Compare Vacation Homes with Pools in Skiathos

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Skiathos villas
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Choose from Top-Rated Vacation Homes with Swimming Pools in Skiathos

Luxury Skiathos Villa | 2 Bedrooms | Villa Europa | Private Pool - Skiathos
Skiathos
08/05 – 08/06
$845/nightfor 1 night

Luxury Skiathos Villa | 2 Bedrooms | Villa Europa | Private Pool

2 2
house, Skiathos
Panoramic sea views are yours from this private villa on Katsaros hill in Skiathos, located just 900 meters from Vasilias beach and a short drive from Skiathos town.
This independent villa accommodates up to eight guests and features a private swimming pool with a spacious terrace, built-in BBQ, and outdoor furniture perfect for enjoying the island's natural beauty.
Thalasses Villas Skiathos Villa Iioni 4 People Villa Beachfront - Skiathos
9.6 5 reviews
Skiathos
07/18 – 07/23
$971/nighttotal: $4855 (5 )

Thalasses Villas Skiathos Villa Iioni 4 People Villa Beachfront

2 4
house, Skiathos
Located on a private Aegean beachfront, this house is just 1.7 miles from Skiathos town and 1.2 miles from the airport, offering exclusive access to a small, intimate beach.
This 820-square-foot house features 2 bedrooms and 2 bathrooms, accommodating up to 4 guests with an infinity swimming pool and outdoor BBQ facilities, perfect for a getaway with a pool.
Villa Kallisto With Private Pool And Stunning Sea Views - Skiathos
Skiathos
07/16 – 07/20
$754/nighttotal: $3016 (4 )

Villa Kallisto With Private Pool And Stunning Sea Views

2 2
house, Skiathos
Villa Kallisto in Vassilias, Skiathos, is located 1.2 miles from Megali Ammos Beach and 2.8 miles from Skiathos Port, offering stunning sea and mountain views.
This 950-square-foot house with a pool accommodates up to 13 guests in 2 bedrooms and 2 bathrooms, featuring a private outdoor swimming pool, air conditioning, WiFi, and on-site parking for a comfortable stay.
Damari Luxury 3 Bedroom Villas With Private Pool, Skiathos - Skiathos
9.4 44 reviews
Skiathos
06/24 – 06/26
$537/nighttotal: $1074 (2 )

Damari Luxury 3 Bedroom Villas With Private Pool, Skiathos

3 1
house, Skiathos
Located in Skiathos, this villa offers stunning pool views and is situated 1.7 miles from Kechria Beach and 3.8 miles from Skiathos Port.
This 1290 sq ft house with 3 bedrooms and 3 bathrooms provides a luxurious getaway with a private swimming pool, air conditioning, and a fully equipped kitchen, perfect for a family-friendly vacation with a pool.
Villa Valmas Premium - Skiathos
9.7 19 reviews
Skiathos
08/10 – 08/17
$553/nighttotal: $3871 (7 )

Villa Valmas Premium

1 4
house, Skiathos
Just an 8-minute walk from Vassilias Beach and 2.2 miles from Skiathos Port, Villa Valmas Premium offers a prime location for your Skiathos getaway.
This family-friendly house with a pool features 620 square feet of living space, air conditioning, free WiFi, and accommodates up to 9 guests, perfect for a memorable vacation with a swimming pool.
Skiathos Modern Villa With Private Swimming Pool - Skiathos
10 19 reviews
Skiathos
08/06 – 08/09
$1188/nighttotal: $3564 (3 )

Skiathos Modern Villa With Private Swimming Pool

1 3
house, Skiathos
Enjoy breathtaking panoramic views of the sea, port, and town from this modern villa, located just a 5-minute drive from Skiathos port and 500 feet from Papadiamantis Street.
This family-friendly house, perfect for up to 4 guests, features 2 en-suite bathrooms, a private swimming pool, a landscaped garden, and a fitness center, offering a complete getaway with a pool.
Luxury Villa In Koukounaries - Skiathos
9.9 24 reviews
Skiathos
06/22 – 06/30
$1695/nighttotal: $13560 (8 )

