Isle of Wight vacation rentals

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Top-rated vacation rentals in Isle of Wight

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Guest favorite

Chalet in Isle of Wight

5.0 out of 5 average rating, 148 reviews

Rural Escape Set in 6 Acres of Gardens.

If you're looking for a bit of tranquility in an unspoilt country side setting, a few minutes drive from various beaches, Ryde, Seaview and St Helens, then come and stay with us in our detached private chalet, set in six acres of gardens. Suitable for couple getaways. Our location is perfect for cycling, walking, nature watching and exploring the IOW. A full continental breakfast is included as well as plenty of essential supplies. We look forward to welcoming you to our little slice of Eden.

Sep 28 – Oct 5

€ 167 per night

Guest favorite

Cottage in Freshwater

5.0 out of 5 average rating, 383 reviews

A beautiful country cottage, close to the sea

PREFERENTIAL FERRY RATES AVAILABLE Welcome to The Old Stables, a dog friendly, beautiful and stylish barn conversion near Freshwater Bay on the Isle of Wight. Originally forming part of the famous Farringford Estate - owned by Lord Tennyson, the world renown poet - it nestles at the foot of the downs and is located up a private lane in an Area of Outstanding Natural Beauty. It is within easy walking distance of Freshwater Bay - the local beach - nearby shops, a superb cafe/bar and friendly pub.

Jun 28 – Jul 5

€ 197 per night

Guest favorite

Apartment in Isle of Wight

5.0 out of 5 average rating, 118 reviews

The Ocean Suite, Ventnor Beach (6ft superking bed)

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 22/23 LUXLife Magazine Awards, Best Luxury 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!

Dec 17 – 24

€ 304 per night

Guest favorite

Apartment in Freshwater

4.93 out of 5 average rating, 307 reviews

Fully self contained, Freshwater Bay apartment

Welcome to our wonderful apartment located in an area of outstanding natural beauty, close to great beaches. Five minute stroll to Freshwater Bay at the base of Tennyson Downs, it is the perfect relaxing base for exploring the Island. The historic town of Yarmouth is 10 minutes away. The apartment is fully equipped ready for self catering holidays, long or short stays. Your own private courtyard and access to the apartment is separate from our house. Ideal for couples and plus 1 or singles.

Feb 20 – 27

€ 102 per night

Superhost

Apartment in Isle of Wight

4.84 out of 5 average rating, 336 reviews

Perfect spot for Round the Island Race Book now !

Holiday like you are in the Mediterranean! Seacliff Self Catering apartment is a raised ground floor property in a Victorian Villa with decked verandah and unspoilt vista overlooking Ventnor Beach. Stunning seascape with outdoor seating. A private shaded courtyard to the rear. The interior is modern, stylish with a high spec finish. The property is sound proofed, with a vaulted ceiling. Adults only, no children. We are also able to provide discounted ferry travel please ask for more details.

Nov 3 – 10

€ 156 per night

Superhost

Apartment in Isle of Wight

4.81 out of 5 average rating, 259 reviews

The St Clares Hideway, Ventnor

Welcome to The St Clares Hideaway. This self contained apartment has panoramic sea views from both the bedroom and the private deck, and is only minutes from the seafront. The deck overlooks our illuminated water cascade. St Clares Hideaway is close to the town centre and easy walking distance to the seafront, restaurants, pubs, shops, bus stops, Victorian promenade, cafes and wonderful walking routes. St Clares Hideaway has its own free, private parking accessed from Kings Bay Road.

Dec 7 – 14

€ 55 per night

Guest favorite

Cottage in Isle of Wight

4.91 out of 5 average rating, 110 reviews

Harbour Cottage. cosy, romantic cottage in Cowes

Harbour Cottage - perfect romantic getaway. Close to the centre of vibrant Cowes with local independent shops, cafes, restaurants and marinas. You can leave the car at home! Minutes from Red Jet terminal, floating bridge and Shepards Marina. Generous ferry discounts enquire on booking Harbour Cottage is great for short breaks, or longer stays. Fully fitted kitchen, lounge, conservatory, bathroom and bedroom with king size bed and small sofa fold out ideal for child or small adult only

Oct 22 – 29

€ 103 per night

Guest favorite

Apartment in Isle of Wight

4.93 out of 5 average rating, 269 reviews

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.

Nov 1 – 8

€ 113 per night

Guest favorite

Tiny home in Cowes

4.95 out of 5 average rating, 134 reviews

Seaside style cabin in central Cowes

'The Cabin' sits in the heart of West Cowes, tucked away behind the high street. Very compact (and very cute!), the space is kitted out in classic holiday home style. Two bedrooms and a sofa bed. Shower room. Decked garden with dining table, BBQ and outdoor sofas. Free parking space nearby. Fast broadband (free), digital TV with DVD, washer/dryer, dishwasher, microwave. Welcome breakfast for first day included. Good for families but steep steps to access. Book today!

Feb 16 – 23

€ 124 per night

Guest favorite

Condo in Isle of Wight

4.92 out of 5 average rating, 111 reviews

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.

Dec 9 – 16

€ 154 per night

Guest favorite

Cottage in Isle of Wight

4.97 out of 5 average rating, 106 reviews

Cozy annexe with off-street parking and sea views

Our annexe sits within the conservation area of Ryde with uninterrupted views across the Solent. It forms part of a large Regency property but has an independent access and off-street parking. With it's beaches, harbour, bustling town centre and easy mainland links, Ryde has become a popular destination for many people all year round. The annexe has been recently renovated and is superbly presented with comfortable accommodation for two people.

Jan 17 – 24

€ 117 per night

Guest favorite

Condo in Isle of Wight

4.99 out of 5 average rating, 164 reviews

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

Jan 24 – 31

€ 140 per night