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5 Holiday Homes for Round the Island Race, Isle of Wight, UK

When attending Round the Island Race you need the perfect accommodation, so look no further. These homes are the best of the best


Sailboats on the water in a boat race

If you’re heading to the Isle of Wight for Round the Island Race, usually held in June or July, then we’ve got the perfect accommodation for you. When enjoying an event as incredible as this, your home has to match the standards, so heed our expert advice and book one of these gems to truly complete the experience.

Where to reside near Round the Island Race

Take a look at 5 of the very best holiday homes in our the Isle of Wight collection. If these don’t meet your high expectations, then nothing will.

The Granaries

The Granaries, Plum Guide home in the Isle of Wight

The Granaries, Plum Guide home in the Isle of Wight

Click to book The Granaries now: from £200 per night In a secluded spot, down a single-track lane, this contemporary barn is a welcome surprise. Renovated in the style of Caruso St John (the famed architects behind the Tate Modern), it’s a striking tribute to modern design and a fascinating place to stay for architecture enthusiasts. The inside is just as dramatic, with copper light fittings, high-design furniture, and large picture windows that make the most of the garden views. Outside you’ve got a private pool and an original icehouse that will intrigue lovers of history. A great option for eco-warriors as well, the home’s heating and hot water are powered by heat source pump and there are solar panels on the roof. The location is great too. You’ve got total tranquillity with nothing but birdsong to be heard. But walk through the green fields and you’ll reach the seaside town of Ventnor in no time at all. While the home is truly spectacular, our favourite thing when we visited was the hosts. The amount of thought and love they put into making their guests’ experience special is quite something. From the organic toiletries to the yoga and massage they offer, and the books and music that they carefully curate for each individual guest, every detail has been thought of. It’s wonderful. Sleeps up to 4 | 2 Bedrooms | 2 Bathrooms

Postcards From The Sailor

Postcards From The Sailor, Plum Guide home in Hampshire, UK

Postcards From The Sailor, Plum Guide home in Hampshire, UK

Click to book Postcards From The Sailor now: from £561 per night If sea mists and rolling waves could turn into a picket-fenced cottage, it would be this. Recently refurbished to a high specification, the aesthetic follows a fresh vintage coastal style finished in a Farrow and Ball-esque palette. Oddly, these luxuries can't begin to compete with the lush entrance courtyard in full bloom or the dreamy views of the Hurst castle against the Isle of Wight. If it's the simple joys you're after, sail or paddle through the sleepy marshes nearby. Or simply walk to Milford, loved for its Summer music festival and the iconic English pubs. Sleeps up to 6 | 4 Bedrooms | 3 Bathrooms

Simple Truths

Simple Truths, PlumGuide home in Hampshire

Simple Truths, PlumGuide home in Hampshire

Click to book Simple Truths now: from £517 per night This cottage set in the drowsy corner of Keyhaven hamlet, is a perfect home for those seeking the simple joys of living the country life. Make wonderful memories as you tuck into a plate of delights in the backyard teepee or have a messy yet fun cooking session in the decadent kitchen. Walk five minutes out and you're at the coast. One that's dotted with bootlegger inns, local cafes, ancient castles and bars that offer plenty of board games, should you decide to walk along. Set in the Keyhaven marshes, get your share of bird-sightings followed by a kayak trip into the sunset. For lovers of the sea (and delectable fish & chips), this is a special find. Sleeps up to 6 | 3 Bedrooms | 2 Bathrooms

Mirror, Mirror

Mirror, Mirror, Plum Guide home in the New Forest

Mirror, Mirror, Plum Guide home in the New Forest

Click to book Mirror, Mirror now: from £235 per night You’ll be in no doubt about which home is the fairest after a stay in this immaculately renovated house in Lymington. Not only is it an ideal base for exploring both the south coast and the New Forest, it feels like a destination in its own right. A classic redbrick townhouse, the home has been recently renovated so everything – from appliances to carpets – feels fresh and brand new. There are plenty of design touches that set it apart. The neutral colour palate, a glass staircase and plenty of mirrors (including one that cleverly hides away laundry facilities) all bring an airy and spacious feel, while characterful pieces of art make it feel curated rather than sterile. Every comfort has been considered: 60 inch flatscreen TV with Netflix, underfloor heating, motion sensor lighting in the bathrooms, large beds and high-thread count linens. And when you’re refreshed and ready to start exploring you’ll find Lymington High Street at the end of the road (with pubs, shops and eateries galore), the harbour a five minute walk, and the New Forest’s walks, cycles and Go Ape just a short drive away. If you’re looking for a stylish escape on the south coast, you can’t stay much fairer than this. Sleeps up to 6 | 3 Bedrooms | 2 Bathrooms

Ocean Vessel

Ocean Vessel, Plum Guide home in Hampshire, UK

Ocean Vessel, Plum Guide home in Hampshire, UK

Click to book Ocean Vessel now: from £1100 per night Straight out of a Bond movie, this swanky modern home is unlike anywhere else on England's south coast. Flooded with natural light, the stylish living area boasts a large curved sofa, elegant glass table, sleek and shiny furnishings, striking floor-to-ceiling shelves, nautical touches, and ample floor space - need we go on? Exclusive to the Plum Guide edit, this unique villa welcomes up to fourteen guests – fit for those looking for a luxe, laidback stay. The crowd-pleasing, curved kitchen and oh-so-chic bar is a picture of pristine design - perfect for whipping up a round of cocktails and entertaining the group. Outside, we can think of nothing better than sitting out on the private deck sipping sundown drinks, while watching the boats pass in and out of the harbour. But the self-care treatment doesn't stop there. Rotate your mornings in the bubbling indoor jacuzzi and the fully-equipped gym. Drizzly days are best spent snuggled up in the lavish main living space, enjoying a movie screened on the large projector integrated into the ceiling (because why not). Beyond this luxurious home, there's a local marine area full of life. Take a wander along sparkling Port Hamble, just a three-minute walk away. It's glistening with fancy yachts, gourmet restaurants, and classy champagne bars. Visit the charming Hamble village, discovering the windy cobbled streets, chocolate-box cottages and stunning riverside views – under half a mile from your door. With so much to see and do and a glamorous place to call home, it's the sailor's life for us. Sleeps up to 14 | 6 Bedrooms | 7 Bathrooms

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