Compare Holiday Homes with Pools in Skiathos

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Skiathos holiday homes
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Premier Holiday Homes with Swimming Pools in Skiathos

Skiathos Modern Villa With Private Swimming Pool - Skiathos
10 19 reviews
Skiathos
06/08 – 09/08
£883/nighttotal: £2649 (3 )

Skiathos Modern Villa With Private Swimming Pool

1 3
house, Skiathos
Offering stunning sea, port, and town views, this house is perfectly situated just 500 meters from the top of Papadiamantis Street and a 5-minute drive from Skiathos port.
This family-friendly house accommodates four guests in two master bedrooms with en-suite bathrooms and boasts a private swimming pool with a spacious balcony, surrounded by a serene garden.
Villa Angela - Skiathos
9.1 21 reviews
Skiathos
22/07 – 29/07
£539/nighttotal: £3773 (7 )

Villa Angela

2 2
house, Skiathos
Offering stunning sea and mountain views, this villa is located in Skiathos, an 18-minute walk from Vassilias Beach and 4.2 kilometres from Skiathos Port.
This 100 square metre house, suitable for up to 7 guests, features 2 bedrooms, 3 bathrooms, air conditioning, a fully equipped kitchen, and a private swimming pool with pool views, perfect for a getaway with a pool.
The Hidden Villas - Skiathos
Skiathos
24/06 – 26/06
£79/nighttotal: £158 (2 )

The Hidden Villas

1 1
house, Skiathos
House rental. This accommodation is based in Skiathos.
Services and facilities: a fridge, a terrace and free parking.
Four Seasons Villas - Skiathos
9.7 71 reviews
Skiathos
06/07 – 11/07
£277/nighttotal: £1385 (5 )

Four Seasons Villas

2 2
house, Skiathos
Located in Skiathos, this house is just 11 minutes on foot from Megas Gialos Beach and 1.8 kilometres from Skiathos Castle.
Enjoy skiing and barbecue facilities at this family-friendly accommodation, which also features an indoor swimming pool and a garden.
Cave Luxury Villas Skiathos - Skiathos
Skiathos
13/08 – 14/08
£694/nightfor 1 night

Cave Luxury Villas Skiathos

1 2
house, Skiathos
Perfectly situated for beach access, this villa in Skiathos is under 2 kilometres from Paraskevi and Marathias beaches, and within 5 kilometres of Koukounaries and Vromolimnos.
Enjoy a refreshing dip in the swimming pool, a key feature for any pool getaway, alongside a garden and barbecue facilities at this house, which also offers complimentary Wi-Fi and private parking.
Golden King Villas - Skiathos
9.0 93 reviews
Skiathos
08/08 – 15/08
£658/nighttotal: £4606 (7 )

Golden King Villas

3 2
house, Skiathos
Just yards from Mikros Vasilias Beach, these luxurious villas in Skiathos offer an exceptional stay, located 2.2 kilometres from Skiathos town and port.
These family-friendly, three-bedroom houses boast a swimming pool with an automatic opposite swimming mechanism, a Jacuzzi, and a spa, alongside a modern kitchen and a fireplace, all within 100 square meters of living space.
Goldielocks Beachfront Villa - Skiathos, Greece - Skiathos
10 6 reviews
Skiathos
11/07 – 18/07
£2642/nighttotal: £18494 (7 )

Goldielocks Beachfront Villa - Skiathos, Greece

6 3
house, Skiathos
Directly on the beach, this Skiathos villa offers a private sandy cove just a 2-minute walk away and is conveniently located 15 kilometres from Skiathos town, port, and airport.
This spacious six-bedroom villa, accommodating up to 12 guests, boasts a 10x6 metre swimming pool with shaded lounges and an outdoor kitchen, perfect for a memorable getaway with a pool.
Villas Phos Skiathos - Skiathos
9.4 8 reviews
Skiathos
20/08 – 26/08
£582/nighttotal: £3492 (6 )

Villas Phos Skiathos

2 4
house, Skiathos
Prime beachfront accommodation in Agia Paraskevi, Skiathos, this house offers direct access to sandy shores and stunning sea views, located just 7.4 kilometres from Skiathos Port and 7.5 kilometres from Papadiamantis' House.
This house features a refreshing swimming pool with a view, complimentary WiFi, and private parking, alongside fully equipped kitchens and air-conditioned units with balconies for a comfortable stay.
Parissis Eden Villas Skiathos - Skiathos
8.6 5 reviews
Skiathos
14/08 – 21/08
£351/nighttotal: £2457 (7 )

