Vacation rentals with a pool in Isle of Sheppey

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Isle of Sheppey

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

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Guest favorite

A vibrant outdoor pool area is featured, with a large swimming pool and playful water features. Surrounding grassy spaces include picnic tables and a nearby clubhouse. Colorful decorations add a cheerful touch, while cars are parked in the background, suggesting accessible facilities.

Condo in Kent

4.94 out of 5 average rating, 127 reviews

Seaview Park Luxury Holiday Home, Whitstable.

Modern, Platinum Grade holiday home on top rated Seaview Park, Whitstable. Spacious living area, 3 bedrooms, en suite, sofa bed in lounge area. Fully enclosed outside decking with furniture and barbecue. Adjacent parking for 2 cars Beach and Coastal Park access a few minutes walk away. Whitstable, Tankerton and Herne Bay can be reached via a short stroll from here Well maintained family and dog friendly park with good facilities including a clubhouse, outdoor pool (seasonal) and entertainment

Guest favorite

Two modern rocking loungers are positioned on a green lawn, complemented by surrounding foliage. In the background, an above ground pool is visible, enhancing the outdoor setting. The scene conveys a tranquil space ideal for relaxation.

Home in Newington

4.86 out of 5 average rating, 196 reviews

Spacious barn with pool ideal for exploring Kent

Nunfield Barn is a beautifully converted barn and one portion of the house is internally separated for our Airbnb guests, with its own entrance, downstairs toilet, kitchen/dining area and living room with doors leading to a private patio. Upstairs there are two double bedrooms and a bathroom with bath and shower. There is an above ground pool for use in summer, a front garden shared with us when we are here. There are fields &orchards across the road and we are 15 minute drive to Leeds Castle

Top guest favorite

The enclosed swimming pool area features a spacious blue pool covered with a protective tarp, surrounded by a tiled patio. Comfortable grey seating is positioned along the side, offering a relaxing space for guests to unwind.

Cottage in Kent

4.97 out of 5 average rating, 173 reviews

The Cosy Cottage, with heated swimming pool !

Take it easy at this unique getaway, sleeps 4 woodland walks, local pub/restaurant ,Micro brewery and much more to make your time away a memorable one. Relax in the countryside or take a short drive to the local town/Beach. Spend some private time relaxing in our heated swimming pool, and then retire to your own comfort of the "Cosy Cottage" for that long earned rest. Herne Bay,Whitstable towns and the city of Canterbury just 15 mins by car. Local buses run frequently in both directions Enjoy.

Top guest favorite

Guesthouse in Kent

4.96 out of 5 average rating, 296 reviews

Kent home with a view

Annex at the bottom of our garden with its own patio area with views of the pool and garden. Nice quiet area with fields and woodland walks nearby Keys left in door - guests can let themselves in, we are generally around if you have questions There is BBQ area and a heated pool (shared with hosts) for stays of 2 days or more. Please note pool heating is not turned on until about mid-end of May and turned off in September. 5 min to Herne Bay. 15 min to Whitstable 20 min to Canterbury

Superhost

The Scandinavian-style chalet features a distinctive red exterior with a sloped roof. The patio area includes lounge chairs and a picnic table, surrounded by a manicured lawn. Large glass doors open into the interior, allowing natural light to brighten the space.

Place to stay in Kingsdown

4.86 out of 5 average rating, 222 reviews

Spectacular BEACH VIEW chalet on the cliff

Set on the white clifftops over looking Kingsdown private beach with far reaching views; This Scandinavian style chalet is both quirky and unique. The back decking is Perfectly positioned on the cliff edge allowing for a perfect place to relax and soak up the sounds and view of the sea. Kingsdown is a pretty village with its beach framed by the magnificent white cliffs of Dover; offering wonderful clifftop walks. There is also a promenade taking you along the seafront directly into Deal.

Superhost

A clear swimming pool reflects the blue sky, surrounded by soothing greenery. Comfortable lounge chairs are positioned nearby, inviting relaxation. The image conveys a calming atmosphere, with the pool area designed for leisurely enjoyment.

Yurt in Kent

4.92 out of 5 average rating, 430 reviews

Little Yurt Retreat; Tiny Home, Snug, City Centre!