Luxury Villa In Koukounaries

1 4
house, Skiathos
Prime Skiathos villa offers a secluded hillside setting, just a 300-meter walk to Koukounaries and Banana Beach, with stunning sea views of Koukounaries bay and the mountains of Evia.
This family-friendly house with a pool accommodates up to 14 guests across 7 bedrooms and 4 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, garden, and parking, with nearby opportunities for jet skiing, scuba diving, hiking, and horse riding.
Villa Nikis 
Mit Meerblick Und Großer Terrasse - Skiathos
9.3 39 reviews
Skiathos
09/05 – 09/19
$369/nighttotal: $5166 (14 )

Villa Nikis Mit Meerblick Und Großer Terrasse

1 5
house, Skiathos
Enjoy stunning sea views from Villa Nikis in Skiathos, located approximately 50 feet above the sea and just a 2-minute walk from the beach.
This house accommodates up to 5 guests and features air conditioning, a kitchen with a fridge and freezer, and direct access to a managed swimming pool at a neighboring apartment hotel, perfect for your pool getaway.
Villa George In Skiathos - Skiathos
9.3 3 reviews
Skiathos
08/13 – 08/20
$714/nighttotal: $4998 (7 )

Villa George In Skiathos

2 2
house, Skiathos
Just an 11-minute walk from Agia Paraskevi Beach, this Skiathos villa offers a prime location with mountain views from its terrace and balcony.
This spacious 1940 sq ft villa with a pool comfortably accommodates up to 9 guests and features 2 bedrooms, 2 living rooms, a well-equipped kitchenette, and a relaxing hot tub.
Skiathea Villas - Skiathos
9.9 36 reviews
Skiathos
07/16 – 07/20
$789/nighttotal: $3156 (4 )

Skiathea Villas

3 4
house, Skiathos
Offering stunning mountain and sea views, this house is located in Agia Paraskevi, an 11-minute walk from Agia Paraskevi Beach and 5.1 miles from Skiathos Port.
This family-friendly house provides an infinity swimming pool, a jacuzzi, and air-conditioned units with well-equipped kitchenettes, perfect for a relaxing getaway with a pool.
Ευχάριστη βίλα, με πισίνα και πανοραμική θέα - Skiathos
10 9 reviews
Skiathos
08/07 – 08/11
$865/nighttotal: $3460 (4 )

Ευχάριστη βίλα, με πισίνα και πανοραμική θέα

3 2
house, Skiathos
Enjoy panoramic sea and island views from the patio of Villa Magdani, located in Skiathos.
This 3-bedroom villa accommodates 4 guests and features air conditioning, a kitchen, and a swimming pool, offering a serene escape with excellent ratings for location, cleanliness, and user experience.
Goldie Beachfront Villa - Skiathos, Greece - Skiathos
10 7 reviews
Skiathos
06/22 – 06/30
$2400/nighttotal: $19200 (8 )

Goldie Beachfront Villa - Skiathos, Greece

1 4
house, Skiathos
Directly on a private sandy beach in Skiathos, this beachfront villa is located just 15 minutes from the port and airport.
This spacious villa accommodates 12 guests and features a 14x7m infinity swimming pool with shaded lounges and outdoor dining, perfect for relaxation and entertainment with a pool.

Find a Luxury Vacation Home with a Private Pool in Skiathos

Villa Kallisto,2br,2bth Villa With Private Pool And Stunning Sea Views - Skiathos
9.8 6 reviews
Skiathos
07/11 – 07/18
$772/nighttotal: $5404 (7 )

Villa Kallisto,2br,2bth Villa With Private Pool And Stunning Sea Views

2 3
house, Skiathos
Just 800 feet from Visalias beach, this newly built house is situated in the south-western area of Skiathos, less than 3.5 miles from Skiathos town and its ports.
This family-friendly house, offering 910 square feet of space for up to 7 guests, features 2 bedrooms and 2 bathrooms, air conditioning, and a swimming pool perfect for a getaway with a pool.

Best Family-Friendly Vacation Homes with Pools in Skiathos

Among the 574 accommodations in Skiathos, here are the 8 best family friendly villas and beach houses

Beautiful 2 Bed Beachside Villa With Private Pool - Skiathos
10 3 reviews
Skiathos
06/27 – 07/04
$658/nighttotal: $4606 (7 )

Beautiful 2 Bed Beachside Villa With Private Pool

1 4
house, Skiathos
Just 500 feet from a beach with water sports and a beach bar, Villa Causton in Skiathos offers a private swimming pool for an exclusive getaway.
This family-friendly house, accommodating up to 4 guests, features a spacious sundeck with an outdoor kitchen, barbecue, and pool bar, plus ground-floor accessibility for wheelchair users.
Villa ∙ 2 Bedrooms ∙ 8 Guests - Skiathos
Skiathos
06/24 – 06/26
$527/nighttotal: $1054 (2 )

