Compare Vacation Homes with Pools in Isle of Wight

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Isle of Wight villas
Choose vacation accommodation with a pool
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Choose from Top-Rated Vacation Homes with Swimming Pools in Isle of Wight

Greenwood - Isle of Wight
10 1 review
Isle of Wight
07/22 – 07/29
$156/nighttotal: $1092 (7 )

Greenwood

3 2
house, Cowes
Located in Cowes, this house is just 4.1 miles from Carisbrooke Castle, with Blackgang Chine 14 miles away and Amazon World Zoo Park 11 miles distant.
This 1400 square foot, 3-bedroom house accommodates up to 6 guests and features an indoor swimming pool, free WiFi, and on-site parking for a perfect getaway with a pool.
"Malton" Lg27 Pet Friendly - Isle of Wight
9.0 86 reviews
Isle of Wight
07/21 – 07/24
$202/nighttotal: $606 (3 )

"Malton" Lg27 Pet Friendly

3 1
house, Shanklin
Enjoy a fantastic stay in Shanklin at this pet-friendly house with a pool, just a 13-minute walk from Shanklin Beach and 2.9 miles from The Isle of Wight Donkey Sanctuary.
This 450 square feet house accommodates up to 11 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, a bar, a garden, a terrace, and on-site parking, plus bicycle rentals are available.
Hawthorn Lodge - Isle of Wight
9.7 24 reviews
Isle of Wight
11/06 – 11/08
$101/nighttotal: $202 (2 )

Hawthorn Lodge

3 2
house, Saint Helens
Hawthorn Lodge in Saint Helens is conveniently located, situated 4.6 miles from Dinosaur Isle and 15 miles from Blackgang Chine.
This 60 square foot house offers 3 bedrooms, 2 bathrooms, and accommodates up to 10 guests, featuring a kitchen with a fridge, microwave, and dishwasher, plus a terrace and private parking, all complemented by an outdoor swimming pool for a perfect getaway.
Chalet-sleeps 6-free Ferry 7 Days Bookings Jul Aug - Isle of Wight
8.5 6 reviews
Isle of Wight
07/24 – 07/27
$265/nighttotal: $795 (3 )

Chalet-sleeps 6-free Ferry 7 Days Bookings Jul Aug

3 5
chalet, Cowes
Located 15 miles from Blackgang Chine, this Cowes chalet is 4.2 miles from Carisbrooke Castle and 7.8 miles from Robin Hill.
This 830 square foot chalet with a pool offers 3 bedrooms, 2 bathrooms, and accommodates up to 11 guests, featuring a kitchen with a fridge and microwave oven, a terrace, garden, and access to an indoor swimming pool.
Blossey’s Beach House - Isle of Wight
10 14 reviews
Isle of Wight
07/24 – 07/29
$249/nighttotal: $1245 (5 )

Blossey’s Beach House

1 7
cabin, Hampshire
Just a mile from Hayling beach, this cabin in Hampshire offers a seaside getaway with convenient access to the coast.
This cabin features indoor and outdoor swimming pool access, comfortable accommodation for up to 8 guests, and on-site dining and entertainment.
Coast View Lodge - Thorness Bay Isle Of Wight - Isle of Wight
9.3 55 reviews
Isle of Wight
07/25 – 08/01
$293/nighttotal: $2051 (7 )

Coast View Lodge - Thorness Bay Isle Of Wight

3 4
chalet, Great Thorness
Just 500 feet from Thorness Bay beach, this chalet offers a woodland setting with Solent sea views from its decking and direct access to the shore.
This family-friendly chalet sleeps six and features a heated indoor swimming pool on-site, a fully equipped kitchen, and is a short drive from Cowes and Newport.
Ocean View - Isle of Wight
9.0 4 reviews
Isle of Wight
07/25 – 08/01
$201/nighttotal: $1407 (7 )

Ocean View

2 4
cabin, Great Thorness
Offering stunning sea views of Thorness Bay, this cabin is located on Thorness Bay Park on the Isle of Wight, a short drive from the maritime town of Cowes.
This family-friendly cabin, perfect for up to four guests, features a swimming pool and a veranda, with direct access to park amenities including a water slide and restaurant.
Badgers Sett - Isle of Wight
Isle of Wight
06/20 – 06/27
$178/nighttotal: $1246 (7 )

