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
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
4.98 out of 5 average rating, 139 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.

Top guest favourite
A spacious lounge area features a large, L-shaped sofa in neutral tones, providing comfort and relaxation. Two windows allow natural light to fill the room, with soft curtains framing the views. An entertainment unit holds a television, alongside a cozy corner with a pet bed.
Camper van/Motorhome
5 out of 5 average rating, 17 reviews

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

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
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 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
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 favourite
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.
Holiday home
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 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
4.93 out of 5 average rating, 215 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.

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
4.93 out of 5 average rating, 68 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 favourite
A charming cottage is set against a clear blue sky, featuring a slate roof and multiple windows adorned with shutters. The entrance is approached via a gravel pathway, bordered by shrubs and greenery, leading to a slightly elevated lawn area behind.
Cottage
4.99 out of 5 average rating, 119 reviews

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.

Top guest favourite
A modern lodge is situated within a spacious grassy area, showcasing a welcoming front deck with railings. Large windows provide bright views of the landscape. Surrounding lodges are visible, set against a backdrop of blue skies with fluffy white clouds.
Cabin
4.94 out of 5 average rating, 36 reviews

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.

Guest favourite
Holiday park
5 out of 5 average rating, 8 reviews

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.

Superhost
An open-plan living area features a plush sectional sofa facing a large television. A wooden bar counter with three high chairs enhances the space, while artwork adorns the wall. Natural light is diffused through large windows, contributing to a bright atmosphere.
Apartment
4.78 out of 5 average rating, 55 reviews

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.

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