Night
7 Nights - CA $3,305
Villa
10.0Exceptional
(21 Reviews)
2 Bedrooms
3 Baths
6 Guests
1292 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $955/Night
7 Nights - CA $6,685
Villa
- Thessaly
- ·
- Skiathos Town
- 1.15 mi to center
10.0Exceptional
(18 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
CA $328/Night
7 Nights - CA $2,295
Villa
10.0Exceptional
(17 Reviews)
1 Bedroom
1 Bath
2 Guests
484 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
CA $431/Night
7 Nights - CA $3,019
Wheelchair Accessible Holiday Homes in Skiathos
Over 42+ Wheelchair Accessible Holiday Homes in or Near Skiathos
Villa
10.0Exceptional
(2 Reviews)
6 Bedrooms
4 Baths
10 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $1,256/Night
7 Nights - CA $8,791
Villa
9.8Exceptional
(12 Reviews)
17 Bedrooms
12 Baths
30 Guests
1937.5 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $867/Night
7 Nights - CA $6,066
Hotel
- Thessaly
- ·
- Skiathos Town
- 0.34 mi to center
9.8Exceptional
(26 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Air Conditioner
CA $351/Night
7 Nights - CA $2,457
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
1 Guest
700 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
CA $248/Night
7 Nights - CA $1,739
Apartment
- Thessaly
- ·
- Skiathos Town
- 0.18 mi to center
9.6Exceptional
(115 Reviews)
10 Bedrooms
6 Baths
27 Guests
534.61 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
CA $111/Night
7 Nights - CA $777
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
646 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $195/Night
7 Nights - CA $1,369
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
1 Guest
700 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
CA $166/Night
7 Nights - CA $1,160
Villa
5.0Average
(1 Review)
4 Bedrooms
2 Baths
8 Guests
1291 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
CA $543/Night
7 Nights - CA $3,801
Villa
4 Bedrooms
3 Baths
8 Guests
1292 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $948/Night
7 Nights - CA $6,636
Skiathos Private Villas and Holiday Homes Under $200
Over 726+ Skiathos Private Villas and Holiday Homes Under $200
Apartment
- Thessaly
- ·
- Koukounaries
- 0.97 mi to center
10.0Exceptional
(37 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
CA $184/Night
7 Nights - CA $1,285
Apartment
- Thessaly
- ·
- Skiathos Town
- 0.18 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
3 Guests
581.25 ft²
- Balcony/Terrace
- View
- Kitchen
- Parking
CA $99/Night
7 Nights - CA $693
House
- Thessaly
- ·
- Skiathos Town
- 0.13 mi to center
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $266/Night
7 Nights - CA $1,863
Apartment
- Thessaly
- ·
- Koukounaries
- 0.97 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $233/Night
7 Nights - CA $1,629
Apartment
- Thessaly
- ·
- Skiathos Town
- 0.19 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
516.67 ft²
- Balcony/Terrace
- Air Conditioner
- Internet
Child Friendly
CA $235/Night
7 Nights - CA $1,643
Villa
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
3 Guests
646 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
CA $156/Night
7 Nights - CA $1,090
Villa
- Thessaly
- ·
- Skiathos Town
- 0.80 mi to center
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
5 Guests
915 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $279/Night
7 Nights - CA $1,951
Apartment
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
377 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
CA $123/Night
7 Nights - CA $861
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
484 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
CA $246/Night
7 Nights - CA $1,720
Instantly Bookable Holiday Homes in Skiathos
Over 221+ Instantly Bookable Holiday Homes in or Near Skiathos
Apartment
- Thessaly
- ·
- Skiathos Town
- 0.24 mi to center
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $1,105/Night
7 Nights - CA $7,735
House
1 Bedroom
1 Bath
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $1,265/Night
7 Nights - CA $8,852
House
1 Bedroom
1 Bath
5 Guests
1076 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $334/Night
7 Nights - CA $2,339
Villa
10.0Exceptional
(16 Reviews)
3 Bedrooms
1 Bath
9 Guests
2153 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $382/Night
7 Nights - CA $2,675
Villa
10.0Exceptional
(8 Reviews)
4 Bedrooms
3 Baths
8 Guests
1464 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $883/Night
7 Nights - CA $6,182
Villa
10.0Exceptional
(6 Reviews)
4 Bedrooms
5 Baths
10 Guests
2045 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
CA $1,671/Night
7 Nights - CA $11,698
Villa
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
818 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $862/Night
7 Nights - CA $6,036
Villa
- Thessaly
- ·
- Skiathos Town
- 0.71 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
2 Baths
5 Guests
754 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
CA $500/Night
7 Nights - CA $3,500
Villa
10.0Exceptional
(3 Reviews)
7 Bedrooms
7 Baths
14 Guests
5920 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
CA $8,197/Night
7 Nights - CA $57,381
Book a Last Minute Place to Stay in Skiathos
About Casai's Private Villas and Holiday Rentals in Skiathos
Discover more than 1411 vacation rentals available in Skiathos. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Skiathos.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Skiathos, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Skiathos. On average, places to stay near Skiathos offer 571.76 ft², with nightly prices averaging CA $529.
With Casai, finding and comparing holiday rentals in Skiathos is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Skiathos
| Type | Count |
|---|---|
| Holiday Apartments | 599 |
| Villas | 350 |
| Vacation Homes | 291 |
| Cottages | 3 |
Use these Quick Filters to Find a Holiday Rental in Skiathos
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Skiathos.
Top Attractions Around Skiathos, GR
Casai offers a large selection of top attractions around Skiathos . Research things to do on your vacation before you visit Skiathos.
Other Places to Stay in Skiathos, GR
Frequently Asked Questions About Skiathos?
What are the top holiday rentals in Skiathos?
With numerous options available in Skiathos, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Skiathos:
- La Luna Hotel
- Despoina
- Fully equipped seafront house with spectacular seaview & small beach right below
- Villa With Private Pool in Front of the Sea - 20 meters from the sea.
- Aegean Sea Villa Skiathos
- Thama of Skiathos Apartment 2
- Skiathos Lagoterra Apartments
- Zorbas Family Villas
- Armonia Guest House
- The Dream House Skiathos
How many holiday rentals have private pools in Skiathos?
Discover a selection of holiday rentals with private pools near Skiathos with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Villas With Private Pool And Amazing Sea View close to Skiathos Town - Olivia 2
- Four Seasons Villas
- Skiathos Island Villas
- Villa with Private Pool and Sea View
Which holiday homes in Skiathos are best for families?
If you're searching for a family-friendly holiday home in Skiathos, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Skiathos:
How many Casai.ca holiday rentals are available in Skiathos?
As of 2026, Casai boasts over 1411 properties listed in the Skiathos area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Skiathos.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Xanemos Vacation Rentals in Skiathos | 1007 |
People Also Ask
Finding the best prices in Skiathos
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