Parissis Eden Villas Skiathos

2 2
house, Skiathos
Perfectly situated in Troulos, this house offers direct access to Troulos Beach, just steps away, and is located 8.5 kilometres from Skiathos Port and 10.9 kilometres from Skiathos Airport.
This 75 square meter house, accommodating up to 9 guests, features 2 bedrooms, 2 bathrooms, and is complete with a swimming pool, ideal for a pool getaway.
Magdani Private Residences - Skiathos
8.8 26 reviews
Skiathos
24/07 – 28/07
£593/nighttotal: £2372 (4 )

Magdani Private Residences

3 3
house, Skiathos
Magdani Private Residences is located in Skiathos, just 2.7 kilometres from Skiathos Port and Skiathos Castle, and a convenient 0.96 kilometres from Skiathos Airport.
This house, offering city views and a delightful swimming pool, features 3 bedrooms across 130 square metres and includes a fully equipped kitchen with a dishwasher, air conditioning, and a terrace with sea views.
Calma Cottage - Skiathos
9.2 61 reviews
Skiathos
05/08 – 06/08
£174/nightfor 1 night

Calma Cottage

1 2
house, Skiathos
Directly on Skiathos' beachfront, Calma Cottage is a 4-minute walk from Agia Paraskevi Beach and 6.7 kilometres from Skiathos Port.
This one-bedroom house, perfect for a getaway with a pool, offers air conditioning, a kitchenette with a fridge, and ski-to-door access for winter sports enthusiasts.
Ευχάριστη βίλα, με πισίνα και πανοραμική θέα - Skiathos
10 9 reviews
Skiathos
07/08 – 11/08
£643/nighttotal: £2572 (4 )

Ευχάριστη βίλα, με πισίνα και πανοραμική θέα

3 2
house, Skiathos
Offering unrivalled panoramic sea and island vistas from its patio, Villa Magdani is perfectly positioned in a prime location on Skiathos, providing a serene escape with breathtaking views of the Aegean Sea.
This delightful three-bedroom villa accommodates up to four guests and boasts a private swimming pool, air conditioning, and a Jacuzzi, ideal for a relaxing getaway.

Family-Friendly Holiday Homes with Pools in Skiathos

Captain's Villa - Skiathos
Skiathos
25/06 – 28/06
£432/nighttotal: £1296 (3 )

Captain's Villa

1 2
house, Skiathos
Captain's Villa, a house in Skiathos, is located 3 kilometres from the city centre, offering immediate access to nature and proximity to Megas Gialos Beach, Xanemos Beach, and Lalaria Beach.
This accommodation, perfect for a getaway with a pool, also boasts a spa, sauna, tennis court, and a bar with a restaurant, alongside services like Wi-Fi and parking for up to two guests.

Pet-Friendly Holiday Homes with a Pool in Skiathos

Among the 574 accommodations in Skiathos, here are the 8 best family friendly villas and holiday homes

Alpha Luxury Villa - Private Pool & Vip Services - Skiathos
Skiathos
11/07 – 18/07
£2003/nighttotal: £14021 (7 )

Alpha Luxury Villa - Private Pool & Vip Services

5 3
house, Skiathos
Just 11 minutes' walk from Agia Paraskevi Beach, Alpha Luxury Villa is situated in Platanias, Skiathos, and is conveniently located 7.6 kilometres from Skiathos Port and Papadiamantis' House, and 9.5 kilometres from Skiathos Castle.
This spacious 300 square metre, 5-bedroom villa accommodates up to 21 guests and boasts a private swimming pool, a terrace with sea views, a garden with a barbecue area, and offers air conditioning, free WiFi, and soundproofing for a peaceful stay.
Daphne By Luxury Villas Skiathos - Skiathos
10 2 reviews
Skiathos
18/07 – 26/07
£1920/nighttotal: £15360 (8 )

