Vacation rentals with a pool in Shanklin

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.

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.

HydeAway IOW

3 bedroom caravan located on Lower Hyde Holiday Park, Isle of Wight. One double bedroom and two twin rooms. 2 x Bathroom Kitchen is fully equipped. Bed linen provided ✨Heavily discounted ferry can be purchased through us once booked. Message with queries✨ The park offers indoor and outdoor pool (with slide), evening entertainment, bar, restaurant, shop, laundrette and play park. Please note passes for these amenities can be sought from the park reception should you choose to use. Open April-Oct.

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.

Serenity IOW 3 bedrooms, 5 beds and 2 bathrooms

Beautiful 3 bedroom caravan (5 Beds) located on Lower Hyde Holiday Park, Isle of Wight. One double & two twin bedrooms 2 x Bathroom Fully equipped kitchen Enclosed decking Bed linen provided No pets / No Smoking Discounted ferry can be purchased through us once booked Indoor/outdoor pools (with slides), evening entertainment, bar, restaurant, shop, laundrette and more. Passes for these amenities can be purchased from the park reception should you choose to use. Facilities open April-Oct.

Panoramic Sea Views, quiet, relaxed, Cozy, Beach

A beautifully presented Chalet Bungalow based on the edge of Solent Breezes Holiday park. Full Sea views over the Solent from the comfort of the open plan kitchen diner and lounge. Light airy building ideal for relaxing either on the large leather sofa or on the rattan furniture in the garden. In all weathers there is always something to see out of the large patio doors. Stony beach and slipway for boats only metres from the property. Ideal for long walks watching the sunset and relaxing

Rural cottage with pool at Cheverton Farm Holidays

Escape to the Isle of Wight countryside in this peaceful, semi-detached cottage with a large garden, wood burning stove, BBQ area and views across open fields. Rowborough Cottage is just 300m from our family farm, guests enjoy shared access (with one other cottage) to a heated indoor pool, children’s playground, and games room - perfect for families or couples 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.

Home Away From Home plus 25% off Ferries

Discover your own little retreat a home away from home, located at the Fairway Holiday Park Sandown with an onsite bar and restaurant and communal pool, there are numerous beautiful walks in the surrounding areas and areas of natural beauty. Plus we can provide you a link with 25% off ferry travel once booked. Please note the pool and hot tub are seasonal, however access to two hotels in shanklin with indoor pools and saunas is provided for free.

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.

Private Spa Cabin- Cosy Hot Tub Under Stars

Hillside Oasis is a secluded retreat with an 8m heated (30°C) pool (1st Apr-31st Oct), year-round hot tub, and landscaped gardens. Inside, enjoy a cosy bedroom, lounge, kitchen, and modern bathroom. Shops, cafés and pubs are a stroll away. ⚠️One of our neighbours is doing light garden construction and may occasionally use a digger. This is usually daytime-only and hasn’t affected guests’ stays. Evenings remain wonderfully peaceful.

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

Lodge by the sea to cater for all ages

South facing detached Lodge with outside decking area. Child friendly. Pet friendly. Located by the beach at Solent Breezes Holiday Park near the idyllic Warsash village. Easy access to beach. WIFI. On site parking. Outside heated pool. Restaurant & Bar overlooking Solent and IOW. Childrens Park. Tennis Courts. Onsite shop and Launderette.