
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.

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

Welcome to our holiday home
You’ll treasure your time at this memorable place on the Isle of Wight. Enjoy a short walk with stunning views of solent and access to the beach, also nature trails/scenic walks as well as cycle routes. Our holiday home provides comfort for an home from home feel, ensuring an unforgettable stay. The Isle of Wight offers breathtaking beaches, beautiful sunsets, unique villages and plenty of restaurants. Plenty to do all year round from festivals/carnivals, theme park and the famous Osborne House

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.

Stunning home, Sleeps 10, Tennis Court & Pool
Laurus is an incredible home in the heart of Bembridge with spacious, styled accommodation, heated swimming pool* & private tennis court set in generous landscaped gardens. Beautifully finished entertaining spaces are connected with bi-folding doors to the terrace, pool & gardens, making an ideal space to spend quality time. Located on Swains Lane, a prime yet private central position with easy access to the beach (approx. 250m away), coastal walks, Bembridge Harbour and village amenities.

Pete's Pad - Whitecliff Bay - Isle of Wight
Pete's Pad is sited at Whitecliff Bay, Bembridge. 6 berth caravan - One king bedroom with en suite toilet and two twin bedrooms, Bathroom/shower with hand towels provided. Based on a large plot on Crosswinds, mains gas, electricity, WiFi, Parking next to the caravan and a large decking area with garden furniture. Well behaved furry ones welcome. No Smoking is permitted in the caravan. Site passes for access to facilities not included. !WIGHTLINK DISCOUNTED FERRY AVAILABLE AT EXTRA COST!

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.

Oak House Annexe in the New Forest
Welcome to Oak House Annexe a beautiful new property on the door step of 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 and will offer a true country side experience. Only 25 minutes from Bournemouth & Christchurch, 35 minutes from Southampton. Escape from everything and experience something special.

Rural cottage with pool at Cheverton Farm Holidays
Escape to the Isle of Wight countryside in this peaceful, semi-detached cottage with a large garden, wood burning stove, BBQ area and views across open fields. Rowborough Cottage is just 300m from our family farm, guests enjoy shared access (with one other cottage) to a heated indoor pool, children’s playground, and games room - perfect for families or couples 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.

Home Away From Home plus 25% off Ferries
Discover your own little retreat a home away from home, located at the Fairway Holiday Park Sandown with an onsite bar and restaurant and communal pool, there are numerous beautiful walks in the surrounding areas and areas of natural beauty. Plus we can provide you a link with 25% off ferry travel once booked. Please note the pool and hot tub are seasonal, however access to two hotels in shanklin with indoor pools and saunas is provided for free.

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.
Popular amenities for Isle of Wight rentals with a pool
House rentals with a pool

Discounted Ferries with Medina Rise Lodge

Making Memories-Having Fun 3 Bedroom with Decking

Unique Coastal Barn Conversion - 5 mins to sea

Stunning Lodge, St Helens IOW. Beach Access & Pool

Luxury Boltholes | Manor House | pool-tennis court

Willow House is the perfect home from home!

Stylish Red Squirrel Lodge Near Sandown Beach

Rosie’s Isle of Wight Caravan - Whitecliff Bay
Condo rentals with a pool

Beautiful 3-bed flat by the sea with use of pool

Apartment 12

Seafront Serenity - FREE Car Ferry 3+ nights

Balcony On The Bay - FREE Car Ferry 3+ nights

The Palms Apartment 16 with Balcony

Apartment 11

2-BR Penthouse Apt. close to Beach with Pool*.

Beach Lookout - FREE Car Ferry 3+ nights
Other vacation rentals with a pool

Our precious delta

Villa Aquanaut - Sea Views and heated Swim Spa

Whitecliff Bay Holiday Park - IOW - 35% off Ferry

My Island Caravan - where memories are made ☺

Seaview 6 berth caravan, with distant seaviews

Byford’s retreat

3-Bedroom Holiday Home in a quiet corner

Wonderful Holiday Barn with outdoor pool
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- New Forest national park
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Bournemouth Beach
- Stonehenge
- Boscombe Beach
- Winchester Cathedral
- Highclere Castle
- Kimmeridge Bay
- West Wittering Beach
- Goodwood Racecourse
- Southbourne Beach
- Highcliffe Beach
- Arundel Castle
- The Tank Museum
- Worthing Pier
- Poole Quay
- Marwell Zoo
- Mudeford Sandbank
- Weald & Downland Living Museum
- Blackgang Chine
- Man O'War Beach
- Spinnaker Tower
- Carisbrooke Castle