Daphne By Luxury Villas Skiathos

1 4
house, Skiathos
Perched at the exclusive end of a Skiathos bay, this waterfront house offers uninterrupted panoramic sea, islet, and Skopelos views, providing a serene retreat.
This spacious 510 sq.m. house with a pool accommodates up to 14 guests across seven ensuite bedrooms, featuring a private garden and in-villa staff for a luxurious stay.
Villa ∙ 5 Bedrooms ∙ 10 Guests - Skiathos
Skiathos
10/08 – 17/08
£2183/nighttotal: £15281 (7 )

Villa ∙ 5 Bedrooms ∙ 10 Guests

5 4
house, Skiathos
Enjoying a prime elevated position on Skiathos' 'Akropolis', this house offers unparalleled 270-degree sea views and privacy, just a short stroll to Skiathos Town's amenities.
This luxurious five-bedroom house boasts 540 sqm of living space and 205 sqm of outdoor areas, featuring a 32 sqm infinity swimming pool with automatic heating/cooling, a Jacuzzi, and ample parking for up to 10 guests.
Chris Rea Villa - Skiathos
10 35 reviews
Skiathos
12/07 – 17/07
£434/nighttotal: £2170 (5 )

Chris Rea Villa

1 2
house, Skiathos
Just an 11-minute walk from Megali Ammos Beach and a 7-minute walk from Papadiamantis' House, this house in Skiathos offers an excellent base for exploration and relaxation.
This family-friendly house with a pool also features a year-round outdoor swimming pool, a hot tub, a spa, a tennis court, and a complimentary electric vehicle charging station, alongside a free BBQ dinner for up to 5 adults and a free airport shuttle.
Villa Mitzelos - Skiathos
9.5 43 reviews
Skiathos
28/08 – 04/09
£243/nighttotal: £1701 (7 )

Villa Mitzelos

2 2
house, Skiathos
Discover VILLA MITZELOS, a house in Skiathos, conveniently located 4.7 kilometres from Skiathos Port, 4.8 kilometres from Papadiamantis' House, and 5 kilometres from Skiathos Airport.
This family-friendly accommodation offers 100 square metres of space, featuring 2 bedrooms, air conditioning, a fully equipped kitchen, and a private swimming pool with stunning mountain and sea vistas, perfect for a relaxing pool getaway.
Thalasses Villas Skiathos - Skiathos
9.7 21 reviews
Skiathos
27/06 – 30/06
£656/nighttotal: £1968 (3 )

Thalasses Villas Skiathos

2 2
house, Skiathos
Directly on the beachfront in Skiathos, this villa is conveniently located 2 kilometres from Skiathos Airport and 1.9 kilometres from Skiathos Port and Skiathos Castle.
This family-friendly house offers a superb swimming pool with sea views, a hot tub, and a garden, ensuring a delightful stay with a pool.
Villa Anemoessa - Skiathos
8.2 5 reviews
Skiathos
27/06 – 04/07
£355/nighttotal: £2485 (7 )

Villa Anemoessa

3 4
house, Skiathos
Located in Kolios, this spacious 3-bedroom villa offers a private swimming pool with stunning mountain views and is just a 16-minute walk from Agia Paraskevi Beach.
This family-friendly house boasts 250 square meters of air-conditioned living space with a fully equipped kitchen, a terrace with sea views, and outdoor dining with barbecue facilities, all providing a perfect getaway with a pool.
Aries Villas - Skiathos
10 34 reviews
Skiathos
16/07 – 20/07
£535/nighttotal: £2140 (4 )

Aries Villas

5 4
house, Skiathos
Aries Villas, a house in Skiathos, is located 9 minutes on foot from Megas Gialos Beach, 0.97 kilometres from Skiathos Airport, and 1.77 kilometres from Skiathos Castle.
This accommodation offers a swimming pool with a view, a hot tub, a fitness centre, and barbecue facilities, with bike and car rental services available for exploring the island.

