| Pullan Ltd | Construction | 2002 |
| Pulse Centric UK Ltd | Information & communication | 2025 |
| Pulse Plus Limited | Information & communication | 2002 |
| Quantifi Consulting Limited | Information & communication | 2018 |
| R & M Windows Limited | Construction | 2003 |
| Ralph Dugard Homes Ltd | Real estate | 2023 |
| Rbmp Management Ltd | Professional & scientific | 2016 |
| Red Kite Machinery Ltd | Manufacturing | 2017 |
| Red Squirrel Limited | Construction | 2001 |
| Redoubt Healthcare Ltd | Health & social care | 2018 |
| Redtechnical Ltd | Manufacturing | 2024 |
| Reeth Lodge Estate Ltd. | Real estate | 2015 |
| Reggie’S Retro Limited | Wholesale & retail | 2018 |
| Restore the Story CIC | Arts & recreation | 2024 |
| Retail Footprints Limited | Administrative & support | 2008 |
| RH Locum Optom Ltd | Health & social care | 2019 |
| RH Real Estate Investments Ltd | Real estate | 2024 |
| Richards Vehicle Repairs Limited | Wholesale & retail | 2021 |
| Riseo Limited | Real estate | 2023 |
| Rjlw Engineering Ltd | Manufacturing | 2017 |
| RJM Building Services Limited | Construction | 2024 |
| RJR Developments IOW Limited | Construction | 2018 |
| Rookley Properties Limited | Real estate | 2007 |
| RPB (IOW) Ltd | Construction | 2013 |
| Rusty Rails Farm CIC | Agriculture & fishing | 2025 |
| RWR Associates Limited | Information & communication | 2013 |
| RWT Education Consultancy Ltd | Professional & scientific | 2019 |
| Rylatts Ltd | Administrative & support | 2026 |
| Safe and Sound Lettings Ltd | Real estate | 2025 |
| Sage Management (Ventnor) Limited | Professional & scientific | 2000 |
| Salty Holidays Limited | Hospitality | 2012 |
| Sandford Garage (Isle of Wight) Ltd | Wholesale & retail | 1974 |
| SAS Electrical and Building Services Ltd | Construction | 2020 |
| Scorpies Developments Limited | Real estate | 2007 |
| Scott's Hair Limited | Other services | 2012 |
| Sea Gables Management (Ventnor) Company Limited | Households | 1999 |
| Seacourt Holiday Lettings Limited | Real estate | 1970 |
| Seaside Surprise Ltd | Wholesale & retail | 2023 |
| Silvermere and Melbourne Management Company Limited | Households | 2003 |
| Slimming Isle Ltd | Health & social care | 2020 |
| Smoking Lobster Limited | Administrative & support | 2017 |
| Solent Joinery Limited | Construction | 2020 |
| Sound Service (Oxford) Limited | Manufacturing | 1969 |
| Sounds and Grounds Limited | Wholesale & retail | 2013 |
| South Wight Area Youth Partnership | Health & social care | 2014 |
| Southcliff Lettings LLP | | 2018 |
| Southcliff Property Lettings Ltd | Real estate | 2018 |
| Southcode Engineering Ltd | Professional & scientific | 2026 |
| Sparrow’S Yacht Service Limited | Agriculture & fishing | 2026 |
| Sparta Associates Ltd | Administrative & support | 2022 |
| Specialist Dog Handling Services Limited | Administrative & support | 2017 |
| Spencer Worldwide Productions Limited | Arts & recreation | 2023 |
| Sprocker Leisure Ltd | Hospitality | 2021 |
| Squid INK Tattoos Ltd | Arts & recreation | 2021 |
| ST Boniface Road Management Company Limited | Households | 2016 |
| ST Catherine's - Speech and Language for Young Adults and Adults Limited | Education | 2020 |
| ST Josephs Ventnor Limited | Real estate | 2018 |
| Stans Kitchen Studio Limited | Wholesale & retail | 2024 |
| Steephill Limited | Hospitality | 2005 |
| Stormhold Pubs Ltd | Hospitality | 2025 |
| Stripped Brasserie & Bar Ltd | Hospitality | 2024 |
| Stubbings Bros Ltd | Wholesale & retail | 2017 |
| Studio 58 Design Limited | Professional & scientific | 2008 |
| Style of Wight Limited | Information & communication | 2011 |
| Sue's Property Services Ltd | Other services | 2025 |
| Sun Drum CIC | Professional & scientific | 2025 |
| Sustainable Chale Limited | Other services | 2011 |
| Sway Enterprise Limited | Construction | 2016 |
| Swim the Wight CIC | Arts & recreation | 2020 |
| T and C Properties IOW Ltd | Real estate | 2025 |
| T. Wyeth Limited | Manufacturing | 2017 |
| Teepee Copy & Comms Ltd | Information & communication | 2013 |
| THE Better Days Café and Inclusion Hub C.I.C. | Hospitality | 2021 |
| THE Copy Press Limited | Information & communication | 2004 |
| THE Energy Entrepreneur Limited | Health & social care | 2020 |
| THE Events Co. (IOW) Limited | Hospitality | 2021 |
| THE Hambrough IOW Ltd | Hospitality | 2019 |
| THE Hidden Harvest Ltd | Agriculture & fishing | 2025 |
| THE Island Kitchen & Bathroom Company Limited | Wholesale & retail | 2013 |
| THE Little Boat IOW Ltd | Arts & recreation | 2021 |
| THE Loft Space IOW Ltd | Wholesale & retail | 2025 |
| THE Mortgage Market.Co.Uk Limited | Administrative & support | 2008 |
| THE Plaice to BE IOW Limited | Hospitality | 2023 |
| THE Silver Corporation Ltd. | Wholesale & retail | 2006 |
| THE Social Good Network Ltd | Real estate | 2020 |
| THE Unknown Bar Company Ltd | Hospitality | 2023 |
| THE Ventnor Kitchen Company Ltd | Wholesale & retail | 2024 |
| Thego Estates Limited | Real estate | 2026 |
| Thesubschool Ltd | Education | 2025 |
| Tonedog Engineering Limited | Construction | 2012 |
| Transatlantic Real Asset Solutions Ltd | Professional & scientific | 2015 |
| Transition Homes Ltd | Real estate | 2025 |
| TRE South LLP | | 2020 |
| Tresslewood Limited | Construction | 2004 |
| Trinity Road (Ventnor) Management Company Limited | Households | 2013 |
| TWB Academy Ltd | Education | 2024 |
| Twin Cairns Consulting Limited | Professional & scientific | 2016 |
| Tyler Roberts (IOW) Limited | Construction | 2005 |
| TZ Beach Cafe Ltd | Hospitality | 2020 |
| TZ True Food Ventnor Ltd | Hospitality | 2023 |