
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
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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

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.

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.

Family-Friendly Seaside Cabin at Whitecliff Bay
Welcome to 60 The Pines, a beautifully maintained 3-bedroom, south-facing caravan located in one of the most sought-after areas of Whitecliff Bay Holiday Park. This idyllic holiday home enjoys breathtaking views of the surrounding rolling hills and countryside. Perfect for family getaways, the caravan comfortably sleeps six and gives full access to fantastic on-site facilities including - 1 indoor pool with slide and 1 outdoor pool that’s heated plus a clubhouse with evening entertainment.

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.

Beautiful 3-bed flat by the sea with use of pool
This stunning apartment building is well screened from the surroundings creating a very private and peaceful residential setting perfectly positioned for the beaches of this hugely popular coastal village of Seaview. Just walk down through the tree-lined driveway via the electric gates and you will be on the beach at Springvale, Seaview. Guests can enjoy the use of the heated communal swimming pool in summer and a tennis court and the apartment benefits from its own parking space.

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.

Upper Winstone Pond Lodge
Take it easy at this unique and tranquil getaway. Distant Panoramic views of Stenbury Downs and the donkey sanctuary. The donkey sanctuary and cafe is a 5 minute walk. It is a perfect location for hiking and cycling holidays or to relax and enjoy the beautiful island. Situated on the red squirrel trail. Access to a communal natural swimming pond and fire pit on request. Safe bike storage available. On site Parking. Dog friendly.

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.

Myrtle Retreat
Myrtle Retreat is a tranquil & secluded refuge in the heart of Shanklin Old Village. Enjoy a dip in your private pool, soak up the sun on the terrace or enjoy dining alfresco on the patio. Myrtle Retreat offers a relaxing escape whilst being in a central location for pubs, restaurants, beach, attractions & amusements
Popular amenities for Isle of Wight rentals with a pool
House rentals with a pool

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.

Rosie’s Isle of Wight Caravan - Whitecliff Bay

Coastal retreat with monkey-themed kids rooms

Year around heated pool, gym & hot tub -Deer Lodge

Stunning home, Sleeps 10, Tennis Court & Pool
Apartment rentals with a pool

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

Sleeps 4-6, with heated indoor pool

Villa Aquanaut - Sea Views and heated Swim Spa

Gold 3 bed. Direct beach access. Ferry discounts

Whitecliff Bay Holiday Park - IOW - 35% off Ferry

Island Retreat plus 25% off ferry travel

Wonderful Holiday Barn with outdoor pool

The Warren apartment ground floor

Adgestone Villa|Stylish Hideaway|Pool|Hot Tub
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- South Downs National Park
- 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
- The Tank Museum
- Southbourne Beach
- West Wittering Beach
- Kimmeridge Bay
- Highcliffe Beach
- Worthing Pier
- Marwell Zoo
- Mudeford Quay
- Mudeford Sandbank
- Shorefield Country Park
- Weald & Downland Living Museum
- Blackgang Chine




