Holiday rentals with outdoor seating in Ventnor

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.

*Seagull Cottage* a hidden gem central Ventnor

Seagull cottage is a recently renovated period, two bedroom cottage, tastefully redecorated whilst maintaining it's quaint features. It’s a secret hideaway just perfect for that peaceful break away, you won’t believe you are in the centre of the town, yet a short walk to the main beach and Esplanade, and an even shorter walk to the shops and restaurants. With sunny outdoor spaces to the front and rear it’s a great spot to relax and enjoy. We can also provide discounted ferry travel on booking.

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.

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.

Hedgerow Cottage (Berryl farm Cottages)

Hedgerow Cottage is in a row of 4 idyllic stone cottages, in an area of outstanding natural beauty. Surrounded by fields in the hamlet of Berryl, but under a 10 minute walk to the village pub. Complete peace with only the sound of the birds and Cows! 2 miles to stunning national trust coastline and swimming beaches. A perfect base to explore the Island. Dog friendly, adult only. Generous ferry discounts available. If unavailable, please see our other listings for the neighbouring cottages.

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.

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.

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.

Modern Beach Side apartment with easy access.

“Beach Side” is a modern apartment directly on the seafront of the popular seaside resort of Ventnor. Located on the south coast of the Isle of Wight, Beach Side is the perfect location to enjoy a beach holiday in one of the sunniest places in the U.K. and as a base to explore the rest of our beautiful Island. Beach Side is on the ground floor of a small block of newly built apartments and so offers easy, no step, access directly onto Ventnor Seafront.

Ideal for couples/seaview garden/close to beach

The Hermitage occupies the whole lower ground floor of my 1840s former coastguard cottage: *Private entrance and courtyard *Sea-view garden - sun-loungers and chairs/table *Quiet location, yet only a 3min walk to Ventnor town and a 8min walk to the beach. * Jacuzzi bath, rain shower, superking bed, double sofa bed. Kitchen -hob, oven, microwave, fridge, freezer, washing machine *2 mins walk to No.3 bus stop *Free on-road parking

Fisherman's Loft A Unique Cottage By The Sea

Welcome to Fisherman's Loft a newly built property on the site of an original fisherman's boathouse in the heart of Wheelers Bay. We have purpose built this accommodation to comprise of open plan living space fully equipped , two double bedrooms a feature bathroom and a shower room. Views from the living room and deck are unsurpassed to the sea. The property is a level walk from the bars and restaurants that Ventnor offers.