9.9 59 reviews

The Grainstore At Moor Farm

cottage, Godshill

Just 800 metres from the picturesque landmark village of Godshill, this exclusive barn conversion at Moor Farm IOW offers a unique rural escape.
Enjoy a luxury stay with direct access to walking trails and on-site farm animals, perfect for families and pet owners.

8.5 15 reviews

The Meadow Flat

house, Shanklin

Just a 14-minute walk from Shanklin Beach, The Meadow Flat offers a serene, luxury escape in Shanklin, a few kilometres from The Isle of Wight Donkey Sanctuary and Amazon World Zoo Park.
This welcoming 4-star holiday home provides complimentary WiFi, a fully equipped kitchen, and private parking, ideal for family-friendly seaside adventures.

8.5 19 reviews

Cabin Zest

house, Sandown

Just 1.1 kilometres from Dinosaur Isle and Brading Roman Villa, Cabin Zest offers a luxury family-friendly holiday home in Sandown.
This premium 18 square metre accommodation boasts two bedrooms, a bathroom, a private terrace, and a seasonal swimming pool, perfect for up to eight guests.

9.7 49 reviews

Seawinds Chalet Holidays By The Sea

chalet, Sandown

Just 800 metres from the safe, sandy beaches of Yaverland, Seawinds Chalet offers a luxury escape with panoramic views towards Culver Down and Sandown Bay.
This exclusive 2-bedroom chalet at Sandown Bay Holiday Centre comfortably accommodates 4 guests, featuring a well-equipped kitchen and garden for a premium stay.

9.5 9 reviews

Moles Leap

house, Brading

Just 700 metres from Morton Manor and less than 1 kilometre from Brading Roman Villa, Moles Leap offers a luxury 4-star holiday home in Brading with exclusive garden access.
This premium, pet-friendly accommodation boasts a fully equipped kitchen and free WiFi, ideal for exploring Sandown Beach, just 2.7 kilometres away.

9.3 42 reviews

Award Winning, Spring Cottage In Ventnor, Isle Of Wight

house, Ventnor

Just 1312 feet from the Isle of Wight Coastal Centre, award-winning Spring Cottage offers a luxury 3-bedroom holiday home in Ventnor.
Enjoying a welcoming atmosphere and a private entrance, this spacious property boasts a fully equipped kitchen and a terrace, ideal for families and couples alike.

9.1 35 reviews

Wootton

chalet, Wooton

Just 500 metres from the city centre's key attractions, this luxury chalet offers a tranquil retreat in a prime district of Great Britain.
This upscale lodge provides accommodation for 4 guests in 2 bedrooms, each with a luxurious en suite bathroom featuring both a bath and overhead shower.

9.2 117 reviews

Thorness Bay - Josie Iow - 35% Off Ferry

cabin

Offering idyllic Solent sea views under cooling oak trees, this luxury cabin provides a dual natural appeal with complementary woodland scenery.
Guests can enjoy year-round swimming in the indoor pool and access to sports pitches, with an on-site adventure playground for children.

Luxury Villas with Private Pools in Isle of Wight

Among the 3148 accommodations in Isle of Wight, here are the 8 best villas and holiday homes with a pool

No reviews

Seascape

chalet, Great Thorness

Seascape, a luxury chalet in Great Thorness, offers an exclusive escape just a short drive from the sailing town of Cowes and within reach of Portsmouth Historic Dockyard.
This premium accommodation boasts three bedrooms and a sofa bed, sleeping up to six guests with access to Thorness Bay Park's indoor pool, water slide, and amusement arcade.

No reviews

Serenity Thorness Bay, Pet Friendly, Country Holiday Cottage In Cowes

cottage, Cowes

Conveniently located in Calbourne, this luxury cottage is just a 7-minute drive from Cowes Port and a 53-minute drive to New Forest National Park.
Enjoy a welcoming stay with Wi-Fi, a communal swimming pool, and on-site parking, perfect for exploring the Isle of Wight in comfort.

10 8 reviews

Newly Listed Nodes Point - £75 Ferry Return

house, Saint Helens

Nestled within the premium Nodes Point caravan park on the Isle of Wight, this luxury house offers a tranquil coastal escape near Saint Helens.
This welcoming 2-bedroom house accommodates up to 6 guests, boasting a private swimming pool, garden, and excellent on-site amenities for a memorable family holiday.

