1052+ Private Villas and Holiday Rentals in Skiathos Town |
Skiathos Town 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
R4,179/Night
7 Nights - R29,255
Villa
10.0Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
5 Guests
1603.82 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R7,460/Night
7 Nights - R52,217
House
- Thessaly
- ·
- Skiathos Town
- 0.40 mi to center
10.0Exceptional
(53 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Kitchen
Parking
Air Conditioner
R1,993/Night
7 Nights - R13,962
Villa
10.0Exceptional
(44 Reviews)
3 Bedrooms
3 Baths
6 Guests
Private Pool- Oceanfront
- Fireplace/Heating
Pool
R5,067/Night
7 Nights - R35,465
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
R3,842/Night
7 Nights - R26,887
Villa
10.0Exceptional
(42 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R6,277/Night
7 Nights - R43,930
Villa
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
3 Guests
646 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R1,477/Night
7 Nights - R10,346
Villa
10.0Exceptional
(6 Reviews)
4 Bedrooms
5 Baths
10 Guests
2045 ft²
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
R9,027/Night
7 Nights - R63,179
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
R8,493/Night
7 Nights - R59,450
Luxury Holiday Rentals in Skiathos Town
Over 1043+ Luxury Holiday Rentals in or Near Skiathos Town
Villa
10 Bedrooms
8 Baths
20 Guests
2690.98 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R135,676/Night
7 Nights - R949,736
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
R35,644/Night
7 Nights - R249,507
Villa
4 Bedrooms
4 Baths
8 Guests
2152.78 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R31,411/Night
7 Nights - R219,880
Villa
10.0Exceptional
(2 Reviews)
6 Bedrooms
8 Baths
12 Guests
3229.17 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R29,352/Night
7 Nights - R205,463
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
R28,428/Night
7 Nights - R198,993
Villa
- Thessaly
- ·
- Skiathos Town
- 0.94 mi to center
8.9Fabulous
(78 Reviews)
5 Bedrooms
2 Baths
6 Guests
645.83 ft²
- Oceanfront
Skiing- Fireplace/Heating
- Pool
R27,017/Night
7 Nights - R189,117
Villa
- Thessaly
- ·
- Skiathos Town
- 0.82 mi to center
9.8Exceptional
(6 Reviews)
4 Bedrooms
5 Baths
8 Guests
968.75 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R23,871/Night
7 Nights - R167,095
Villa
9.5Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
Private Beach- Oceanfront
- Hot Tub
- Ocean View
R23,355/Night
7 Nights - R163,495
House
- Thessaly
- ·
- Skiathos Town
- 0.26 mi to center
9.2Exceptional
(43 Reviews)
5 Bedrooms
5 Baths
14 Guests
226.04 ft²
- Balcony/Terrace
- View
Pet Friendly- Air Conditioner
R21,681/Night
7 Nights - R151,770
Top-Rated Holiday Rentals with a Pool in Skiathos Town
Over 269+ The Best Private Villas and Holiday Rentals in Skiathos Town with a Pool
Hotel
- Thessaly
- ·
- Skiathos Town
- 0.10 mi to center
10.0Exceptional
(44 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
R6,324/Night
7 Nights - R44,271
Villa
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
1883.68 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R6,721/Night
7 Nights - R47,044
House
- Thessaly
- ·
- Skiathos Town
- 0.58 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
Breakfast- Kitchen
R3,959/Night
7 Nights - R27,714
Villa
10.0Exceptional
(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
1614.59 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
R9,373/Night
7 Nights - R65,612
Hotel
- Thessaly
- ·
- Skiathos Town
- 0.44 mi to center
10.0Exceptional
(10 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
R3,141/Night
7 Nights - R21,990
Villa
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
699.65 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R9,876/Night
7 Nights - R69,131
House
- Thessaly
- ·
- Skiathos Town
- 0.27 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,106/Night
7 Nights - R28,736
House
- Thessaly
- ·
- Skiathos Town
- 0.75 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R1,421/Night
7 Nights - R9,941
Villa
10.0Exceptional
(7 Reviews)
4 Bedrooms
4 Baths
10 Guests
2098.96 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R4,781/Night
7 Nights - R33,471
Pet-Friendly Holiday Rentals in Skiathos Town
Over 201+ Pet-Friendly Holiday Rentals in or Near Skiathos Town
Villa
10.0Exceptional
(34 Reviews)
3 Bedrooms
2 Baths
6 Guests
1938 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R7,287/Night
7 Nights - R51,017
