Holiday rentals in Ventnor

Highlands Apartment 4

Highlands takes its name from the imposing Victorian residence that stood on the cliff top site for over 100 years. Originally built for the Lord Mayor of London, Sir James Thomson Ritchie, and subsequently used by Reverend William Page Roberts, Bishop of Salisbury, for his final years, it was later owned by the McAuslane family, who turned it into a well known hotel. After its closure, it was then used by Upper Chine School for its final years. After being left for a decade, the current Highlands was then constructed, a grand and impressive mock Georgian manor house that lived up to its predecessor in terms of scale and views across Shanklin. However, it was never finished and derelict, open to the elements, for a decade. Now, after an extensive refurbishment and conversion, it is now restored into 5 spacious, luxurious apartments. Each of the apartments offer their own quirks and special features, from the penthouse’s unique roof top conservatory and balcony with its fantastic views to the annexe’s duplex apartment, the property is spread across four levels from the garden to the penthouse with annexe to side. The property benefits from spectacular panoramic sea, town and countryside views around the building, going across to Sandown Bay, Shanklin town and the Downs towards Ventnor. All of the apartments benefit from oak furniture and leather sofas, oak floored living areas with fitted kitchens with granite worktops and all your key appliances, 32″ LED TV with Freesat and DVD and free wifi. Communal gardens are available for all apartments to enjoy with seating available alongside off road parking and cycle parking bays. We are able to offer 15% discounts on car ferry services from Red Funnel from Southampton and Wightlink from Portsmouth and Lymington, so please get in touch after booking for details. For apartment 4, the property is a second floor loft penthouse apartment accessed via communal area on first floor with double and single bedrooms. There is a bathroom, kitchen/dinner and conservatory on roof living area with private balcony with views over Sandown Bay. Apartments 1, 2, 3 and 5 are also available to book individually or in any combination for larger groups. The property is found on the coastal path between Shanklin and Sandown and just down the road from National Trust land and Areas of Outstanding Natural Beauty. It is also a few minutes walk from the picturesque Old Village and its thatched cottages, plus shops, pubs, restaurants and the main town, as well as the cliff top, Esplanade and Shanklin’s beaches.

Vectis Cottage a cosy seaside escape.

Vectis cottage is a delightful end of terrace stone cottage with 2 bedrooms. It’s beautifully furnished with its own private parking. Bijou outside space to enjoy your favourite tipple. Explore lovely coastal walks with your beloved pet. A short stroll will take you to one of many award winning restaurants and enjoy locally sourced produce.Your holiday can begin using one of our discount ferry links we provide for guests. A great place to recharge your batteries. We look forward to welcoming you

Yacht "X" 44 foot modern yacht on 5* Ocean Village

A unique opportunity to stay onboard this newly renovated yacht moored on the beautiful Ocean Village Marina. Space for up to 5 guests to sleep (2 doubles and a single) Ideal for couples , families or small groups of friends to experience marina living. 2 en-suite bedrooms, living room, kitchenette, terrace, balcony and a spacious flybridge Bespoke packages available including afternoon teas, champagne reception, birthdays, spa access packages (walking distance) Please enquire for more details

The Ocean Suite, Ventnor Beach (with Sauna)

Laid back beachfront living at its best, a romantic escape - popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner 2025 LUXLife 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, one south facing for sunbathing, the second with a private sauna, combine with a swim in the sea just a few steps away. No pets but baby welcome!

‘Luxury’ newly renovated Villa, Bonchurch Village

*The ideal luxury break* Orchard Leigh Villa, is a newly renovated property, decorated and furnished to a very high standard throughout in 2024. Sleeping 6 in 3 large ‘themed’ bedrooms and new spacious bathrooms, 2 with bath and shower and one with an en-suite shower. New fully equipped open plan kitchen and breakfast bar, living room and seperate large dining area. There is also a sunny patio and Al fresco dining area at the rear. We are able to provide generous car ferry discounts on booking

Old Coach House, large ideal family holiday home

The Old Coach House offers a luxurious, spacious and stylish setting, perfect for friends & families looking for a relaxing, quiet holiday. Tucked away in Bonchurch, a 10 minute walk to the beach or a walk into cen Ventnor with its fantastic restaurants, cafes and the main beach. With 4 bedrooms in the main house, a large garden, Hot Tub (inc in 7 night stays) Summer Room also available, 3 bathrooms, Conservatory, large kitchen with dining area.. We also provide great ferry discounts of 25% +

Sail Away - Ventnor apt with spectacular seaviews

Situated overlooking Ventnor with uninterrupted views of the English Channel. A bright, airy, and fully equipped one bedroom apartment with a private entrance and a small balcony area. Watch the Sun and Moon rise over the sea, see the fishing boats and cruise ships sail by, and if you're really lucky, you might spot a pod of dolphins swim past. On a dark night, you can see the Milky Way light up the sky. 20 minutes stroll to Ventnor beach and High Street with its independent and artisan shops.

Dove Cottage Ventnor sea views 15% ferry discount

Dove cottage is a quaint one bedroom seaside cottage located in Ventnor. With lovely sea views from the bedroom and lounge 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.

Idyllic retreat in village of Bonchurch

A pretty period cottage. Deceptively spacious. Two good sized bedrooms. The front bedroom has a king size bed. The second bedroom, twin beds that can be made up as a super king double on request. The bathroom upstairs is very spacious with bath, separate shower and bidet. Downstairs is a sitting room with 2 sofas, separate dining room and a well appointed kitchen. There is a downstairs toilet and basin . There is a small conservatory with a table and 2 chairs and terraced area at the rear.

Sandy Haven Hideaway

Sandy Haven, a stunning coastal retreat nestled in a picturesque setting with rolling hills, private garden and a short walk to the beach. Fully equipped ground floor apartment is pet friendly and offers everything you need for an unforgettable stay on the Isle of Wight. Flexible sleeping arrangements, with two kings or a king and two singles, and a set of bunk beds. Electric vehicle charging available (pre-book only) Discounted car ferry tickets are available to all our guests.

Longwood Edge, a dream home by the Sea

This stylish, spacious, ‘State of the Art’ home is perfect for those looking for a luxurious, relaxing break in a tranquil coastal location. With a large open plan living/dining area, fully equipped kitchen with breakfast island, 3 large bedrooms and 2 luxurious bathrooms. Located on a quiet road 100 yards from the award winning Bonchurch Inn, you can relax, stay at home or wander into Ventnor with its variety of restaurants. We provide discounted ferry travel on booking.

Brand New! 'Just the two of us'

Welcome to your dream retreat by the sea! This luxurious, brand-new one-bedroom apartment features a private balcony with panoramic sea views and parking. Designed for a perfect holiday, it offers a comfortable king-sized bedroom, a good-sized bathroom, and a captivating open-plan area. Every detail is meticulously crafted for a serene and luxurious experience. Step inside and be swept away by the charm and modern comforts that reflect the spirit of the Isle of Wight.