Vacation Homes in Isle of Wight

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Top Cities in Isle of Wight

Compare 344 Vacation Homes in Isle of Wight with updated reviews, rates, and availability.

5-bed house: pool, tennis court, walk to beach, 10 acres

10.0 out of 10, Exceptional, (60)
"A wonderful house and garden for a three generation family holiday."
5-bed house: pool, tennis court, walk to beach, 10 acres

Bermuda House with parking, good sea view and minutes from beach and shops

10.0 out of 10, Exceptional, (1)
Bermuda House with parking, good sea view and minutes from beach and shops

The Old Radar Station, St Boniface Down, Ventnor

9.8 out of 10, Exceptional, (51)
"A unique and special place to enjoy a reunion with old friends. The view is splendid and the accommodation luxourious and comfortable. We loved it!"
The Old Radar Station, St Boniface Down, Ventnor

Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.

10.0 out of 10, Exceptional, (43)
"Had a lovely stay at the Hawthorns. Property is lovely and had everything we could want. Set in a lovely peaceful location with a great shop, newsagent and pub."
Fantastic, sociable home in the beautiful village of Brighstone, with hot tub.

Wight Stone Luxury Townhouse - Breathtaking Views

Wight Stone Luxury Townhouse - Breathtaking Views

Shellharbour, spacious family and pet friendly space with stunning views

10.0 out of 10, Exceptional, (3)
"Great property, newly decorated - great location short walk to the beach, cafe and pub - hosts were very communicative and flexible with checkin/out times "
Shellharbour, spacious family and pet friendly space with stunning views

Luxurious Victorian Cottage with Garden + Parking

9.8 out of 10, Exceptional, (6)
"Thoroughly enjoyed our stay in this lovely home in the Isle of Wight. Couldn’t recommend Charlotte and this property enough. Thank you for all your hospitality!"
Luxurious Victorian Cottage with Garden + Parking

The Timbers

10.0 out of 10, Exceptional, (2)
"What a beautiful property! There's plenty of room for everyone. We walked to 2 separate beaches - both within 20 minutes from the property. The garden and outdoor space was fantastic. Perfect for keeping the kids occupied when at the house."
The Timbers

One Tennyson Apartment

4.0 star property
One Tennyson Apartment

Charming rural property with a nautical feel.

9.8 out of 10, Exceptional, (10)
"We had a fantastic stay. Really lovely, quirky house. Quiet location yet near everything one could need. We will be back!"
Charming rural property with a nautical feel.

MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS

9.8 out of 10, Exceptional, (63)
"Amazing house, beautiful views. Great for a weekend away with friends, loads to do in the house."
MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS

MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

9.8 out of 10, Exceptional, (59)
"There was plenty of space for 13 of us, the rooms were lovely and the games room was a god-send due to the weather!"
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing

9.6 out of 10, Exceptional, (45)
"Bungalow is in a great area for walking, with views of the Needles and sunsets from the back. Well equipped - even has an air fryer. We found it a comfortable place to relax after a day out and about. "
Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing

Multi-award winning Georgian Farmhouse, village location, short walk to beach

10.0 out of 10, Exceptional, (59)
"We had a wonderful time at The Mill House over Christmas. The house is beautiful and very well equipped. Josie was a fabulous host and we had a very relaxing stay. Would highly recommend. "
Multi-award winning Georgian Farmhouse, village location, short walk to beach

Charming Holiday Home, Extensive Mature Garden, In Totland Bay, Isle of Wight

9.8 out of 10, Exceptional, (41)
"Nice environment and garden"
Charming Holiday Home, Extensive Mature Garden, In Totland Bay, Isle of Wight

Cowes retreat

9.2 out of 10, Wonderful, (10)
"Great location which suited us perfectly."
Cowes retreat

Windy Ridge - sleeps 16 guests in 6 bedrooms

Windy Ridge - sleeps 16 guests in 6 bedrooms

Luxury Art Deco, Award Winning and truly iconic for up to 16 guests

10.0 out of 10, Exceptional, (49)
"A beautiful house full of fabulous art deco. We all felt very relaxed there and able to enjoy the house and all it had to offer. Fabulous location, ideal for all the family to explore the beaches and local towns. We had everything we needed and thoroughly recommend."
Luxury Art Deco, Award Winning and truly iconic for up to 16 guests

Beautiful and luxurious Seaside Home

9.2 out of 10, Wonderful, (16)
"We loved the space the seven of us had in the seaside home - even had room for my morning yoga. Great location for getting into Ventnor on foot and Bonchurch beach was easily walkable. Only downside was the road leading to Shanklin, but that was also handy for our day trips. "
Beautiful and luxurious Seaside Home

Luxury, Stylish Home, With Garden, Sea Views and Parking.

10.0 out of 10, Exceptional, (77)
"We had a perfect break in Bonchurch/Ventnor and really enjoyed it, despite Storm Ashley! Thank you "
Luxury, Stylish Home, With Garden, Sea Views and Parking.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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