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
R3,178/Night
7 Nights - R22,249
Apartment
- Thessaly
- ·
- Skiathos Town
- 0.14 mi to center
9.6Exceptional
(5 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R1,559/Night
7 Nights - R10,914
Villa
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
1292 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R9,006/Night
7 Nights - R63,050
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
R6,843/Night
7 Nights - R47,904
Villa
10.0Exceptional
(2 Reviews)
6 Bedrooms
4 Baths
10 Guests
2476 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R14,065/Night
7 Nights - R98,450
Villa
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
R6,940/Night
7 Nights - R48,585
House
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
8 Guests
1292 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R13,271/Night
7 Nights - R92,904
Villa
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
1023 ft²
Spa- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,343/Night
7 Nights - R16,411
Large Holiday Rentals and Private Villas in Skiathos Town
Over 394+ Large Holiday Rentals and Private Villas in or Near Skiathos Town
Cottage
- Thessaly
- ·
- Skiathos Town
- 0.62 mi to center
1 Bedroom
1 Bath
22 Guests
431 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R3,840/Night
7 Nights - R26,887
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
R762/Night
7 Nights - R5,335
Villa
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R9,324/Night
7 Nights - R65,271
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
R18,685/Night
7 Nights - R130,786
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
R5,381/Night
7 Nights - R37,671
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
R3,737/Night
7 Nights - R26,157
Villa
10.0Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
1938 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R7,754/Night
7 Nights - R54,277
Villa
- Thessaly
- ·
- Skiathos Town
- 0.55 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
861 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R3,776/Night
7 Nights - R26,433
Wheelchair Accessible Holiday Homes in Skiathos Town
Over 28+ Wheelchair Accessible Holiday Homes in or Near Skiathos Town
Villa
10.0Exceptional
(2 Reviews)
6 Bedrooms
4 Baths
10 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R14,313/Night
7 Nights - R100,186
Villa
9.8Exceptional
(12 Reviews)
17 Bedrooms
12 Baths
30 Guests
1937.5 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R9,876/Night
7 Nights - R69,131
House
- Thessaly
- ·
- Skiathos Town
- 0.35 mi to center
8.2Excellent
(44 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Parking
R2,418/Night
7 Nights - R16,930
Villa
5.0Average
(1 Review)
4 Bedrooms
2 Baths
8 Guests
1291 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
R6,189/Night
7 Nights - R43,314
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
R1,265/Night
7 Nights - R8,854
Hotel
- Thessaly
- ·
- Skiathos Town
- 0.34 mi to center
9.8Exceptional
(26 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Air Conditioner
R4,000/Night
7 Nights - R28,006
Villa
4 Bedrooms
3 Baths
8 Guests
1292 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R10,806/Night
7 Nights - R75,634
Resort
- Thessaly
- ·
- Skiathos Town
- 1.12 mi to center
9.5Exceptional
(159 Reviews)
30 Baths
70 Guests
1130.21 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R3,128/Night
7 Nights - R21,892
Villa
- Thessaly
- ·
- Skiathos Town
- 1.11 mi to center
9.5Exceptional
(18 Reviews)
24 Bedrooms
28 Baths
60 Guests
1576.14 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R6,470/Night
7 Nights - R45,293
Skiathos Town Private Villas and Holiday Homes Under $200
Over 574+ Skiathos Town Private Villas and Holiday Homes Under $200
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
R3,176/Night
7 Nights - R22,233
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
R1,128/Night
7 Nights - R7,897
House
- Thessaly
- ·
- Skiathos Town
- 0.13 mi to center
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R3,032/Night
7 Nights - R21,227
Apartment
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
377 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R1,401/Night
7 Nights - R9,811
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
R2,676/Night
7 Nights - R18,730
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
484 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R2,801/Night
7 Nights - R19,606
