Thinking of holiday letting your Isle of Wight home?

At HB Holiday Lettings, we manage a small, carefully chosen portfolio of coastal holiday homes in Bembridge, St Helens & Seaview on the Isle of Wight. Our focus is on five-star guest experiences, strong owner relationships, and hands-on local management.

We are not a volume agency. We deliberately limit the number of properties we manage so that every home receives the attention, care and consistency it deserves.

If you are considering holiday letting — whether for the first time or after an experience elsewhere — we’re always happy to have an informal, no-obligation conversation.

A personal, flexible approach

This is your home.
We work around you.

We offer a flexible arrangement that allows owners to enjoy their property whenever they wish, simply asking for advance notice of any dates you plan to use it. There are no restrictions on owner use, and no pressure to let if plans change.


What we offer our owners

Rather than a one-size-fits-all package, we provide practical, local, hands-on management, tailored to each home.

Our services include:

  • Free, no-obligation rental assessment
    We visit your property and provide realistic guidance on expected income, along with advice on any small enhancements that may improve its letting potential.
  • Getting your home ready to let
    We can organise all required safety certificates, professional photography and guest information to ensure your property is legally compliant, well presented and ready to welcome guests.
  • Full booking management
    We handle all reservations, guest communication, payments and security deposits, providing owners with prompt statements and clear accounting for every let.
  • Local property care
    With an office on Bembridge High Street, we are nearby and on hand. We coordinate housekeeping, maintenance and trusted local trades, and are available during each guest stay should anything arise.
  • Targeted marketing
    Your property is promoted on our website and selected holiday-letting platforms, supported by our loyal repeat-guest database and social media presence. We focus on matching the right guests to the right home, not simply filling dates.
  • Discounted ferry travel
    We are pleased to offer discounted ferry travel for both owners and their holiday guests.


Established, local and professional

  • Members of the Professional Association of Self Caterers (PASC)
  • Long-standing members of the Chamber of Commerce
  • Over 60 Google reviews reflecting our commitment to quality and service
  • A visible, approachable presence in Bembridge for owners and guests alike


Is HB Holiday Lettings right for you?

We tend to work best with owners who:

  • Care about their property and presentation
  • Value good communication and transparency
  • Want local, reliable management rather than remote call-centre style letting

If that sounds like you, we’d love to talk.


Arrange an informal chat

To arrange a no-obligation visit or an initial conversation:

📞 01983 326796
✉️
enquiries@hbholidaylettings.co.uk
📍 Or pop into our office:
HB Holiday Lettings, 15 High Street, Bembridge, PO35 5SD

We look forward to meeting you and learning more about your home.

Comments From Our Owners

  • You have been a total star over the years and I know you have facilitated many happy holidays in the house. The guestbook is full of lovely comments as you know and I am super grateful to you for your commitment to providing such a comfortable experience for our guests.

    Pan Cottage

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  • We are delighted with the way Annabel and her team at HB Holiday Lettings have managed our home for the last two years. Excellent communication, excellent advertising leading to a high rate of bookings and our guests are looked after very well. Thank you!

    Nelson Quay

    Enquire About Us Holiday Letting your Home for You
  • A massive thank you for another stella year of looking after Edith Cottage and all her lucky guests ... and supporting me and my friends and fam who visit too! You're brilliant and I'm very happy to have you as my agent.

    Edith Cottage Myrtle Cottage & Daisy Cottage - with HB for 14 Years.

    Enquire About Us Holiday Letting your Home for You