Villa ∙ 2 Bedrooms ∙ 8 Guests

2 1
house, Skiathos
Secluded on the Katsaros hillside in Vasilias, Skiathos, this villa offers tranquil countryside privacy just a short drive from Skiathos town, boasting stunning sea views from its veranda and balcony.
This spacious two-story villa with a private swimming pool accommodates up to 8 guests and includes a modern kitchen, air conditioning, internet, and is family friendly with pets allowed.
The Hidden Villas - Skiathos
9.7 25 reviews
Skiathos
07/22 – 07/29
$502/nighttotal: $3514 (7 )

The Hidden Villas

3 2
house, Skiathos
Located in Kolios, this house is a 13-minute walk to Agia Paraskevi Beach and 5.6 miles from Skiathos Airport, offering a tranquil setting with garden and mountain views.
This family-friendly house with a pool provides air conditioning, a kitchen with a fridge and microwave oven, free WiFi, and free private parking, making it ideal for a getaway.
Sky Sea Resort & Villas - Skiathos
9.6 20 reviews
Skiathos
07/16 – 07/20
$933/nighttotal: $3732 (4 )

Sky Sea Resort & Villas

4 4
house, Skiathos
Enjoy panoramic city views from this house in Skiathos, located just 1.2 miles from Megali Ammos Beach and 1.9 miles from Skiathos Port.
This family-friendly house offers a swimming pool, a jacuzzi, and a fitness center, with fully equipped kitchenettes and balconies or terraces providing sea, mountain, or garden views.
Alpha Luxury Villa - Private Pool & Vip Services - Skiathos
Skiathos
07/11 – 07/18
$2693/nighttotal: $18851 (7 )

Alpha Luxury Villa - Private Pool & Vip Services

5 3
house, Skiathos
Located in Platanias, this spacious villa is just an 11-minute walk from Agia Paraskevi Beach and approximately 4.7 miles from Skiathos Port.
This 5-bedroom villa offers 3230 square feet of living space, sleeps 21 guests, and features a private swimming pool with sea views and a terrace with barbecue facilities.
Cave Luxury Villas Skiathos - Skiathos
10 3 reviews
Skiathos
08/14 – 08/19
$906/nighttotal: $4530 (5 )

Cave Luxury Villas Skiathos

3 2
house, Skiathos
Located in Troulos, this house offers pool and mountain views, a 13-minute walk from Troulos Beach and a short drive from Skiathos Port and Airport.
Enjoy a family-friendly stay in this house with a pool, featuring air conditioning, a fully equipped kitchen with a dishwasher, a terrace with sea views, and complimentary parking and WiFi.
2b Luxurious Villa Io, With Private Pool And Stunningt Sea Views - Skiathos
10 2 reviews
Skiathos
07/27 – 08/01
$881/nighttotal: $4405 (5 )

2b Luxurious Villa Io, With Private Pool And Stunningt Sea Views

2 2
house, Skiathos
Located in Kolios, this house is 1.2 miles from Megali Ammos Beach and 2.9 miles from Skiathos Port, offering a private swimming pool with stunning sea views.
This 910 square feet house features a fully equipped kitchen, a comfortable living room with a fireplace, a garden, and a balcony, perfect for families seeking a getaway with a pool.
Olivia's Villas Of Luxury - Skiathos
9.7 10 reviews
Skiathos
07/27 – 08/01
$529/nighttotal: $2645 (5 )

Olivia's Villas Of Luxury

3 2
house, Skiathos
Just an 8-minute walk from Megas Gialos Beach, Olivia's Villas of Luxury is located 1.2 miles from Skiathos Airport.
This exclusive house with a pool offers 1940 square feet of living space, featuring 3 bedrooms, a hot tub, and a private garden with barbecue facilities, perfect for a family getaway.