Badgers Sett

1 2
cottage, Fareham
This cottage in Fareham is conveniently located within 3 miles of Segensworth Business Park, Titchfield Abbey, and Solent Business Park, with Meon Shore Beach and Lee-on-the-Solent Beach also within 6 miles.
Enjoy year-round swimming in the indoor pool at this cottage, which also features a tennis court, full kitchen with a refrigerator, and complimentary WiFi.
Finest Retreats - Beachlands - Isle of Wight
Isle of Wight
07/22 – 07/29
$208/nighttotal: $1456 (7 )

Finest Retreats - Beachlands

3 2
house, Porchfield
Enjoy a peaceful retreat in Porchfield, located 4.3 miles from Carisbrooke Castle and 7.8 miles from Robin Hill.
This house with a pool offers 1020 square feet of living space, featuring 3 bedrooms, 2 bathrooms, a kitchen with a fridge and microwave, a bar, and a terrace perfect for relaxation.
The Lodge - Isle of Wight
10 151 reviews
Isle of Wight
06/14 – 06/15
$179/nightfor 1 night

The Lodge

1 4
cabin, Île de Wight
Enjoy a tranquil getaway on the Isle of Wight's coastal path, offering seclusion and abundant wildlife, just a 7-minute drive or 45-minute walk from the nearest shop and pub.
This detached cabin accommodates up to 4 guests and features a kitchen with a fridge and dishwasher, a private garden, and access to a swimming pool, perfect for a relaxing escape with a pool.
Seaview 6 Berth Caravan, With Distant Seaviews - Isle of Wight
9.8 24 reviews
Isle of Wight
07/09 – 07/12
$133/nighttotal: $399 (3 )

Seaview 6 Berth Caravan, With Distant Seaviews

1 3
cabin, Great Thorness
Enjoy a seaview cabin getaway in Great Thorness, located in lovely countryside just a 15-minute walk from the Bay's entertainment complex, which includes a swimming pool with a slide and kids' activities.
This 6-guest capacity cabin offers a kitchen with a fridge, freezer, and microwave, plus an airfryer for convenient meal preparation, and outdoor seating for enjoying the surroundings.
Ocean View - Isle of Wight
8.7 6 reviews
Isle of Wight
06/30 – 08/01
$184/nighttotal: $5888 (32 )

Ocean View

2 2
cabin, Great Thorness
Just 0.3 miles from the Thorness Bay supermarket, this 2-bedroom cabin in Great Thorness offers a fantastic getaway with a pool.
This cabin provides Wi-Fi, a full kitchen with a microwave and freezer, and a communal swimming pool, perfect for families with a children's play area and outdoor seating.

Find a Luxury Vacation Home with a Private Pool in Isle of Wight

2 Bedroom Accommodation In Sandown - Isle of Wight
Isle of Wight
07/24 – 07/27
$136/nighttotal: $408 (3 )

2 Bedroom Accommodation In Sandown

2 5
cottage, Sandown
Located within Fairways Holiday Park, this cottage is just a short walk from Sandown Bay's golden sands and the town's amenities.
This 2-bedroom cottage sleeps 6 and features a shared, heated outdoor swimming pool, a clubhouse, and private parking, making it an ideal pool getaway.

Best Family-Friendly Vacation Homes with Pools in Isle of Wight

Among the 2716 accommodations in Isle of Wight, here are the 8 best family friendly villas and beach houses

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
07/09 – 07/12
$205/nighttotal: $615 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 3
cottage, Thorness Bay
Overlooking the Solent, this cottage is located on the north side of the Isle of Wight, just a short distance from Thorness Bay beach, renowned for its stunning sunsets.
This family-friendly cottage sleeps six and features a shared indoor heated pool with a flume slide, a king-size ensuite bedroom, a double bedroom, a twin bedroom, and a decked area with garden furniture.
3 Bed In Shanklin (Oc-w33402) - Isle of Wight
Isle of Wight
06/18 – 06/22
$745/nighttotal: $2980 (4 )

3 Bed In Shanklin (Oc-w33402)

3 2
cottage, Shanklin
Just over 300 feet from Shanklin Beach, this cottage in Shanklin offers a prime location near the Isle of Wight Coastal Path, with Ventnor 4.5 miles and Sandown 2 miles away.
This family-friendly cottage with a pool features an open-plan living space, a private enclosed garden with a hot tub, and access to shared amenities including a heated outdoor swimming pool, sauna, and gym, accommodating up to 6 guests with 3 bedrooms and 2 bathrooms.
Rabbit's Warren, Titchfield Common - Isle of Wight
Isle of Wight
08/07 – 08/10
$284/nighttotal: $852 (3 )

