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.

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Top guest favourite
A bright corner workspace features a small table with wooden legs and a minimalist design. Two potted plants are displayed on the table alongside stacked books. A comfortable chair is positioned nearby, with a cushioned window seat offering additional seating and natural light streaming in from large windows.
Barn in Wroxall
4.99 out of 5 average rating, 122 reviews

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.

Top guest favourite
A wooden lodge is set amidst trees, featuring large windows that allow natural light to fill the space. A small outdoor deck with seating is visible, offering a welcoming entrance. The surrounding greenery enhances the tranquil setting of the lodge.
Cabin in Isle of Wight
4.98 out of 5 average rating, 136 reviews

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.

Guest favourite
A scenic view is presented from the expansive decking area, featuring a rainbow arching over the tranquil Solent and Bay. The landscape includes soft, grassy fields that stretch toward the water, framed by gentle hills in the distance.
Home in Isle of Wight
5 out of 5 average rating, 17 reviews

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

Top guest favourite
An indoor heated swimming pool is showcased, surrounded by large glass windows that provide views of the surrounding woodland. Comfortable seating is arranged nearby, and wooden beams create a warm ambiance throughout the space.
Tiny home in Isle of Wight
4.94 out of 5 average rating, 203 reviews

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.

Guest favourite
The front exterior of the home features a spacious gravel driveway bordered by landscaped gardens. Lush greenery and various plants provide texture, while the entrance is settled beneath a modest overhang, welcoming guests to the inviting façade.
Home in Isle of Wight
5 out of 5 average rating, 5 reviews

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.

Top guest favourite
The living area features a light blue sofa positioned near a wooden coffee table, surrounded by a warm, carpeted floor. A modern kitchenette is visible in the background, with essential appliances integrated into stylish cabinetry. A flat-screen television is mounted on a neutral-toned console with decorative objects.
Cabin in Isle of Wight
5 out of 5 average rating, 33 reviews

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!

Top guest favourite
The lodge is set within a spacious garden featuring landscaped grass and stepping stones leading to the entrance. Surrounded by trees and greenery, the area is highlighted by hanging planters filled with purple flowers. A dog can be seen lounging peacefully on the grass.
Cabin in Isle of Wight
5 out of 5 average rating, 31 reviews

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.

Top guest favourite
A cozy bedroom features a spacious bed adorned with decorative pillows and neatly arranged towels. Soft wooden flooring complements the light grey walls. A bedside table with a lamp adds warmth, while natural light enters through a window facing the outdoor space.
Cottage in Freshwater
4.92 out of 5 average rating, 63 reviews

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.

Guest favourite
A sunlit outdoor area features a spacious pool surrounded by slate lounge chairs. The tiled patio is complemented by a nearby wooden structure, while a large chess set is arranged on the ground. Surrounding trees add a touch of nature to the setting.
Guest house in Lymington
4.94 out of 5 average rating, 271 reviews

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.

Top guest favourite
Cottage in Isle of Wight
4.99 out of 5 average rating, 114 reviews

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.

Guest favourite
A well-appointed sitting room features two comfortable sofas and a wooden coffee table, complemented by soft ottomans. Natural light filters through large windows, enhancing the inviting atmosphere. Wall sconces and a central light fixture illuminate the space, while a mirror reflects the peaceful garden view outside.
Apartment in Isle of Wight
4.98 out of 5 average rating, 43 reviews

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.

Top guest favourite
A well-maintained caravan is shown with a spacious deck, providing outdoor seating options. Large windows allow natural light to enter, and the surrounding greenery includes trees and plants. A pathway leads to the entrance, contributing to a welcoming exterior.
Campervan/Motorhome in Isle of Wight
4.96 out of 5 average rating, 26 reviews

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.

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