8.9 15 reviews

Ocean View

house, Great Thorness

Offering spectacular sea views from its veranda, the luxury house at Great Thorness provides a premium coastal escape.
This pet-friendly, 64-square-metre accommodation sleeps four guests and features a shared swimming pool, a fully equipped kitchen, and Wi-Fi, with local markets and the beach easily accessible.

8.5 6 reviews

Lodge ∙ 1 Bedroom ∙ 2 Guests

chalet, Newchurch

Just 1 kilometre from Amazon World Zoo Park, this luxury chalet in Newchurch offers a peaceful, private retreat with a wood-fired sauna and hot tub.
Enjoy exclusive comfort for two with a king-size bed, contemporary kitchen, and outdoor BBQ facilities in this premium Newchurch accommodation.

9.7 163 reviews

The Springs

house, Ryde

Just 7.5 miles from Osborne House, this luxury Ryde holiday home offers a 5-star experience with a seasonal swimming pool and beautifully maintained garden.
Enjoying 90 square metres of floor area, this welcoming 1-bedroom house accommodates 2 guests with a modern kitchen, free WiFi, and private parking.

10 2 reviews

Pineview Retreat

house, Lymington

Situated in Milford on Sea, Pineview Retreat offers exclusive access to Beaulieu (19 km) and Bournemouth International Centre (22 km).
This luxury 40 sqm house, a premium choice for up to 11 guests, boasts a sauna, jacuzzi, and a garden for ultimate relaxation.

No reviews

2 Bed In Totland Bay (Oc-c30684)

cottage, Totland

Just 800 metres from Totland Bay's sand and shingle beach, this luxury cottage offers an exclusive escape near the iconic Needles Landmark Attraction.
Enjoy a private patio with a hot tub and access to a shared indoor pool, perfect for unwinding after exploring National Trust’s Tennyson Down.

Luxury Villas with a Hot Tub in Isle of Wight

9.0 4 reviews

Medina By The Solent

cottage, Cowes

Just 300 metres from the West Cowes Ferry Station, this luxury cottage offers prime access to the Island Sailing Club and RedJet Ferry Terminal.
Enjoy self-catering convenience with a dishwasher and washing machine at this welcoming, smoke-free golf cottage in Cowes.

No reviews

Pinot, Family Friendly, Character Holiday Cottage In Seaview

cottage, Ryde

Just 100 metres from the village pub, Pinot offers an exclusive location in Pondwell, near the upscale Seaview on the Isle of Wight.
This luxury cottage accommodates four guests in two bedrooms, featuring a Jacuzzi and a rear patio for ultimate relaxation.

10 2 reviews

4 The Nab House

cottage, Bembridge

Just 800 metres from Bembridge Beach, this luxury cottage offers a private garden and a Jacuzzi for an exclusive getaway.
Enjoy self-catering convenience with a fully equipped kitchen and barbecue grills, alongside complimentary WiFi and parking in Bembridge.

8.0 1 review

Delaware M5

cottage, Yarmouth

Conveniently located a 15-minute walk from the Isle of Wight Area of Outstanding Natural Beauty and Fort Victoria Country Park, this luxury cottage in Yarmouth offers complimentary WiFi and private parking.
Enjoy a welcoming stay with a well-equipped kitchen and a delightful garden, perfect for exploring Yarmouth and its surroundings.

9.2 91 reviews

Pinot

house, Ryde

Conveniently located in Ryde, this luxury holiday home is a mere 13-minute walk from Spring Vale Beach.
Enjoy a welcoming stay with a fully equipped kitchen, private parking, and complimentary WiFi, perfect for exploring nearby attractions like Osborne House.

No reviews

Castle Cottage

cottage, Newport

Just 700 metres from Carisbrooke Castle, this Newport cottage offers a luxury escape with complimentary WiFi and free parking.
Enjoy the convenience of a fully equipped kitchen with a refrigerator and an in-cottage washing machine in this welcoming accommodation.

9.4 8 reviews

3 The Stables

house, Haven Street

Just 6.2 kilometres from Osborne House, this 4-star luxury holiday home in Haven Street offers a welcoming retreat with complimentary WiFi and a spacious garden.
Enjoy 90 square metres of living space, featuring a fully equipped kitchen and convenient parking, perfect for exploring Dinosaur Isle and Amazon World Zoo Park.

8.0 3 reviews

2 The Stables

house, Haven Street

Just 9.8 kilometres from Osborne House, this luxury 4-star holiday home in Haven Street offers a premium escape with a garden and free WiFi.
This welcoming property boasts a fully equipped kitchen, a jacuzzi, and private parking for two guests, with boating opportunities nearby.