Rabbit's Warren, Titchfield Common

1 2
cottage, Fareham
Just 500 feet from the historic Titchfield village and its abbey ruins, this luxury cottage in Fareham offers excellent access to coastal areas like Hill Head and Meon Shore.
This sophisticated 1-bedroom cottage, perfect for two guests, features a private lawn and patio, a cozy woodburner, and complimentary use of a tennis court, all complemented by a delightful swimming pool to enhance your stay.
Large Family Stay+indoor Pool At Cheverton Farm - Isle of Wight
10 66 reviews
Isle of Wight
06/17 – 06/23
$718/nighttotal: $4308 (6 )

Large Family Stay+indoor Pool At Cheverton Farm

1 6
gîte, Newport
Set on a working farm in a rural downland area, Brummell Barn offers extensive countryside views and direct access to walking and cycling trails across the 750-acre estate, with Newport town center approximately 10-12 miles away.
This spacious gîte accommodates up to 12 guests with five bedrooms and four bathrooms, featuring a shared, heated indoor swimming pool available year-round and a games room for on-site entertainment.
5 Bed In Shanklin (Oc-s33401) - Isle of Wight
Isle of Wight
06/18 – 06/22
$1831/nighttotal: $7324 (4 )

5 Bed In Shanklin (Oc-s33401)

4 2
cottage, Shanklin
Enjoy a seaside getaway in Shanklin, Isle of Wight, located just 300 feet from boutique shops and eateries, and 0.5 miles from the sandy beach.
This spacious four-bedroom cottage accommodates up to 8 guests and features a heated swimming pool, Jacuzzi, sauna, and a cinema/games room, perfect for a pool getaway.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Isle of Wight
9.5 13 reviews
Isle of Wight
08/22 – 08/29
$209/nighttotal: $1463 (7 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 3
cottage
Overlooking the Mermaid Gin Distillery vineyard, this cottage in Pondwell, on the outskirts of Seaview on the Isle of Wight, is just a short distance to golden sandy beaches.
This family-friendly cottage offers a swimming pool, a jacuzzi, and on-site parking, with two bedrooms accommodating up to four guests and featuring an open-plan living space and a well-equipped kitchen.
Stylish Modern Caravan Stay - Isle of Wight
9.8 13 reviews
Isle of Wight
09/01 – 11/30
$95/nighttotal: $8550 (90 )

Stylish Modern Caravan Stay

1 2
cabin, Great Thorness
Just 500 feet from the beach at Thorness Bay, this cabin offers a tranquil seaside escape in Great Thorness.
This family-friendly cabin accommodates up to 8 guests and features a fully equipped kitchen, 3 bedrooms, a sofa bed, and access to holiday park amenities including a swimming pool.
5* Shorefield Park - Fantastic 3 Bed Lodge (Sleeps 6) - Private Wifi - Isle of Wight
9.4 113 reviews
Isle of Wight
08/22 – 08/29
$337/nighttotal: $2359 (7 )

5* Shorefield Park - Fantastic 3 Bed Lodge (Sleeps 6) - Private Wifi

3 3
cabin, Milford on Sea
Discover this exceptional cabin with a pool, perfectly situated within Shorefield Country Park in Lymington, just a short distance from the New Forest National Park and Bournemouth Beach.
This family-friendly cabin accommodates up to six guests in three bedrooms and offers a fully equipped kitchen, private WIFI, and a delightful terrace, ideal for those seeking a relaxing getaway with convenient access to seaside activities.

