
Holiday 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
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Good Times Bay Caravan
Your coastal escape on the Isle of Wight • Private bay location • Dog-friendly • Quiet location. Where Good Times are had and memories are made. Situated on the edge of Thorness Bay Holiday park, you have the best combination of the quiet location, with a short 10-15 mind walk down into the park to the entertainment complex and beach access. (You can also drive down) 8 berth Caravan with 1x double bedroom. 2x twin rooms and one pull out double bed in the lounge. Linen provided but not towels

Stunning property sea views swimspa pets welcome
Gorgeous detached upside down house with heated swimspa and spectacular sea views from all bedrooms and garden as well as the open plan first floor living area and balcony. Located in beautiful St. Lawrence, an area of outstanding natural beauty named last year in 'The Sunday Times' as one of the 10 coolest postcodes to live in. Only 5 minutes drive to the pretty seaside town of Ventnor with it's family friendly sheltered beach, exceptional restaurants and an incredible handmade icecream shop!

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

2 Bed Static Caravan, Thorness Bay, Isle of Wight
Come and visit us on the beautiful Isle of Wight, 2 bedroom static caravan, sleeps 5 (6 with cot), lovely home from home holiday let with a larger than normal master bedroom and bathroom. Own parking space. Short walks to the beautiful Thorness Bay that’s visible from the caravan. Sit on the south facing decking to get a bit of the sun all day round. With facilities including an indoor pool, the Boathouse Bar and Restaurant and play areas for the children you are sure to enjoy our stay with us.

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.

Nautilus Lodge
Nautilus is a privately owned luxury home located in a cul-de-sac within St Helens coastal resort. The resort is extremely quiet and peaceful, very much family friendly with its own open-air swimming pool. The accommodation comprises of two bedrooms and two bathrooms with a spacious kitchen/ diner and lounge catering for four people. Parking outside the lodge for one car with overflow visitors parking at the main entrance to the resort. Duver and Bembridge beaches are conveniently close.

Luxury Caravan with Stunning Countryside Views
Modern 3-bed, 2-bath luxury caravan in Rookley, the heart of the Isle of Wight. Peaceful spot with wraparound decking and uninterrupted countryside views. Features a double bedroom with en suite, two twin bedrooms, fully equipped kitchen, and open-plan lounge. Just a 5 minute walk to pools, restaurant, bar, entertainment, watersports and playground. Only a 10 minute drive to Newport with direct bus links across the island. Perfect for couples, families or a quiet getaway.

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

Unique Coastal Barn Conversion - 5 mins to sea

Stunning Lodge, St Helens IOW. Beach Access & Pool

Luxury Coastal Manor House with Pool

Deluxe Holiday Home. Whitecliff Bay, Bembridge.

Gorgeous Red Squirrel Lodge Near Sandown Beach

Rosie’s Isle of Wight Caravan - Whitecliff Bay

Coastal retreat with monkey-themed kids rooms
Apartment rentals with a pool

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

Beach Lookout - FREE Car Ferry 3+ nights

Seafront Serenity - FREE Car Ferry 3+ nights

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

Our precious delta

15 Solent Village - 3 bedroom caravan

Villa Aquanaut - Sea Views and heated Swim Spa

My Island Caravan - where memories are made ☺

Whitecliff Bay Holiday Park - IOW - 35% off Ferry

Lovely 8 berth caravan thorness bay

Wonderful Holiday Barn with outdoor pool

Luxury caravan in Isle of Wight
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Stonehenge
- Bracklesham Bay
- Highclere Castle
- Boscombe Beach
- Bournemouth Beach
- Winchester Cathedral
- Bournemouth International Centre
- Goodwood Racecourse
- Kimmeridge Bay
- The Tank Museum
- Highcliffe Beach
- Worthing Pier
- West Wittering Beach
- Southbourne Beach
- Marwell Zoo
- Mudeford Quay
- Mudeford Sandbank
- Weald & Downland Living Museum
- Blackgang Chine
- Man O'War Beach
- Carisbrooke Castle



