Holiday rentals with a pool in Isle of Wight

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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, 127 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, 151 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, 21 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 min 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.

Top guest favourite
A modern lodge is surrounded by a white picket fence, showcasing large windows that allow natural light to fill the interior. The exterior features light-colored siding, with neatly maintained landscaping including grass and some low shrubs. A quiet street is visible in the foreground.
Home
5 out of 5 average rating, 30 reviews

Stunning Lodge, St Helens IOW. Beach Access & Pool

Stunning spacious and modern 3 bedroom lodge on popular Nodes Point resort in picturesque St Helens. Our luxurious 5* lodge consists of large open plan lounge/diner/fully fitted kitchen, utility room, family bathroom, king size master with ensuite and walk in wardrobe, further king size bedroom and twin bedroom. 'Nautilus' has large decking area with outdoor furniture, sea views and quiet location. Sleeps six/eight (sofa bed in lounge) Sorry no smokers or pets. Discounted Wightlink available.

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
4.94 out of 5 average rating, 230 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
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
5 out of 5 average rating, 37 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
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, 129 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
The caravan is positioned on a gently sloping grassy area, featuring a spacious white deck with railings and planters. Large windows reflect the evening light, while the sky is adorned with soft hues of sunset, creating a serene outdoor setting.
Holiday park
4.91 out of 5 average rating, 23 reviews

2-bedroom Caravan with sea views

Located at Parkdean Resorts at Nodes Point Holiday Park in St Helens, Isle of Wight. Close to Priory Bay beach, with idyllic woodland and harbours nearby. This 2 bedroom open plan, fully equipped caravan is pet friendly with a lovely outside seated area, looking out to sea. A short walk to the beach and local amenities of St Helens (coffee and pub) this accommodation is perfect for experiencing the stunning Isle of Wight. Relax with the whole family at this peaceful place to stay.

Guest favourite
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
4.82 out of 5 average rating, 66 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.

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
4.94 out of 5 average rating, 283 reviews

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.

Top guest favourite
Two dogs sit on a wooden deck that extends over a natural swimming pond. Lush greenery surrounds the water, reflecting the clear sky. In the background, a structure with solar panels is visible, nestled among trees and plants.
Cabin
4.96 out of 5 average rating, 28 reviews

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 natural swimming pond and fire pit on request. Safe bike storage available. On site Parking. Dog friendly.

Superhost
A spacious sitting room and dining area features large windows, allowing natural light to illuminate the neutral decor. A round dining table is set with a floral centerpiece, while comfortable seating is arranged around a fireplace. A subtle rug covers the wooden floor, enhancing the inviting atmosphere.
Flat
5 out of 5 average rating, 3 reviews

Beautiful flat with sea views & shared 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.

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