Family-friendly vacation rentals in Sandown

1, Melville Street

In the heart of Sandown, very close to the magnificent beach, 1 Melville Street has been made into a bespoke ground floor Holiday Apartment with all the benefits of modern living with central heating. There is a stylish modern kitchen and bathroom. The property has been furnished in a vintage boutique style with period features. The rear yard provides safe storage for up to 4 cycles as Sandown is great for cycling holidays. 15% discount available on Red Funnel Car Ferry on completion of booking.

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

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!

Chapel Road Barn, I.O.W Ferry discount available

Chapel Road Barn is a lovingly restored Victorian out-building which is an ideal place for a couple to stay whilst exploring the Isle of Wight. Beautifully furnished and cozy.... We are a 5 minute drive from the car ferry or a 25 minute walk to Ryde Pier. The number 9 bus stop is 2 minutes away and we have a variety of country walks and lovely cycles on hand....... We have partnered with both Red Funnel and Atlas ferries to offer generaous ferry discounts from both Portsmouth and Southampton

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

Wight Cottage in central Cowes

Wight Cottage is in St Mary's Road, a quiet neighbourhood close to the shops, pubs and restaurants of Cowes High Street. Next available dates for Wight Cottage are in May 2027. You'll appreciate the careful refurbishment of this 175 year old shipwright's house. In the summer you can throw open the French windows to a sunny garden. In the winter underfloor heating will keep you warm. Wight Cottage is just a few minutes walk from the marinas in Cowes. Perfect for a Cowes sailing event.

Beachfield 2 bedroom Apartment 1 min from beach

Beautiful, modern 1st floor apartment with a large balcony with some sea & cliff views, Sleeps up to 6 (up to 4 adults+2 children or 5 adults) 4 in the 2 bedrooms & a double sofa bed in the lounge 1 min from the beach, pier,restaurants , shops etc (PO36 8LT). Parking: allocated parking space at the nearby hotel car park (1 min walk from the apartment), also there is unrestricted parking on the road opposite. We provide LARGE discounts for ferry crossings, please message us!

Luxury TinyHome • HotTub • Garden • Walk to Beach

Award-winning luxury tiny home with a private Jacuzzi® hot tub, just moments from Ryde's sandy beach. Perfect for romantic breaks, coastal walks and relaxed island stays, The Cabana offers your own private garden, underfloor heating, a super-comfy kingsize bed with premium linen, superfast fibre WiFi and Nespresso coffee machine - all within easy walking distance of shops, cafes and the vibrant seafront at Ryde, Isle of Wight. Exclusive ferry discounts included.

1902 chapel. Family friendly. Parking & garden.

A beautifully converted chapel. Bright, spacious and lovely views from gallery, also a peaceful workspace. Wi-Fi. Pineapple Room with kingsize bed. Jungle Room twin beds. Lovely bathroom with shower over bath. Spacious family room with fully equipped kitchen, dining and lounge. Downstairs cloakroom. Designated onsite parking for one car. Enclosed garden ( access across car park through gate signed The Old Chapel). Ask me about bringing dogs please.

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Sandown Bay | Modern Spacious Home

Guests will love this spacious retreat with a stylish open-plan kitchen, cosy lounge and luxurious bedrooms, including a super-king master with sea views. Bi-fold doors open to a sunny terrace and large enclosed garden, perfect for BBQs and family fun. With modern comforts, ample space and parking for five, it’s the ideal base for relaxing, exploring and making unforgettable memories. SAVE UP TO 35% ON FERRY TRAVEL WHEN YOU BOOK YOUR STAY!

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.