Holiday rentals with a pool in Isle of Wight

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 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

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.

Sleeps 2-4, heated indoor pool. Dog friendly.

Woodside Lodge is one of two lodges set in the grounds of Arethusa Cottage. It is secluded, on the edge of a small nature reserve, but within walking distance to Ryde town and beach. It sleeps 2-4 people and has a full kitchen, wet room and bright living space. Up to 2 dogs welcome. Guests have use of *private heated indoor pool (shared with one other lodge) and access to large garden. Both lodges offered with Arethusa Cottage Holiday Lodges are available to book together for up to 10 people.

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.

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.

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.