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

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

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Top guest favorite
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 favorite
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.

Superhost
A heated swim spa is situated on a wooden deck, surrounded by lush greenery. In the background, a panoramic sea view is visible. Four black loungers are positioned nearby, offering a relaxing spot to admire the scenery.
Home in Isle of Wight
5 out of 5 average rating, 6 reviews

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!

Guest favorite
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

Guest favorite
A cozy living area showcases a light-coloured sofa adorned with decorative cushions. A dining table with light wood finish is visible, complemented by a patterned rug underfoot. Large windows provide a view of the outside, and subtle lighting enhances the peaceful atmosphere.
Vacation home in Great Thorness
4.8 out of 5 average rating, 55 reviews

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.

Top guest favorite
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
4.93 out of 5 average rating, 208 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 favorite
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 favorite
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 favorite
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, 65 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.

Top guest favorite
Cottage in Isle of Wight
4.99 out of 5 average rating, 116 reviews

Rural Isle of Wight cottage with woodburner

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.

Guest favorite
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.
Guesthouse in Lymington
4.93 out of 5 average rating, 273 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.

Guest favorite
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.
Condo 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.

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