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.

1 of 1 pages1 / 1
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, 130 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, 161 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 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 in St Helens
5 out of 5 average rating, 31 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
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, 24 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, 234 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 in Freshwater
4.94 out of 5 average rating, 81 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 in Isle of Wight
4.99 out of 5 average rating, 135 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 in St Helens
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
Home in Gatcombe
5 out of 5 average rating, 13 reviews

Tuckers Farm | Luxury rural retreat w/ games space

Tuckers Farm is a detached farmhouse built in 1640, from its own (now disused) quarry, brimming with character, set within 15 acres of private rolling fields and landscaped gardens. With a heated saline pool, a games barn, multiple entertaining areas, and panoramic views, it offers the ideal backdrop for unforgettable stays. Perfect for a family gathering, retreat, milestone celebration, wedding, or accommodation for a wedding in neighbouring Gatcombe Estate Vineyard .

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.
Condo in Isle of Wight
4.84 out of 5 average rating, 73 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.
Guesthouse in Lymington
4.94 out of 5 average rating, 286 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.

Guest favourite
The modern home features a combination of wooden and white exterior elements. Large glass doors and windows allow for an abundance of natural light. An outdoor seating area with two chairs is positioned on the patio, complemented by a spacious lawn and surrounding foliage.
Villa in Isle of Wight
4.97 out of 5 average rating, 30 reviews

Villa Aquanaut - Sea Views and heated Swim Spa

Newbuild 2019 with heated swim spa Perfect for relaxing and entertaining; all three levels of the home have fantastic sea views. Enjoy a sunny cappuccino in the garden. On a chilly evening turn on patio heaters and snuggle up under a blanket or enjoy the warm house with its oak underfloor heating and log fire. 1 minute walk to the beach, 20 minute walk into Cowes. Private drive way with space for three cars. EV charger.

Popular amenities for Isle of Wight rentals with a pool

Destinations to explore