Holiday 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 favourite

Condo in Kent

4.94 out of 5 average rating, 117 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 favourite

Cottage in Staplehurst

5 out of 5 average rating, 12 reviews

Beautiful, Cosy Retreat + Hot Tub

Sage cottage, a luxurious retreat, nestled in our beautiful, large garden in the High Weald of Kent. Hot tub & Continental breakfast included. TV + firestick & Sonos sound system. Pool, hot tub, Spa Cabin, hammocks, adult slide, swing and tree top lounger with stunning views & sunsets. Fire pit area. Extra charge - cream teas, massage treatments, Winter fire pit + hot toddies, marshmallows. Fantastic location, quaint Kent villages, National Trust properties, Castles, Steam trains and beaches.

Guest favourite

Bungalow in Saint Margaret's at Cliffe

4.9 out of 5 average rating, 221 reviews

2 bed bungalow 5 minutes Dover Ferry Port sleeps 5

Check pool opening times over Xmas/newyear period limited opening times please check Situated on Parkdean holiday park at st Margaret’s at cliff Wind down at this peaceful place to stay. Our detached bungalow is fully equipped for you self-catering holiday in this beautiful part of Kent.8 minutes to the port of Dover and 3 minutes from Dover castle and the world War tunnels underneath the chalk white cliffs of Dover .The chalet bungalow is a larger chalet to the rest on park clean and modern

Guest favourite

Holiday park in Saint Margaret's at Cliffe

4.93 out of 5 average rating, 15 reviews

Bungalow Park Pools 2 Bedrooms

Quiet and relaxing, near National Trust Country Park, cycle or drive to beaches, castles, golf courses, wildlife parks and historic towns. A 6-day pass (£7.20) for the 22m heated indoor pool, splash pool, spa, sauna, steam room, and gym (induction required). Adults only in pools before 10am. At wkends and hols (except Xmas) there's entertainment, kid's club, and pool activities 1-2pm (check with Park for details). Small playground, soft play, shop (basics), bar, restaurant and laundrette.

Guest favourite

Guesthouse in Kent

4.97 out of 5 average rating, 39 reviews

The Willows, Holiday home Leysdown

You will be close to everything when you stay at this caravan. There’s a swimming pool, 10 minutes walk to the beach and arcades. Bakery, fish and chips, pubs. On site arcade, evening entertainment with bar and restaurant and more. You will need passes from reception for the pool (this is by booking your time slot) and for buying food/drinks and bingo cards etc from the bar. This is an extra cost Please note the caravan is on the quiet side of the park about a 5 minute walk to the clubhouse

Superhost

Place to stay in Kingsdown

4.86 out of 5 average rating, 204 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.

Guest favourite

Home in Canterbury

4.97 out of 5 average rating, 90 reviews

Indoor Heated Pool and Cottage~Kids Love It Here

o Private Indoor Heated Swimming Pool o The pool is open 24/7/365 and is exclusive to you o Large garden o EV Charger o Area of Outstanding Beauty o Village pub o Family friendly getaway with free baby/toddler equipment upon request o Late check-out and early check-in options (= an extra day of holiday!) o No Airbnb fee (we pay it) o Short drive to White Cliffs of Dover, Whitstable, Canterbury Cathedral, Folkestone... o Netflix & PS4 Xtra subscriptions to keep your teens busy, with VR headset

Guest favourite

Holiday park in Birchington-on-Sea

4.92 out of 5 average rating, 115 reviews

3 Bedrooms 8 Berth Holiday Home in Birchington

3 bedroom 2021 Gold Plus 8 birth static Open plan modern spacious kitchen/dining & lounge area with sofa bed Shower room & separate toilet Central heating/double glazing TV/DVD Bedding provided Wifi Parking Set in 100acres of beautiful countryside & just a few minutes drive from vast sandy beaches, local farm shops & shopping centres Heated pool, 9 hole golf course, crazy golf, kids entertainment, restaurant with Sky TV & free WiFi, shop & laundrette (Passes extra) Pets at my discretion

Superhost

Home in Kent

4.67 out of 5 average rating, 3 reviews

Kent - The Pool House

Take it easy, relax at this unique and tranquil getaway with your own private pool or use the pool for playtime with friends and family. Located in Teynham, Kent. Perfect for UK staycations, couples, small or medium family groups. Can be used in conjunction with our sister property The Malt House which would accommodate within both approximately 24 guests, both properties located on the same 1.5 acres. Private driveway parking in a gated enclosed site. In the heart of the Kent countryside

Guest favourite

Guesthouse in Kent

4.96 out of 5 average rating, 265 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. Its a 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 a BBQ area and a heated pool (shared with hosts) for stays of 2 days or more. The pool heater is turned off end of September and turned back on beginning of May. 5 min to Herne Bay. 15 min to Whitstable 15 min to Canterbury

Superhost

Home in High Halden

5 out of 5 average rating, 4 reviews

Rural cottage - swimming pool!

Overlooking countryside and a tranquil pond (unfenced) this beautifully converted stable is situated behind a traditional Kent barn. It has been tastefully renovated and retains some original character features. Heron Cottage has its own patio area with garden furniture. 36ft swimming pool, heated from May until September (exact opening date weather dependent). Although babies up to 6 months old are permitted, there is a minimum age limit of 18 at this property.

Guest favourite

Guest suite in Kent

4.97 out of 5 average rating, 33 reviews

Sunset Cottage, on the beach near Herne Bay.

You won’t want to leave this charming, one-of-a-kind place. Beautiful sun sets and beach location with fantastic views. Long walks on the doorstep. Private entrance, tea and coffee facilities with fridge and microwave. Continental or full english breakfast available by arrangement. Access to an above ground swimming pool. Own patio and dining space. Located in a unique residential area via unmade roads.