The Little Yurt Retreat is the ultimate getaway for couples and families! Enjoy a luxurious Mongolian yurt with a log burner, a cozy Tiny Home with a kitchen, SECRET CINEMA SNUG, shower and... OUTDOOR BATH; live the dream! Perfectly located in central Canterbury—just a 15-min stroll to the city center, a 10-min drive to the beach, or a short walk into the countryside. Fantastic in all seasons, especially winter! Relax, explore & enjoy a romantic escape with modern comforts while glamping.

Top guest favorite

Cottage in Kent

4.99 out of 5 average rating, 297 reviews

Plantagenet: A Historic Country Cottage with Pool

A delightful and unique country cottage with historical links to the Plantagenet Kings of England! It's tucked away, surrounded by mature gardens with views over the Eastwell Manor country estate. Plantagenet Cottage is full of character and charm, it's spacious, very private and relaxing . Our heated pool is great in Summer [closed in Winter]. Enjoy the beautiful Kent countryside, great pubs, a nearby Spa, beaches, Canterbury and lots more - or simply just chill out at the cottage !

Top guest favorite

An outdoor swimming pool features a clear blue surface, surrounded by a stone patio. Black wicker seating groups with cushions are positioned nearby, facing the pool. Lush greenery and trees provide a tranquil backdrop, enhancing the serene atmosphere of the garden.

Barn in Lympne

4.97 out of 5 average rating, 136 reviews

Countryside barn conversion with stunning views

This stunning, renovated Victorian Farm, red brick barn is nestled on the idyllic Romney Marsh Ridge. The Cowshed Port Lympne benefits from a spacious garden to the rear and amazing views across the fields towards the North Downs area of outstanding natural beauty to the front. A short drive to many beaches, the coastal towns of Hythe and Folkestone (with its Harbour and Pier) and under a mile from Port Lympne Animal Reserve. It is also near many vineyards incl Gusborne and Chapel Down.

Guest favorite

A refreshing pool is positioned in front of the cottage, surrounded by trees and greenery. The stone cottage features large glass doors that open towards the pool area. Outdoor seating is arranged nearby, creating a serene outdoor space.

Place to stay in Royal Tunbridge Wells

4.85 out of 5 average rating, 234 reviews

Pool Cottage, retreat near London and the coast.

Pool Cottage is a trendy little place, perfect for couples.Pool is attached to the cottage and guests are welcome to swim any time. Cottage is attached to 16th century Farm House but has a separate gate and private entrance and garden, independent from the house. Rural yet close to main town, London, beautiful Kent and Sussex country side and the coast. Lots of walks and great pubs within walking distance. We also have dogs and bees, country life!

Top guest favorite

An indoor pool is showcased, bordered by blue mosaic tiles. A relaxation area is visible at one end, featuring white seating. A circular skylight provides natural light, and a wave mural adorns the wall behind the pool, enhancing the tranquil ambiance.

Home in Kent

4.99 out of 5 average rating, 116 reviews

Stay and Swim at our home & private indoor pool.

Relax with the whole family at this peaceful place to stay. Stay and Swim is just a couple of minutes walk from the beach at Westbay and the indoor pool, with endless swim current, is available all year round. The property has a private garden with seating area and newly refurbished rooms with sky views. Rest assured Nick holds a Level Three qualification in pool plant operation so we know to make sure the pool is always clean and healthy.

Top guest favorite

A thatched cottage is seen set against a backdrop of vibrant greenery, beside a tranquil pond adorned with water lilies. The well-manicured lawn features neatly striped grass, enhancing the serene outdoor setting. Sunlight illuminates the scene under a clear blue sky.

Cottage in Rotherfield

4.98 out of 5 average rating, 312 reviews

The Granary at Coes Vineyard, East Sussex

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Top guest favorite

A spacious outdoor swimming pool is set against a backdrop of lush greenery and open fields. The clear water sparkles in the sunlight, surrounded by a well-maintained stone patio. Several lounge chairs are positioned nearby, inviting relaxation in the serene environment.

Shepherd’s hut in GB

4.99 out of 5 average rating, 228 reviews

Shepherd Hut with beautiful heated swimming pool

A two person secluded Shepherds Hut nestled amongst the trees situated in a wildflower meadow on a farm for Wildlife. Staying toasty in the winter with wool insulation and log burner and cool in the summer under the canopy this hut is the perfect retreat to the country and to reconnect with nature and yourself.