Find places to stay

Explore Our Top Pet-Friendly Vacation Homes with a Pool in Skiathos

Among the 574 accommodations in Skiathos, here are the 8 best pet friendly villas and beach houses

Golden King Villas - Skiathos
9.0 93 reviews
Skiathos
06/27 – 06/30
$784/nighttotal: $2352 (3 )

Golden King Villas

3 2
house, Skiathos
Just yards from Mikros Vasilias Beach, this Skiathos house offers an exceptional stay, conveniently located 1.2 miles from Skiathos Airport and 2.2 miles from Skiathos town and port.
This luxurious 1080 square foot house features 3 bedrooms and a private swimming pool with unlimited Aegean Sea views, perfect for a memorable pool getaway.
Villa Libra-skiathos - Skiathos
9.0 1 review
Skiathos
08/25 – 09/02
$454/nighttotal: $3632 (8 )

Villa Libra-skiathos

2 2
house, Skiathos
Enjoy a memorable Skiathos getaway at this 2-bedroom villa, just a 12-minute walk from Megas Gialos Beach and 0.6 miles from Skiathos Airport.
This villa offers a private swimming pool, a fully equipped kitchen, and free Wi-Fi, perfect for families or groups of up to 7 guests seeking a relaxing vacation with a pool.
Nina Areti - Skiathos
8.0 16 reviews
Skiathos
08/03 – 08/10
$418/nighttotal: $2926 (7 )

Nina Areti

2 4
house, Skiathos
Just a 3-minute walk from Agia Paraskevi Beach, this house in Skiathos offers easy access to the coast and is located 4.3 miles from Skiathos Port.
This air-conditioned house with a pool features 2 bedrooms, 2 bathrooms, and accommodates up to 7 guests, boasting a fully equipped kitchen, a terrace with sea views, and daily room service.
Villa Pilion - Skiathos
9.4 8 reviews
Skiathos
06/21 – 06/24
$456/nighttotal: $1368 (3 )

Villa Pilion

3 2
house, Skiathos
Villa Pilion in Kolios offers a serene escape, just a 13-minute walk from Vromolimnos Beach and conveniently located 3.6 miles from Skiathos Port and 5 miles from Skiathos Airport.
This spacious 3-bedroom house, accommodating up to 11 guests, features a private outdoor swimming pool with a terrace offering sea views, a fully equipped kitchen with a dishwasher, and complimentary WiFi.
Skiathos Symbol Villas - Skiathos
9.9 32 reviews
Skiathos
07/27 – 08/01
$853/nighttotal: $4265 (5 )

Skiathos Symbol Villas

2 2
house, Skiathos
Located in Achladies, this villa is a 4-minute walk from Achladies Beach and 2.2 miles from Skiathos Port, offering a perfect base for exploring the island.
Enjoy beautiful garden and pool views from your private balcony and terrace, or take advantage of the on-site barbecue and fitness center at this house with a pool.
Luxury Villa Amelia With Pool, Bbq, Free Wifi- 3 Bedrooms Skiathos - Skiathos
10 2 reviews
Skiathos
09/18 – 10/02
$402/nighttotal: $5628 (14 )

Luxury Villa Amelia With Pool, Bbq, Free Wifi- 3 Bedrooms Skiathos

3 4
house, Skiathos
Perched on a hillside in Vigles, Skiathos, this luxurious, newly built villa offers panoramic views of Skiathos Town, with Papadiamantis House and Skiathos Castle just a short drive away.
This 3-bedroom, 2-bathroom villa accommodates up to 6 guests and boasts a private swimming pool with sunbeds, a barbecue area, and a spacious balcony perfect for al fresco dining, all within a 5-minute drive of Skiathos Town and a 3-minute drive to the nearest beach.
Captain's Villa - Skiathos
9.9 16 reviews
Skiathos
06/20 – 06/23
$486/nighttotal: $1458 (3 )

Captain's Villa

2 2
house, Skiathos
Just a 10-minute walk from Megas Gialos Beach and 1.7 miles from Skiathos Castle, this house offers a prime location in Skiathos.
This spacious 1,560 square feet house features 2 bedrooms, 2 living rooms, and a well-equipped kitchen, all complemented by a private garden, a fenced swimming pool with mountain views, and a terrace with sea views, perfect for a getaway with a pool.
Tresor Boutique Home - Skiathos
8.9 66 reviews
Skiathos
07/06 – 07/11
$470/nighttotal: $2350 (5 )

Tresor Boutique Home

1 2
house, Skiathos
Located in Kolios, this house is just a 9-minute walk to Kolios Beach and a few miles from Skiathos Port and Papadiamantis' House.
This family-friendly house with a pool offers 740 square feet of living space, featuring a kitchenette, a fireplace, and sea views from its terrace, perfect for enjoying the year-round outdoor swimming pool and garden.
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