Vacation rentals in Shanklin

Highcliff Cottage - Clifftop Paradise

Highcliff Cottage at Luccombe is a dream holiday retreat, secluded and tranquil. A 100m high clifftop garden oasis overlooking Sandown Bay and the south of England. Relax on the deck, listen to the bird song and breathe in the fresh air. Situated between Shanklin and Ventnor, the Cottage is designed in the boathouse style with beautiful detailing inside and out, with exclusive use of a large garden and access to a spectacular cliff terrace. The Isle of Wight Coastal Path is at the front gate.

SELF CONTAINED Peaceful Log Cabin for two

May 25 - “Shanklin tops SUNSHINE ranking” Situated in a quiet cul-de-sac on the outskirts of Shanklin, a unique, secluded Log Cabin for ONE or TWO ADULTS or Parent/Child with secure/entry. It's a short, walk into town, offering shops, pubs, restaurants, takeaways, theatre, supermarkets, beach & the 'Old Village & Chine'. The Cabin offers a bijou studio style layout, with a standard size double bed, well equipped kitchenette, TV, WiFi, fridge/freezer, en-suite shower & terrace with gas BBQ.

The Ocean Suite, Ventnor Beach (with Sauna)

The ultimate in beachfront living, a perfect romantic escape and popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner of 2025 LUXLife Magazine Awards, Best Coastal Retreat, South England. 52 sq metres and open plan, with bi-fold windows/doors creating a beautiful space of just you and the ocean. With 2 private balconies, 1 south facing for sunbathing, the other perfect for an alfresco breakfast in the morning sun. No pets but baby welcome!

Seaglass detached cabin stunning sea views parking

A beautifully remodeled chalet in a tranquil setting with no passing footfall/traffic so is very private but close to beach & town. Seaglass is perfectly positioned to explore Ventnor, a quirky Victorian seaside town set in fantastic scenery. There is a decked garden area with brick bbq overlooking the sea in Wheelers Bay. You are a short walk away from the seafront and also to the town. The accommodation is cosy and beautifully decorated in a coastal style. Ferry discounts available.

The Isley Apartment. Modern Charm in Shanklin

Contemporary and colourful flat newly renovated and furnished by a creative family. Open plan kitchen/living area with all the amenities you expect. Study room features built in desk and is stocked with vintage board games. And a relaxing, sky lit bedroom. Conveniently located, the Isley Apartment offers quick access to attractions, sights, restaurants, pubs and shopping just outside the front door. It's a ten minute walk to the beach alongside the historic Victorian Shanklin Chine.

The Bolthole, Sunny garden annexe.

The Bolthole is a beautiful, cosy self catering annexe, located in an area of outstanding natural beauty. A well behaved dog is welcome (Supplementary fees apply) Situated on the Squirrel Trail/Cycle path. Ideal for walkers/cyclists or anyone looking for a peaceful retreat. Private secure south facing garden with BBQ, patio area and outdoor seating area. Free parking. Free WiFi. A 10 minute walk to the famous Shanklin Old Village and the chine and a further 10 minutes to the beach.

Beautiful, spacious Ventnor retreat.

Our beautiful spacious apartment in Hambrough Road has been completely renovated and is situated in a lovely location in the town of Ventnor. It is perfect for a short break or for longer stays. It looks directly out to sea over the road and wall in front. It’s in the most ideal location in that the beach and town are literally two minutes walk away. We occasionally receive discount codes for the vehicle ferries so please do ask. We would very much like to welcome you!

Delightful 2 bed apartment with stunning sea views

Kick back and relax in this calm, well equipped apartment with stunning sea views to Shanklin and beyond on one side and across the high downs to the other. The apartment is on the 2nd floor of a beautiful old Victorian priory. It is a short stroll down to Old Shanklin with its great beach, pubs & restaurants and Shanklin Chine. The coastal path runs close to the property with stunning walks across the downs into Ventnor and beyond.

Lovely Seaside Apartment

Completely refurbished to a high standard with an airy, modern seaside feel this apartment sits right on the Shanklin sea front. With miles of perfect beach and amazing views this is the ideal place for a short break or longer holiday trip. Two bedrooms, balconies at the front & rear with allocated parking for one car. Have fun on the beach and make use of all the seaside kit we’ve left for you. FERRY DISCOUNT FOR EVERY BOOKING

2 Bed Apartment The Priory - Panoramic Sea View

This luxury 2-bed apartment is located in a desirable area of Shanklin perched on the top of the cliff with stunning sea views. The apartment is situated on the top floor (2nd Floor) of a recently renovated Victorian gentleman’s residence dating back to 1864. The apartment has panoramic sea views with ample off street parking. Within a few minutes walk you are in the old village of Shanklin which has Tea shops, cafes, pubs

Hatkhola, Shanklin, Isle of Wight

Lovely recently renovated house in heart of Shanklin. Private parking for 2 cars and locked side access for cycles etc. Secure garden with garden table and chairs and gas bbq. House is very well equipped with highchair, travel cot and children's tableware and cutlery. Lots of games, books, dvds and beach equipment. Downstairs toilet as well as separate upstairs toilet.

Myrtle Retreat

Myrtle Retreat is a tranquil & secluded refuge in the heart of Shanklin Old Village. Enjoy a dip in your private pool, soak up the sun on the terrace or enjoy dining alfresco on the patio. Myrtle Retreat offers a relaxing escape whilst being in a central location for pubs, restaurants, beach, attractions & amusements