Find cheap places to stay

Luxury Holiday Homes with a Private Pool in Skiathos

Among the 574 accommodations in Skiathos, here are the 8 best pet friendly villas and holiday homes

Nina Areti - Skiathos
8.0 16 reviews
Skiathos
28/08 – 04/09
£283/nighttotal: £1981 (7 )

Nina Areti

2 2
house, Skiathos
Perfectly situated for beach lovers, this house is just a 3-minute walk from Agia Paraskevi Beach and 6.9 kilometres from Skiathos Port.
This 90 square metre house with a pool accommodates up to 7 guests and features air conditioning, a fully equipped kitchen with a dishwasher, and a private terrace with sea views.
Hikers Villa Trail 5 & 6 - Skiathos
8.3 14 reviews
Skiathos
10/08 – 17/08
£279/nighttotal: £1953 (7 )

Hikers Villa Trail 5 & 6

2 3
house, Skiathos
Hikers Villa Trail 5 & 6 is located in Skiathos, approximately 3.5 kilometres from Skiathos Castle and 4 kilometres from Skiathos Port and Skiathos Airport.
This house, offering accommodation for 3 guests, features 2 bedrooms and 2 bathrooms, alongside a private swimming pool with captivating pool views from the balcony, air conditioning, and private parking.
Villa Madag - Skiathos
9.0 1 review
Skiathos
20/08 – 26/08
£1584/nighttotal: £9504 (6 )

Villa Madag

7 4
house, Skiathos
Located in Koukounaries, this villa is just a 4-minute walk from Xenia Beach and 12.5 kilometres from Skiathos Port.
This 210 square metre house with 7 bedrooms accommodates up to 27 guests and boasts a superb swimming pool with a view, alongside a spa, fitness centre, and tennis court for an active getaway.
Allure Luxury Villas 2, Skiathos - Skiathos
10 1 review
Skiathos
20/08 – 26/08
£667/nighttotal: £4002 (6 )

Allure Luxury Villas 2, Skiathos

3 4
house, Skiathos
Boasting mountain views, this secluded villa in Skiathos is located just 2.9 kilometres from Kechria Beach and 5.8 kilometres from Skiathos Port.
This family-friendly house with a pool offers 120 square metres of living space, accommodating up to 12 guests with three bedrooms and three bathrooms, and includes a private terrace, barbecue facilities, and complimentary parking.
Allure Luxury Villa With Private Pool Surrounded By Pine And Olive Trees - Skiathos
Skiathos
05/09 – 12/09
£581/nighttotal: £4067 (7 )

Allure Luxury Villa With Private Pool Surrounded By Pine And Olive Trees

3 4
house, Skiathos
Secluded in the mountains of Skiathos, this villa offers breathtaking sunset views over the Aegean Sea and easy access to Ligaries and Kechria beaches, just a short drive from the Port of Skiathos.
This luxurious 130 square meter house, ideal for up to 8 guests, boasts a private infinity swimming pool, 3 en-suite bathrooms, air conditioning, and WiFi, with ample outdoor space for dining and relaxing, perfect for a serene escape with a pool.
Luxury Villa In Koukounaries - Skiathos
9.9 24 reviews
Skiathos
22/06 – 30/06
£1261/nighttotal: £10088 (8 )

Luxury Villa In Koukounaries

1 4
house, Skiathos
This Skiathos villa offers a prime location, just 300 metres from Koukounaries and Banana Beach, boasting panoramic views of Koukounaries bay and the mountains of Evia.
Accommodating up to 14 guests across a main villa and a separate annex, this exceptional property features a luxurious swimming pool area and an expansive organic garden, perfect for a memorable getaway with a pool.
Golden King - Skiathos
9.0 110 reviews
Skiathos
14/08 – 21/08
£658/nighttotal: £4606 (7 )

Golden King

1 2
house, Skiathos
Prime beachfront villas in Skiathos offer an exceptional escape, situated within 3 kilometres of the Port of Skiathos and Old Port, and a short walk from Vassilias, Megali Ammos and Achladies beaches.
These soundproofed villas provide a luxurious stay with private swimming pools, jacuzzis, well-equipped kitchens, and spa services, ensuring a perfect getaway for families and couples alike.
Villa De Luxe 3 Chambres Avec Piscine, Skiathos - Skiathos
Skiathos
20/08 – 26/08
£731/nighttotal: £4386 (6 )

Villa De Luxe 3 Chambres Avec Piscine, Skiathos

1 4
house, Skiathos
Offering spectacular Aegean Sea vistas, this 120m² private villa is situated in the tranquil Kechria district of Skiathos, surrounded by pine and olive groves, with secluded beaches just a short drive away, though a 4x4 is recommended for exploration.
This family-friendly house for six guests boasts a private infinity swimming pool with exceptional sunset views, air conditioning, Wi-Fi, and a barbecue area, making it a perfect pool getaway.
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