Nearby regions

Luxury Holiday Homes with a Balcony in Isle of Wight

Pair luxury group living with breathtaking private vistas when you lock in a spectacular estate framing Isle of Wight.

9.8 18 reviews

Central Cowes Victorian Cottage. Sunny Garden, 2 Baths, Ferry Discount Sta.

cottage, Cowes

Just 400 metres from Cowes High Street and seaport, this Victorian end-terrace cottage offers historical charm and a prime central location.
This luxury accommodation sleeps 7 across 3 bedrooms and 2 bathrooms, boasting a sunny patio garden with BBQ and dedicated bike storage.

No reviews

Fox's Den

cottage, Fareham

Just 5 kilometres from Segensworth Business Park and Titchfield Abbey, this luxury golf cottage in Fareham offers an exclusive retreat near Solent Business Park.
Guests can enjoy the indoor swimming pool and garden, with a well-equipped kitchen featuring a dishwasher, providing premium comfort for a memorable stay.

9.6 22 reviews

Chalet Bleu

chalet, Sandown

Just 600 metres from Sandown Beach and a 14-minute walk to Dinosaur Isle, Chalet Bleu offers a recently renovated, luxury two-bedroom escape.
This ground-floor chalet comfortably accommodates up to 7 guests with a fully equipped kitchen and a private terrace, perfect for enjoying the upscale Sandown surroundings.

9.4 6 reviews

4 The Old Post Office Mews

house, Brading

Conveniently located in Brading, this luxury holiday home is just 900 metres from Morton Manor and a short walk to Brading Roman Villa.
Boasting 105 square metres and a private garden with seating, this family-friendly 4-star accommodation offers two bedrooms, two bathrooms, and a fully equipped kitchen for a premium stay.

No reviews

Sunnycott Caravan Park

house, Isle of Wight

Holiday house rental. You will be based in Isle of Wight.
Facilities and services: a fridge, free parking and fast check-in and check-out.

9.1 9 reviews

Sandham Hall Cottage

house, Sandown

Just a 3-minute walk from Sandown Beach, Sandham Hall Cottage offers a recently renovated luxury holiday home with free WiFi and a terrace.
This upscale accommodation sleeps up to 7 guests and features a fully equipped kitchen, walk-in shower, and is conveniently located near Dinosaur Isle and Browns Golf Course.

8.0 12 reviews

Composers Apartment

house, Cowes

Just 200 metres from the Commander Francki Memorial and Cowes Yacht Haven, this luxury house offers an exclusive stay in Cowes.
Enjoy a fully equipped kitchen and a private balcony at this premium 10-square-metre accommodation, perfect for up to four guests.

9.2 63 reviews

Rose Cottage

house, Ryde

Just 2.7 kilometres from Ryde Beach and within driving distance of Osborne House, this luxury holiday home offers a peaceful retreat.
Enjoy the spacious 111 square metre accommodation, featuring a garden, terrace, and soundproofing for ultimate relaxation.

Discover Luxury Houses and Villas in Isle of Wight

Luxury Isle of Wight Holiday Houses and Villas

The Grainstore At Moor Farm

The Meadow Flat

Cabin Zest

Seawinds Chalet Holidays By The Sea

Moles Leap

Award Winning, Spring Cottage In Ventnor, Isle Of Wight

Wootton

Thorness Bay - Josie Iow - 35% Off Ferry

Luxury Villas with Private Pools in Isle of Wight

Seascape

Serenity Thorness Bay, Pet Friendly, Country Holiday Cottage In Cowes

Newly Listed Nodes Point - £75 Ferry Return

Ocean View

Lodge ∙ 1 Bedroom ∙ 2 Guests

The Springs

Pineview Retreat

2 Bed In Totland Bay (Oc-c30684)

Luxury Villas with a Hot Tub in Isle of Wight

Medina By The Solent

Pinot, Family Friendly, Character Holiday Cottage In Seaview

4 The Nab House

Delaware M5

Pinot

Castle Cottage

3 The Stables

2 The Stables

Nearby regions

Luxury Holiday Homes with a Balcony in Isle of Wight

Central Cowes Victorian Cottage. Sunny Garden, 2 Baths, Ferry Discount Sta.

Fox's Den

Chalet Bleu

4 The Old Post Office Mews

Sunnycott Caravan Park

Sandham Hall Cottage

Composers Apartment

Rose Cottage