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Explore Our Top Pet-Friendly Vacation Homes with a Pool in Isle of Wight

Among the 2716 accommodations in Isle of Wight, here are the 8 best pet friendly villas and beach houses

Seascape Lodge - Isle of Wight
9.7 3 reviews
Isle of Wight
07/09 – 07/12
$292/nighttotal: $876 (3 )

Seascape Lodge

3 3
house, Sandown
Seascape Lodge in Sandown is conveniently located a 14-minute walk from Sandown Beach and 1.6 miles from Dinosaur Isle.
This house with a pool offers ample space for up to 11 guests, featuring 3 bedrooms, 1 bathroom, a fully equipped kitchen, and a garden, perfect for a relaxing getaway.
Thorness Bay - Josie Iow - 35% Off Ferry - Isle of Wight
9.2 100 reviews
Isle of Wight
07/09 – 07/12
$113/nighttotal: $339 (3 )

Thorness Bay - Josie Iow - 35% Off Ferry

1 3
cabin, Great Thorness
Experience a cabin getaway in Great Thorness, offering panoramic Solent views under cooling oak trees, with easy access to nearby woodlands and on-site sports pitches.
This pet-friendly cabin accommodates up to 4 guests and features an indoor swimming pool, a garden, and a children's adventure playground, perfect for a family vacation with a pool.
No 4 Dane Park - Isle of Wight
8.9 7 reviews
Isle of Wight
08/15 – 08/22
$284/nighttotal: $1988 (7 )

No 4 Dane Park

2 3
house, Lymington
Located in Lymington, No 4 Dane Park is situated 11 miles from Beaulieu and 13 miles from Bournemouth International Centre, offering a prime spot for exploring the region.
This 550 square feet house accommodates up to 7 guests with 2 bedrooms and 2 bathrooms, featuring a swimming pool, indoor pool, sauna, hot tub, and fitness center for a complete getaway with a pool.
Astoria Lodge Smart Modern 2-bedroom Holiday Lodge Milford On Sea - Isle of Wight
10 1 review
Isle of Wight
07/09 – 07/12
$299/nighttotal: $897 (3 )

Astoria Lodge Smart Modern 2-bedroom Holiday Lodge Milford On Sea

2 3
house, Milford on Sea
Astoria Lodge is located in Milford on Sea, 12 miles from Beaulieu and 14 miles from Bournemouth International Centre.
This 500 square feet house with a pool accommodates up to 7 guests and features 2 bedrooms, 2 bathrooms, a heated indoor and outdoor swimming pool, a terrace, a sauna, a fitness center, and on-site dining options.
Cottage ∙ 2 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
07/16 – 07/23
$289/nighttotal: $2023 (7 )

Cottage ∙ 2 Bedrooms ∙ 6 Guests

1 3
cottage, Downton
Located at Shorefield Country Park in Milford on Sea, this cottage offers convenient access to the beach, just 1500 feet away, and is a short drive to the New Forest National Park.
This family-friendly cottage with a pool accommodates up to 6 guests and features a fully equipped kitchen, central heating, and a secure outdoor decking area for year-round comfort and enjoyment.
2 Bedroom Accommodation In Thorness, Near Cowes - Isle of Wight
Isle of Wight
08/28 – 08/30
$221/nighttotal: $442 (2 )

2 Bedroom Accommodation In Thorness, Near Cowes

2 2
cottage, Thorness, near Cowes
Directly on the beach in Thorness, a short drive from Cowes, this cottage offers stunning Solent views and is part of Thorness Bay Holiday Park, providing convenient access to Isle of Wight attractions.
This cottage accommodates up to 4 guests in 2 bedrooms and features an open-plan living space, a fully equipped kitchen, and access to a shared indoor heated pool with slides, making it an ideal getaway with a pool.
Solent Village 13-uk44072 - Isle of Wight
Isle of Wight
07/09 – 07/12
$205/nighttotal: $615 (3 )

Solent Village 13-uk44072

3 3
cottage, Thorness Bay
Overlooking the Solent on the north side of the Isle of Wight, this cottage is just a short distance from Thorness Bay beach and Cowes.
This 3-bedroom cottage for 6 guests offers direct access to a family-fun holiday park with an indoor heated swimming pool featuring a flume slide, perfect for your pool getaway.
A20 Sunnyside Lodge - Isle of Wight
8.7 3 reviews
Isle of Wight
07/09 – 07/12
$212/nighttotal: $636 (3 )

A20 Sunnyside Lodge

2 3
chalet, Isle of Wight
Enjoy a stay at this chalet on the Isle of Wight, located just 1.2 miles from Sandown Beach and Dinosaur Isle, and 11 miles from Osborne House and Blackgang Chine.
This 2-bedroom chalet with a pool offers 5380 square feet of space for up to 7 guests, featuring a fully equipped kitchen, on-site table tennis, darts, and a private beach area.
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