Holiday rentals with outdoor seating in Shanklin

Beautiful open plan chalet Short walk to the beach

One of two beautiful holiday lets tucked away at the end of our lovery quiet garden. Situated directly on the cliff path with a short 3min walk down to the stunning sandy beach. Perfect for amazing cycle rides & walks. King size bed & sofabed perfect for 2 adults and 1 or 2 children or 3 adults. There is free parking to the front of the main house and a short walk to the property. A private shed for storing your bikes as well as body boards, bucket & spades & beach chairs are available for guest

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.

Large family holiday home close to the beach!

A traditional Victorian semi with original features; doors and the odd creaky stair. Fantastic location one street from the high street in Shanklin, five minutes to the beach lift and the old town of Shanklin and the Chine. This holiday home has been in the family for two generations. The house is kitted out with all you need for a holiday, washing machine, beach towels, bucket and spade! Redfunnel ferry 15% off discount codes available on request. You can also follow our FB page @TraNixIOW

Little Wing peaceful barn with garden/parking

Little Wing is a beautifully converted studio apartment (originally a milking parlour for goats) located in a peaceful, rural village- 'Best Kept Village' on Isle of Wight 2024 - in the heart of an Area of Outstanding Natural Beauty. Including a large, super-king size bed, the open plan contemporary design is perfect for couples looking for a quiet or romantic retreat and the patio and private garden are perfect for summer relaxation, while underfloor heating means even winter days are cosy!

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!

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.

Bonnie View Hilltop Retreat, Luxury Holiday Home

Mother~daughter team, and Islanders Bianca and Bonnie welcome you to their luxury holiday bungalow, a beautiful space for you to relax and unwind. Inspired by Ventnor’s landscape, guests can connect to nature through thoughtful interior design, taking influence from the natural beauty surrounding us. With ample parking, it's an ideal base to explore locally and across the island. Please note Bonnie View is unsuitable for young children under 12. We provide discounts for Ferry travel.

1 Bed Apartment - Sea view

This luxury cosy 1-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 ground floor of a recently renovated Victorian gentleman’s residence dating back to 1864. The apartment has 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 You'll have a great time at this comfortable place to stay.

Quaint cottage in Ventnor with sea views

Dove cottage is a charming one bedroom seaside cottage located in Ventnor. With stunning sea views, it’s a perfect getaway for couples looking for a relaxing break in one of the most beautiful areas on the Isle of Wight. As well as being near the beach, Dove Cottage is within walking distance to the fabulous restaurants, bars and cafes that Ventnor has to offer. There are many scenic coastal paths nearby leading to places such Bonchurch, Steephill Cove and St Lawrence.

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.

'Seasalt', 2 bedroom house

'Seasalt', 2 bedroom house. Just a 2 muinute walk to the cliff top path that takes you to the lovely sandy beaches of Lake. The property comes with 1 off street parking space and a courtyard garden. Lake sits between Sandown & Shanklin where you can walk along the beach or cliff top path to either place. Local amenities & train station are in easy walking distance.