Apartment
- Thessaly
- ·
- Skiathos Town
- 0.10 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
R3,082/Night
7 Nights - R21,568
Apartment
- Thessaly
- ·
- Skiathos Town
- 0.10 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5 Guests
592 ft²
- Oceanfront
- Ocean View
- View
- Kitchen
R2,484/Night
7 Nights - R17,384
Condo
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
R2,481/Night
7 Nights - R17,368
Instantly Bookable Holiday Homes in Skiathos Town
Over 157+ Instantly Bookable Holiday Homes in or Near Skiathos Town
Apartment
- Thessaly
- ·
- Skiathos Town
- 0.24 mi to center
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
R12,593/Night
7 Nights - R88,153
Villa
10.0Exceptional
(6 Reviews)
4 Bedrooms
5 Baths
10 Guests
2045 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R12,737/Night
7 Nights - R89,158
House
1 Bedroom
1 Bath
5 Guests
1076 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,808/Night
7 Nights - R26,660
Villa
10.0Exceptional
(8 Reviews)
4 Bedrooms
3 Baths
8 Guests
1464 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R10,067/Night
7 Nights - R70,461
Villa
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
818 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R9,826/Night
7 Nights - R68,790
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
R5,699/Night
7 Nights - R39,893
Villa
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
9 Guests
1615 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R7,904/Night
7 Nights - R55,331
House
- Thessaly
- ·
- Skiathos Town
- 0.41 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
1485 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R7,138/Night
7 Nights - R49,963
Villa
10.0Exceptional
(1 Review)
6 Bedrooms
8 Baths
12 Guests
3229 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
R19,276/Night
7 Nights - R134,921
Book a Last Minute Place to Stay in Skiathos Town
About Casai's Private Villas and Holiday Rentals in Skiathos Town
Discover more than 1052 vacation rentals available in Skiathos Town. 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 Town.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Skiathos Town, 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 Town. On average, places to stay near Skiathos Town offer 525.31 ft², with nightly prices averaging R4,693.
With Casai, finding and comparing holiday rentals in Skiathos Town 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 Town
| Type | Count |
|---|---|
| Holiday Apartments | 474 |
| Vacation Homes | 249 |
| Villas | 203 |
| Cottages | 2 |
Use these Quick Filters to Find a Holiday Rental in Skiathos Town
★ 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 Town.
Top Attractions Around Skiathos Town, GR
Casai offers a large selection of top attractions around Skiathos Town . Research things to do on your vacation before you visit Skiathos Town.
Other Places to Stay in Skiathos Town, GR
Frequently Asked Questions About Skiathos Town?
What are the top holiday rentals in Skiathos Town?
With numerous options available in Skiathos Town, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Skiathos Town:
- Entelia
- Despoina
- Fully equipped seafront house with spectacular seaview & small beach right below
- Bourtzi Hotel
- Villa With Private Pool in Front of the Sea - 20 meters from the sea.
- Villa with Private Pool and Beautiful Aegean Sea Views
- Aegean Sea Villa Skiathos
- Thama of Skiathos Apartment 2
- Skiathos Lagoterra Apartments
- Armonia Guest House
How many holiday rentals have private pools in Skiathos Town?
Discover a selection of holiday rentals with private pools near Skiathos Town 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.
- VILLA IN SKIATHOS TOWN WITH PRIVATE POOL AND JACUZZI
- Four Seasons Villas
- Golden King
- Architect-designed villas with infinity pools 4 min walk from relaxing beach
Which holiday homes in Skiathos Town are best for families?
If you're searching for a family-friendly holiday home in Skiathos Town, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Skiathos Town:
How many Casai.co.za holiday rentals are available in Skiathos Town?
As of 2026, Casai boasts over 1052 properties listed in the Skiathos Town area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Skiathos Town.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Xanemos Vacation Rentals in Thessaly | 1007 |
People Also Ask
Finding the best prices in Skiathos Town
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