| Reacto Roofing Ltd | Construction | 2026 |
| Recbb Investments | Construction | 2025 |
| Recbb Property Ltd | Real estate | 2026 |
| Redley Properties Limited | Real estate | 2023 |
| Redshaw Homes Limited | Real estate | 2024 |
| Redvolt Electrical Limited | Construction | 2022 |
| Reed and Reed Consultants Limited | Professional & scientific | 2014 |
| Reed Consultancy N.E. Limited | Other services | 2019 |
| Reed Racing Limited | Other services | 2019 |
| Regal (Bridlington) Ltd | Arts & recreation | 2021 |
| Regent Lettings Ltd | Real estate | 2022 |
| Rejuvenating Solutions Limited | Health & social care | 2013 |
| Reliance Garage (Ryedale) Limited | Wholesale & retail | 1977 |
| Reliance Garage (York) Limited | Wholesale & retail | 2025 |
| Reliance Insurance Agency Limited | Financial services | 2002 |
| Relywp Ltd | Information & communication | 2019 |
| REM Investment Holdings Limited | Real estate | 2026 |
| Remmer Electrical Solutions Limited | Construction | 2011 |
| Reserve and Relax Holiday Cottages Ltd | Real estate | 2024 |
| RGR Properties Limited | Wholesale & retail | 2008 |
| Rhapsody Coffee Ltd | Hospitality | 2018 |
| RHM Bars Ltd | Hospitality | 2025 |
| Riccall Developments Limited | Real estate | 2008 |
| Richard Dean Homes Limited | Construction | 2022 |
| Richard Dixon Associates Ltd | Construction | 2003 |
| Richard Hearne General Construction Limited | Construction | 2005 |
| Richardsons & Sons Limited | Wholesale & retail | 2014 |
| Richardsons (Bridlington) Limited | Extraterritorial | 1946 |
| Richies Bridlington Limited | Hospitality | 1998 |
| Ricks Cleaning Ltd | Administrative & support | 2024 |
| Rightstepproperties Ltd | Real estate | 2025 |
| Ringley Meadows Properties Ltd | Construction | 2020 |
| Ritchie Leisure Group (Scarborough) Limited | Hospitality | 2026 |
| River CAM Limited | Hospitality | 2024 |
| RJ Business Development Limited | Construction | 2013 |
| RJ Development Solutions Limited | Construction | 2022 |
| RJN Contracting (Yorkshire) Limited | Transport & logistics | 2014 |
| Rmgmc Services Ltd | Professional & scientific | 2026 |
| Rmproperties LLP | | 2026 |
| Rmpropertiesgroup Ltd | Real estate | 2025 |
| Robb Electrical Ltd | Construction | 2025 |
| Robin Dearing Limited | Agriculture & fishing | 2003 |
| Robinson Peel Design Limited | Professional & scientific | 2024 |
| Robotic Transformations Ltd | Administrative & support | 2025 |
| Rock Salt 2U Limited | Administrative & support | 2025 |
| Rodley Property Management Company Limited | Real estate | 2022 |
| Roloinc Ltd | Information & communication | 2023 |
| Roma Kebab Limited | Hospitality | 2019 |
| Ronson Group Limited | Wholesale & retail | 2024 |
| Roof Force Roofing Specialists Limited | Construction | 2019 |
| Rooftech Yorkshire Roofing Services Ltd | Construction | 2021 |
| Room at the Top Loft Conversions (Bridlington) Limited | Construction | 2013 |
| Rose Cottage Butchers Limited | Wholesale & retail | 2019 |
| Rose Cottage Foods Limited | Manufacturing | 2002 |
| Roses & JAY Limited | Hospitality | 2025 |
| Rosevale Hill Properties Limited | Construction | 2021 |
| Roundhay (Resident Flats) Association Limited | Households | 1974 |
| Roundhay Property Holdings Limited | Real estate | 2026 |
| RS Catering Solutions Limited | Hospitality | 2017 |
| RS Plant Hire N.E. Limited | Construction | 2021 |
| RSJ Spice Limited | Hospitality | 2019 |
| Ruby Developements Ltd | Construction | 2020 |
| Ruby's Cafe Limited | Arts & recreation | 2025 |
| Rustics Restaurant and Bar Ltd | Hospitality | 2018 |
| Ryburn Lodge Limited | Real estate | 2024 |
| Rycroft Properties Limited | Real estate | 2025 |
| Ryedale Cooling Systems Ltd | Construction | 2018 |
| S & E Training Limited | Other services | 2024 |
| S & K Developments (Bridlington) Limited | Households | 2022 |
| S Ford Properties Limited | Real estate | 2026 |
| S Hotel Bridlington Limited | Arts & recreation | 2025 |
| S J Appleyard Builders & Contractors Limited | Construction | 2002 |
| S S Services (Yorkshire) Limited | Professional & scientific | 2013 |
| S T Gowan Limited | Manufacturing | 2009 |
| S. B. Transport (Bridlington) Limited | Administrative & support | 2005 |
| S. Butterworth Limited | Construction | 2022 |
| S. I. Newlove Limited | Construction | 2014 |
| S.Crosier Limited | Wholesale & retail | 2001 |
| S.Jackson Theraputic Services Limited | Health & social care | 2010 |
| S.W. Dean Limited | Construction | 2005 |
| S4 Energy Limited | Agriculture & fishing | 2012 |
| Sabrina Health Care Limited | Health & social care | 2007 |
| Safe Harbour Legal Ltd | Professional & scientific | 2026 |
| Salt on the Harbour Limited | Hospitality | 2020 |
| Samylinds Ltd | Health & social care | 2023 |
| Santry Limited | Arts & recreation | 2018 |
| Sausto Ltd | Real estate | 2021 |
| Savanna Windows Limited | Construction | 2000 |
| Savour Dee's Moments Limited | Professional & scientific | 2013 |
| Sawmilling Services Limited | Agriculture & fishing | 2013 |
| Sazlou Limited | Hospitality | 2018 |
| SB Feeley Properties Ltd | Real estate | 2023 |
| SB Holiday Rentals Ltd | Real estate | 2022 |
| SBD Hire Limited | Administrative & support | 2015 |
| SBS Leisure Homes Limited | Wholesale & retail | 2002 |
| Scarborough Building Plastics Ltd | Wholesale & retail | 2021 |
| Scarborough Fabrications (Cherry) Limited | Construction | 2008 |
| Scarletbush Consulting Limited | Professional & scientific | 2025 |
| Scje Developments Limited | Households | 2015 |
| Scotter Homes Limited | Construction | 2018 |