
Vacation rentals with a pool in Isle of Wight
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Isle of Wight
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Idyllic, private & unique countryside holiday
Our Granary is a stylish, sustainable barn conversion set in idyllic countryside at the end of a quiet country lane, surrounded by a horseshoe of downs and near wonderful beaches. It truly is a picturesque spot, and all just 3 hours from London. The Granary has just been renovated from two agricultural buildings. With two comfy bedrooms, a large kitchen diner to inspire a great meal, a lounge with a wood burner and a huge window seat in which to gaze out at the garden, courtyard and the pool.

The Lodge
Take it easy at this unique and tranquil getaway. Situated in an out of the way location on the coastal path. Peaceful and secluded surrounded by beautiful trees and wildlife including red squirrels. Ideal for walkers who enjoy nature and wildlife. There is a quiet beach in easy walking distance where you can find fossils, sea glass and an amazing array of seashells. Due to the out of the way location you ideally need transport to access the nearest shop and pub. 45 mins on foot/7 mins by car.

Stunning Lodge, St Helens IOW. Beach Access & Pool
Stunning spacious and modern 3 bedroom lodge on popular Nodes Point resort in picturesque St Helens. Our luxurious 5* lodge consists of large open plan lounge/diner/fully fitted kitchen, utility room, family bathroom, king size master with ensuite and walk in wardrobe, further king size bedroom and twin bedroom. 'Nautilus' has large decking area with outdoor furniture, sea views and quiet location. Sleeps six/eight (sofa bed in lounge) Sorry no smokers or pets. Discounted Wightlink available.

Starfish Lodge Discounted ferry sailings available
New on Airbnb for 2025 this very generously sized home (800sq ft) is the perfect place to relax & unwind. The Lodge is at the forefront of the Park with an uninterrupted view of the Solent & Bay, a large decking area and outdoor sofa & dining set. The Park has a seasonal Indoor Pool & Evening Entertainment (passes can be purchased from reception), & an Adventure Playground with football/basketball courts. There is also a bar/restaurant, fish&chip shop & Nisa local, open late March to end of Oct

Delightful Chalet Bungalow with a Spa
This beautifully presented chalet is within an old vineyard in a woodland area on the outskirts of Ryde ,with stunning views around the property. Although secluded, it is just a short distance to Ryde town centre & beaches . The property boasts a living/dining room with a smart tv and dining table and chairs , one being a double sofa bed.. Walk in shower in bathroom.. The kitchen has everything you need including dishwasher… The bedroom can be made up as 2 singles or kingsize upon request.

Luxury Cottage close to beach with private hot tub
Shoresreach Cottage. Luxury Cosy Cottage a 3 minute walk from the beach. Private Hot tub; with heated indoor pool on site. Step free access, accommodation laid out over ground floor. Only one step up into shower and one step down on path to beach. Fully equipped kitchen with washing machine, dishwasher, microwave and coffee machine. Luxury cotton bed linen and towels. Complimentary beach towels. Hotel quality duvets and pillows. A perfect base for exploring the beautiful Isle of Wight.

Rural Isle of Wight cottage with indoor pool use
Escape to the Isle of Wight countryside in this peaceful, semi-detached cottage with three bedrooms, a large garden, wood burning stove and views across open fields. Rowborough Cottage is just 300m from our family farm. Guests can enjoy access with two other cottages to farm animals, playground, games room and heated indoor pool (Feb-Oct) - perfect for families seeking a rural break. With EV charging at the farm and plenty of space to unwind, it’s an ideal base for exploring the island.

2-bedroom Caravan with sea views
Located at Parkdean Resorts at Nodes Point Holiday Park in St Helens, Isle of Wight. Close to Priory Bay beach, with idyllic woodland and harbours nearby. This 2 bedroom open plan, fully equipped caravan is pet friendly with a lovely outside seated area, looking out to sea. A short walk to the beach and local amenities of St Helens (coffee and pub) this accommodation is perfect for experiencing the stunning Isle of Wight. Relax with the whole family at this peaceful place to stay.

Tuckers Farm | Luxury rural retreat w/ games space
Tuckers Farm is a detached farmhouse built in 1640, from its own (now disused) quarry, brimming with character, set within 15 acres of private rolling fields and landscaped gardens. With a heated saline pool, a games barn, multiple entertaining areas, and panoramic views, it offers the ideal backdrop for unforgettable stays. Perfect for a family gathering, retreat, milestone celebration, wedding, or accommodation for a wedding in neighbouring Gatcombe Estate Vineyard .

Luxury Penthouse: Spacious & Stylish
Experience elevated living in this stunning executive apartment with breathtaking sea views. Featuring an expansive open-plan design, the sunlit interiors seamlessly blend modern elegance with historic charm. Revel in stylish kitchen and original architectural details. Enjoy exclusive access to the pool, bar, restaurant, hot tub, and sauna at the nearby Q Hotel. With quick access to Shanklin's amenities, beach, this is coastal luxury redefined.

Oak House Annexe in the New Forest
Welcome to Oak House Annexe a beautiful new property in the New Forest and 5 minutes from the gorgeous seaside town of Lymington. The moment you drive through the large oak gates you know you are somewhere special. The Property is set in 10 Acres of land and sits alongside the beautiful Oak House. Only 25 minutes from Bournemouth & Christchurch, 35 minutes from Southampton. Escape from everything and experience something special.

Villa Aquanaut - Sea Views and heated Swim Spa
Newbuild 2019 with heated swim spa Perfect for relaxing and entertaining; all three levels of the home have fantastic sea views. Enjoy a sunny cappuccino in the garden. On a chilly evening turn on patio heaters and snuggle up under a blanket or enjoy the warm house with its oak underfloor heating and log fire. 1 minute walk to the beach, 20 minute walk into Cowes. Private drive way with space for three cars. EV charger.
Popular amenities for Isle of Wight rentals with a pool
House rentals with a pool

Making Memories-Having Fun 3 Bedroom with Decking

Holiday home with pool in Yarmouth, Isle of Wight

Willow House is the perfect home from home!

Elegant Lodge in Peaceful Holiday Resort

Gorgeous Red Squirrel Lodge Near Sandown Beach

Rosie’s Isle of Wight Caravan - Whitecliff Bay

Coastal retreat with monkey-themed kids rooms

Rookley Farm Lodge|Elegant Manor|Pool|Tennis Court
Condo rentals with a pool

Beach Lookout - FREE Car Ferry 3+ nights

Luxury Penthouse: Spacious & Stylish

Myrtle Retreat

Seafront Serenity - FREE Car Ferry 3+ nights

Balcony On The Bay - FREE Car Ferry 3+ nights
Other vacation rentals with a pool

Pete's Pad - Whitecliff Bay - Isle of Wight

Serenity IOW 3 bedrooms, 5 beds and 2 bathrooms

Holiday Home with Private Hot Tub near the beach

Gold 3 bed. Direct beach access. Ferry discounts

Island Retreat plus 25% off ferry travel

Byford’s retreat

Delightful 3-bedroom Caravan with Hot Tub

Lovely 8 berth caravan thorness bay
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- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Stonehenge
- South Downs National Park
- Southbourne Beach
- Bracklesham Bay
- Boscombe Beach
- Highclere Castle
- Mudeford Quay
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Durdle Door Holiday Park
- Bournemouth International Centre
- Kimmeridge Bay
- Marwell Zoo
- Worthing Pier
- Highcliffe Beach
- Hoburne Naish Holiday Park
- Shorefield Country Park
- Mudeford Sandbank




